Episode · Sep 11, 2026 · 1 hr 55 min
From a Prison Cell to Nike Brand Director
with Jordan Rogers
Jordan Rogers is a former felon and Nike brand director who is building an independent business after recovery from opioid addiction.
“I'm not putting my name on that work because I don't believe in it.”
Summary
Jordan tells Ken he began using heroin at 15 after losing his focus on sports, then describes years of arrests, relapse, probation violations, and trying to outsmart drug tests. Facing a five to twenty year prison sentence and weighing 116 pounds, he arrived in county jail in withdrawal. His parents had already spent his college fund on rehab, and a passage in his mother’s account of his addiction helped him take recovery seriously.
After release, Jordan became a personal trainer, earned a history degree at SMU, and spent four and a half years working toward a job at Nike. He became an EKIN and moved into Nike football and women’s brand roles, working with athletes and designers. As he and his wife raised young children, he began questioning the cost of corporate life. He left Nike, returned to Texas, and started advising schools and athletes on NIL and brand partnerships. He and Ken compare the uncertainty of independent work with the freedom to choose projects and own the results.
Show notes
Jordan Rogers was using heroin at 15. By the time he landed in county jail, he weighed 116 pounds. His parents had spent his college fund on rehab, and he was facing the possibility of 20 years in prison. I know what it’s like to organize your entire life around getting high. There was a lot in this conversation that hit home for me.
We get into his 396 days locked up, what finally changed when he stopped trying to outsmart every rule, and what happened when he read his mother’s account of everything his addiction had put her through. Getting sober wasn’t the finish line. He became a personal trainer, earned his degree at SMU, and spent four and a half years chasing a job at Nike. He went from working in a factory store to becoming a brand director, working with some of the biggest names in sports.
Then he made another hard decision: leaving the job he’d spent years trying to get. We talk about choosing his family, building his own business, and why neither of us wants to give up the freedom of working for ourselves. Jordan didn’t get to undo his past. He had to get honest about it and decide what he was going to do next. That’s what this conversation is about.
Follow Jordan on Instagram: @jordanrogers.
Transcript
Made from YouTube's automatic captions and lightly corrected, so a few words and names may be off. Click a time to play the video from there.
Ken Rideout
All right, today's guest, marketing guru, former drug addict, former felon, the great Jordan Rogers.
Jordan Rogers
That's right.
Ken Rideout
Thanks for being here, brother.
Jordan Rogers
Thanks for having me, Ken. Honored to be here.
Ken Rideout
I'm excited to talk to you because I'm a huge gear junkie and I absolutely love the fact that you get tons and tons of cool gear sent to your house all the time.
Jordan Rogers
Bro, I'm uh yeah, living a living the dream these days. I'm out here for a trip for a gear for a golf footwear brand and uh I'm just like last night I'm just pinching myself, man. I have two beautiful kids and uh a wife. We just moved into a new house and like I'm just living the most normal crazy life and I look around sometimes and it's like how the hell did I wind up here, dude? People send me products, people fly me places, [snorts and sighs] want to chat, you know?
So, I think Will connected us a few months ago when I saw your story. I mean, I get invited a lot of different podcasts. I'm sure you do cuz everybody's got one now. But then I checked you out, man. I love your freaking mindset. I love the grind, the hustle, and the mentality. And I think it's really needed, and I think we're kind of
I don't know. Uh I'm raising a son and a daughter. I have an audience of a lot of young men, and I think a lot of them need good messages like what you're putting out. and not in a sleazy multi-level marketing scheme crypto [ __ ] you know, that a lot of these kids are sold, man. I feel bad for them. So, like, we need more positive like get to it, let's get get after it, you know, mentality. So,
Ken Rideout
Yeah, I have no other marketable skills. I don't have the intellect to be like, how can I turn this into a multi-level marketing plan? I just I literally started to gain traction when I just started telling the truth about like how I view the world and how I think of parenting. And I believe me, I don't get everything right. Sometimes I'm a little too much for the kids and I'm too
Too aggressive with them. I my my focus and aggressiveness with them is always on effort. Like, dude, are you trying? It doesn't even look like you're trying. Yeah. And I you know, you can tell when they're not trying and when they're not trying. And so, if anything, that's
Where I lack. But I appreciate the kind words. But yeah, I I hope it doesn't look too perfect. I know Instagram can a lot of times be like a highlight reel and no one posts their bloopers, but believe me, there's plenty of bloopers.
Jordan Rogers
Lot of bloopers. Yeah. Well, I mean, I guess we're living proof that the bloopers can eventually become an asset, you know?
Ken Rideout
Yeah. That's and that's the message I'm trying to spread is like, dude, whatever you've been through, the only person that's going to get you out of your problems is you. Stop looking for other people to partner with you on your business to [ __ ] make you look good. The only person that's fixing you is you. And you're responsible for all your wins and losses. And as soon as you own that, at least you can have a little more peace and not constantly be pointing the finger at other people, which I did for years.
Jordan Rogers
Of course, I think we probably have had u a lot of experience pointing the finger. And then there's like you get into recovery, it's just radical accountability, which is such a freeing thing for people. And I I like I made a video last week and I thought it would get un you know misunderstood as the internet misunderstands a lot. But it was like hey do you realize that having agency is such an amazing thing. You know there's so many negative people on the internet. There's always this I don't even know what Cameron Haynes's thesis is but I saw that that little nugget you were talking about about must be nice.
Yeah. You know and it's like yeah man you are it wasn't nice back then. you know, only you see is now.
But that accountability can free you up to say, "Yeah, that's on me. I screwed up."
And in entrepreneurship over the last four years for me, it's been just incredible to be like, "All right, if this
If this survives, it is on me."
Ken Rideout
Yeah.
Jordan Rogers
And if it fails, it's on me. And that is a great motivating force. Uh where a lot of people want to blame everything. They got conspiracies. everything's against you. Oh, it's all this. It's some government scop. It's all whatever. It's always something that people are conspiring against you. Maybe that's maybe that's true. There's a lot of
Negative forces against us in the world. Like, you know, insurance is a scale. All these racket there's a racket everywhere. The airplane Wi-Fi doesn't work, you know, like it's all a racket, but like so what? Now what? Yeah.
What are we going to do about it, you know?
Ken Rideout
No, that's right. And to your point, when I speak when I speak at prisons, I always give the same speech of like, yo, if you're sitting there thinking you're a victim and you're angry at the prosecutor and the police, like, you're [ __ ] torturing yourself and hope someone else die. You're drinking poison and hoping they die. You are not a victim. You know how [ __ ] up you have to be to get sentenced to jail. They'll give you 10 free chances before they sentence you.
Point is, as soon as you lose that victim mentality and start taking accountability and be like, "Yo, I'm here. I've got a year to [ __ ] figure it out. come out of here with a full head of steam, well rested. Or you can sit in here and stew and steam and hang out with the other [ __ ] losers and think about your next crime wave,
Jordan Rogers
Which is what a lot of people do, you know. Man, I'm got a book in my bag. Uh,
Incredible young uh dude named Chris Young who's from Nashville uh got sentenced to life in prison on this kind of archaic three strike law. Spent a lot of time in criminal justice after my time 20 years ago. And I've kind of gone back and forth like, oh, it's all a conspiracy against people to victimize. And then there's also like, no, you have to take some accountability. And you do get a lot of chances. You know, I I got a lot of chances. The state of Texas
Gave me um some chances. And you could like two things can be true, which I think a lot of our social discourse today doesn't allow for, but like yeah, there can be some unjust like penalties, laws, whatever. They also I don't think want to keep you incarcerated. Correct. You know, like
That's right. No, nobody wants to keep you locked.
Ken Rideout
Unless you get the crooked judge who's getting kickbacks from the private prison, which is if you get caught doing, and they have caught people doing this, you should be sentenced to life in prison.
Absolutely. I mean, there's there's some really nefarious stuff out there. But, you know, even private prisons are a very small percentage of the overall incarcerated population. So, u you know, and they're actually the only ones who have air conditioning in Texas. So, I spoke at a private prison the day I showed up. They were having a [ __ ] field day. They had bounce houses. They had a jousting pit. Like, dude, it was like a family picnic with just men. [clears throat] I was like, I I I couldn't believe what I was seeing.
I was like, is
Jordan Rogers
Is that a [ __ ] petting zoo?
Ken Rideout
It was. They They had a petting zoom.
Jordan Rogers
I got to tell you, I'm doing a documentary series right now. We're doing pilot two episodes. We're working with Vice Sports on
Sports programs and prisons. Yeah. I'm really interested. It's kind of a fascinating melding of my life experience and my passion. I've been obsessed with sports since I was a kid. I work in the sports business. I work in sports marketing. I spent time at Nike and I also spent time locked up and I've I've like thought and and contemplated and done a lot in the criminal justice space. And so, uh, I've been working with Vice Sports and we're exploring like what are these sports programs in prison?
Do they have a positive impact? And and I got to tell you, I went to Oregon State Penitentiary. In fact, since you were up there with Cameron Haynes,
Steve Prefontaine, the legend at the University of Oregon,
Went to the Oregon State Penitentiary in the 60s as a part of a sociology class and eventually came back and started a run club at the Oregon State Penitentiary.
Ken Rideout
Mh.
Jordan Rogers
And they have been doing some version of that. They have like CrossFit stuff now. They have a Japanese garden. They have all kinds of things. And I got to be honest, I one of I think they had Xbox in there, too. And I was like, yo, are we should should I'm all for like I'm I'm you know, at points in my life, I've been really close to an abolitionist at times, but I mean, I know we need to have prison, but I was like, should we should they have all this?
Ken Rideout
Xbox is a bridge too far.
Jordan Rogers
It's a little bit it's a little bit too far. I agree. However, I do think there are some interesting things that they're exploring, which is basically like one way to, you know, we often just think about the inmates experience, but there's a lot of guard, there's a massive guard shortage, there's budget shortfalls, and a lot of times I think we're trying to make the guard's life easier. uh the you know anyway for a functional prison system. Anyway, we've we've explored some really interesting stuff and up there in the Northwest they're definitely trying a couple of things and I hope to find some answers on you know what can be the positive outcomes and you know what what could we all apply to it and what is a bridge too far.
Ken Rideout
Yeah. I worked as a guard in prison for four years
Jordan Rogers
Bro I listen to your story I was like you started 16 or 18
Ken Rideout
18 the week after I graduated high school. That is insane.
And my stepfather was had already been an inmate there. And my brother, who's 11 months younger, would end up being a inmate there multiple times.
Jordan Rogers
That is,
Ken Rideout
Thank God, not while I was there. But Mickey Ward, who was the m they made the movie The Fighter about uh
Jordan Rogers
Oh, yeah.
Ken Rideout
He was a guard there with me, too. And his brother Dick Ecklund, who was played by Christian Bale in the movie The Fighter, he was an inmate there while Mickey and I were guards.
Jordan Rogers
Are you serious?
Ken Rideout
Yeah. They everyone had relatives there. The guards, some of them were okay, but most of them were not okay. They were just as bad as the inmates. They're horrible people. Yeah, a lot of them. Not all, but a lot of them are terrible people.
Jordan Rogers
Well, they they do all these things to crack down on the inmates. Like in Texas, uh, where I'm from,
You know, it's like they won't let them have letters or mail and all this stuff. And it's like 93% of the drugs that are brought in are not brought in by the inmate. They're brought in by the guards. You know, it's like there's all kinds of stuff there. The
Ken Rideout
So crooked and corrupt.
Jordan Rogers
It's it's rough. But you are I'm sympathetic to a degree. You know, you're putting people in a gladi. The reason that it's so shocking to say that you started at 18, cuz we all know what that implies, like it's this gladiator farm. It is like
Ken Rideout
It is not a nice place. And people who've never seen the inside of a prison would [ __ ] themselves that they saw the reality, not what's on the camera, but when you're actually in there, you realize like this is like life and death.
Jordan Rogers
It's dark, dude.
Ken Rideout
There is people like getting jammed up all the time. And the guards are just like indifferent.
I know. I had Ian Heinisch, who's a UFC fighter, on the episode here last week, and he was like
Went to Rikers, which is probably the worst place on earth.
Jordan Rogers
Yeah.
Ken Rideout
And he got into it with I think either the Black Gangs or the Spanish gangs, one of the the Latin Kings or the Black Gangs, and they were like he started fighting him. He's a UFC fighter. He's so he probably cracked three of them and they were like, "We're going to get you when the cells open." And one of the other he had a Spanish inmate, and the guy said, "They're going to kill you. Like, you have to check into PC. Like, they're going to kill you." So he's like, "Guard, let I need to get out of here.
They're going to they're going to kill me." And and the guard, a black guy, was like, "Fuck you, white boy."
And he was like stayed up all night like had his mattress against the door ready like for them to storm in. And the next day the the marshals came and lugged him back to Colorado on a federal crime. And he was like, I'm assuming I'm fighting till the death in the morning. So I didn't sleep all night. But
Jordan Rogers
Never been so happy to see federal marshals.
Dude, that's the reality.
Ken Rideout
Well, let's get into your life story. Where'd you grow up?
Jordan Rogers
I grew up in Dallas, Texas, where I live now. I had a good middle class childhood. I have a I realized, you know, we talk about incarceration and all this stuff, like I had a present and positive father, which puts me ahead of 86% of the
Ken Rideout
Parents were married the whole time.
Jordan Rogers
Yep. Uh
Ken Rideout
Were you into sports?
Jordan Rogers
Yes. Obsessed with sports. Jack of all trades, master of none.
Ken Rideout
Me, too. Yeah. Were you at least in hockey or
Yeah, I played all those sports, but I was never great at anything.
Jordan Rogers
I Yeah. played, you know, soccer, baseball, basketball, football for one year. You know, I don't know if anybody can tell by looking at me. I'm not really cut out for football, but uh which is tough in Dallas, Texas. And, you know, showed some promise in golf. Uh but that wasn't, you know, exciting. I wanted to play basketball. Yeah.
And so,
It's kind of a game of musical chairs. I was like in big public schools down in Dallas. And so by the time you reach 13 or junior high, you need you have to specialize basically. And so if you're not one of the best 15 kids to make the team out of I don't know, you're choosing 500 or a thousand kids in my graduating class, you're not going to play. And
Ken Rideout
I'm dealing with it now with my kids my boys are 15, 13, and 11. And it's already like I'm like my middle guys like I want to play basketball next year. I'm like buddy, you're going to be in seventh grade. They have a sixth grade team, a varsity, a JV, all in the middle school. Like we needed to start like 2 years ago.
Jordan Rogers
Yeah,
Ken Rideout
It's very frustrating.
Jordan Rogers
I know. It's really I mean there's trade-offs to everywhere. But, uh, one of the things that I realized, you know, like kind of the bigger city school situation is, yeah, you may get weeded out or you may have to try, you know, there's a whole sports conversation there, but
But I feel like there were two cultural forces that were actually colliding at the time, which which you can um, relate to. There was one of sport specialization where it was kind of like, okay, you're going to have to pick. And I remember I made a club soccer team uh, went out and tried out and my parents sat me down. appreciate them doing that, but they were like, "Hey, this is expensive. Uh, it's an investment. We're willing to invest and we will support you in this, but this is basically going to be your whole life now.
You're going to be traveling. You're probably going to have to give up basketball. You're going to have to give up your other sports." And at the time, I was just like, I don't I don't know that I love it that much. Like, I I you know, I kind of like all the other stuff. And so, I wanted to play the other sports. So, I then focused on basketball. But unlike now that like work ethic and that kind of I was highly competitive without the practice me mentality, you know, sort of had the Allen Iverson mentality too early.
And um so, you know, like didn't make the team in seventh grade and then was like, "Oh, all right. Well, they probably just made a a mistake." And I continued to lower the goal and dunk with my friends all summer and then like went back thinking that they just made a mistake and then didn't make it again. And so here I was in this kind of game of musical chairs where I had picked and then there was not a seat left for me. I couldn't go back to something like golf.
I couldn't go back to that soccer because the it kind of moved on without me.
And so there I am at 14. I've spent my whole childhood with all the, you know, Nike athletes, most most, you know, sports stars on my wall. Deion Sanders, Michael Jordan, Charles Barkley, Ken Griffey Jr., You know, Tiger Woods had not hit the scene yet. So, golf wasn't cool yet. And I desperately wanted to be cool.
Ken Rideout
Yeah.
Jordan Rogers
And so, I am sitting there at 14. I have no positive outlet now. I'm not going to practices every day. I'm not playing multiple sports. And you're at that phase of adolescence where you're just so uncomfortable, so awkward, going through changes, going through heartbreaks, chasing girls, not getting them, getting them, not you know, whatever. like all of that body's growing, everything's changing. It just the the height of discomfort and unfortunately then the rise of the opioid epidemic is coming and this uh you know heroin starts to come from u Mexico and I'm in Texas and there's something called chiva which is like snortable heroin.
It made the cover of like 2020. It was on um it was on like Time magazine. So what happened was
They started making blacktar heroin. Yep.
In a powder. Well, they would mix it up. Originally, it was with this um drug called Dorman, which was a sleeping pill. And they would grind it up and mix it up and then it was like basically like a brownish whitish powder
That you could snort, not like China White heroin, which was like pure powder form. Um it was this new kind of version for Mexico. And it started to reach a different demographic, kind of like the opioid. So it was reaching a kid like me who was middle class, you know, not on like the street in, you know, Philadelphia or something, you know, shooting up behind a in some dark alley somewhere. And so you could snort it, so it seemed less bad.
Ken Rideout
Yeah.
Jordan Rogers
And uh that got me pretty quick. And so
Ken Rideout
How old were you when you got introduced to heroin?
15.
Jordan Rogers
What?
Yes, dude.
Ken Rideout
Dude,
Jordan Rogers
It's insane.
Ken Rideout
Oh, it's so [ __ ] sad.
I know. If my kids had any kind of medical or dental procedure and they gave them opioids, I'd be like, "Fucking, we're take we're toughing it out. We're not taking it." I don't want anyone to know how good that makes you feel.
Because the first time I tried Percocet, I was like, "Yes, this is awesome."
Jordan Rogers
That's how I felt.
Ken Rideout
And it was like almost overnight it was like an everyday thing and then it went from every evening after work to like I feel like [ __ ] in the morning. I wonder if I take a couple of these if I'll be good for the day. Then I feel great at work and I'm performing like a champ and then I'm like, "Well, let me take two more at lunch." Next thing you know, I'm like [ __ ] taking 50 pills a day. Luckily, I never went to heroin because I grew up with heroin addict, so I was afraid to like even [ __ ] look at heroin and I had never seen it.
I all my [ __ ] was done in private in secret, but I was also an adult and working in finance, so I was basically rich and could buy whatever I wanted. I remember
Jordan Rogers
I heard you telling uh Darren Waller that you like had a pharmacy like you would buy a thousand pills at a time. I was like man that's one of the perks no no pun intended I guess to to like being on Wall Street and being able to you know actually have funds uh might have almost killed you but
Ken Rideout
I bought a bottle from a from a kid who had a pharmacy connection like the b like the bottle that's behind the pharmacist counter that's like this big and he dumps it out like I had the whole bottle incredible.
It was crazy.
That's incredible. It was literally like under my sink like supplements unfortunately for me and it was a [ __ ] painful ride. But so what happens at 15? One of your friends is like I got this [ __ ]
Jordan Rogers
I mean I remember like I remember getting drunk for the first time 13 or 14 and just being like oh like you know you hear this in all the meetings you know of alcoholics or addicts and it was like oh yeah like this now I feel okay. Like
I actually could exhale for once. like, you know, I was always so concerned with
What everybody thought, whether I fit in, was I good enough, was I cool enough, was uh, you know, that was I going to be able to get that girl, you know, there was so much going on. And um, so yeah, the first time I tried heroin, I just came up and it was just like, oh yeah, like that was
Ken Rideout
Who gave it to you? Just a friend was like, hey, let's try this,
Jordan Rogers
Man. So I had a buddy who an acquaintance, I'll say. Um, I have always been just a massive social butterfly, you know? So, like when I'm getting ready for this trip, I fired you an email yesterday just like I'm like, "Who do I know in Nashville? Who should I connect with?" I'm like, "Oh, yeah. Can hit me up a couple months ago. Like, let me see if he's around like Hail Mary. Hey, what are you doing tomorrow or Wednesday? I got time."
And so, you know, I always I was friends with everybody, you know. I was friends with the the black dudes. I was friends with the skaters. I was friends with the football players, the basketball players, the the Cowboys. Like I would go keg parties with the Cowboys.
I would go do drugs with the skaters, you know. I would hang out with the athletes, smoke weed with, you know, whoever. And um
So I had this dude, you know, these skater dudes who kind of, you know, I look back now at terrible home lives, you know, no supervision whatsoever. Like everybody knew they were bad news and in trouble, but I don't know, I liked them. I got along with them. Um, and so I went over this dude's house and he had this uh what's I saw him like snorting something and coming up and I was at that point where I was like experimenting with everything. Smoking weed, trying pills, taking ecstasy, doing acid, taking shroom, whatever it was.
We would try everything
And so I was just like, "Yo, what's that?" Like he looked like he was really relaxed and
Uh and I was like, "Let me try that." You know, [snorts] and so tried it out on the hood of his car one night and never looked back really. Did you get sick?
Um, yeah, we puked. Yeah. Uh, that was almost a regular occurrence back then. Really? You would get Yeah, we would get sick from the opiates and whatever.
Ken Rideout
It never happened to me, but I was I I hate throwing up. Oh my god.
Jordan Rogers
I got really It was just wild now like how I look back, you know? It was just wild how you look back on like what was normal back then. I just puke all the time. I mean, it was just like a normal, you know, whether I was drinking too much or like taking too much cough syrup or every time I shot cocaine, I would puke almost instantly. I could barely get the needle out my arm before I'd like yak. I have done coke a couple when
Ken Rideout
I was younger a couple times where it's so strong that you're like, oh my god, that's so strong.
I'm going to have a heart attack.
Jordan Rogers
Yeah, totally.
Ken Rideout
And being like kind of nervous and happy at the same time. Yeah.
Like, wow, that was great. I hope I don't die.
Jordan Rogers
I hope I don't die. Uh, and you know, and I was so thrown off by the end of it that it would be like, oh, I need to Oh, shoot. Dude, I better get some heroin to come down,
You know, cuz I'm too hot. I mean, anyway, it was it was wild, bro. I didn't even like coke. I don't like I didn't like stimulants.
To this day, I'm still very sensitive to stimulant anything.
Ken Rideout
The only time thing I liked about Coke was knowing it was coming in the first little bit after there, it just went downhill in a hurry. And it got to the point where I was like, I'm not doing any coke unless I have like two Xanax to go to bed,
Cuz I'll lay here contemplating suicide.
Can't believe I've lost a day of my life because of this. It's 7:00 in the morning. I haven't I haven't slept yet.
It's literally the worst feeling I've ever had in my life. I've never been more depressed.
Jordan Rogers
It is the worst when you see that sun come up and it's just like it just exposes all of the darkness in your soul in your life.
Ken Rideout
Sometimes when I wake up to run now and if it's real early, like if I'm traveling and I got to run by like 5, you normally I like do a slow roll, but if I have to get somewhere and I see the sun coming up as I'm running, I'm like so [ __ ] grateful. Oh, it's the best.
Oh, I'm like I know how bad I could feel right now make with a few bad choices. And like you said the other when you were looking around at your house like I got two kids. I do that frequently with my wife. I'm like can you believe we did this? Like I can't believe this is my life.
Jordan Rogers
My wife is in recovery too. We met in recovery and we we just look at each other all the time. I'm like are you freaking kidding me? Like
Ken Rideout
That's awesome.
Jordan Rogers
Insane man. So
Uh even in the midst of you know it's been a hard year. She had she had a spinal fusion um this year and has had a lot of medical just bad luck over the last few years. But
Ken Rideout
I'm with you there, too. My wife just got over breast cancer, which was a kick up the ass. That's been [ __ ] It's been terrible.
Jordan Rogers
Sorry. How long has that been?
Ken Rideout
She was diagnosed in September. Surgery in third in November right before Thanksgiving or right after Thanks right before Thanksgiving and now she's like in recovery. It's all It's all like smooth now. But it was
Not fun. Really?
Jordan Rogers
It was horrible. Oh yeah. We have several friends who've been dealing with that. It's just a lot, man. There's a lot
Happening in this world. I think we've been acutely aware of that with, you know, certain circumstances been happening around us and all that and of course always reflecting on the past. And so I'm just like, you know, entrepreneurship has been a grind in the first couple years and this year it's been a lot better for me. And so anyway, my health I feel better than ever. I feel anyway very fortunate in light of these convers. I'm I'm certainly glad I'm not [ __ ] seeing the sun, dude.
Ken Rideout
So So, okay, so 15, like how quickly do your parents catch on like, "Yo, what's going on here?" Like, like I like I said, I have four kids, three sons, 16 to 11. Like, if they came in even with remotely glassy eyed, I'd be like, "What the hell's going on?" Like, I feel like I wouldn't miss a thing with them. What was going on with you?
Jordan Rogers
I know.
Uh my wife and I, you know, say that now. uh you know our kid unfortunately for them that we you know we pulled almost every trigger in
Ken Rideout
Fortunately for them you don't want them to even go through that journey
Jordan Rogers
I think my parents did the best they could with what they had and the knowledge there no parent um you know they they were hippies and kind of dabbled with a lot of stuff so they had like some grace you know
And were like okay we know you're going to like try some stuff they were but they were like pretty conservative and not uh uh you know they had kind of turned over a new leaf. My dad was a little wild in his youth and had kind of turned over a new leaf and was like you know just a saint perhap you know in in adulthood and in fatherhood. And so I think they tried as much to be as understanding as they could while also being like that's not going to fly here.
But I think they had no concept nor did anybody that heroin was an option. So, I think they knew like, okay, maybe you're going to try some drinking, maybe you try smoking weed and stuff like that, but like heroin was just out of the not even a consideration for them. And so, I think it was a quite the shock and they're trying to navigate that. I mean, you know, we're one of the probably one of the first generations of parents who would be having to navigate that.
Something normally much later in life that people are nobody just starts with heroin, you know. So, um, yeah, they're going to be turned on to that much later in life.
Ken Rideout
When did they realize you were doing heroin? And how were you paying for it?
Jordan Rogers
Yeah. Well, I always had a job from the time I was 14. You know, I was a bus boy. I was a grocery bagger. I was a host at a restaurant. I was, you know, a worked at Office Max for a time period. I was a valet parker event later on. That was my favorite job. But, so I always had some cash here and there. And then of course we do all our nefarious activities, stealing and selling and you know all that pawning stuff and whatever.
And so
Um they started to realize they quickly started to try to get me help. I would try to go to like outpatient and we get kicked out of that. They sent me at 17 I went to like a wilderness treatment program. They were like this is really serious big intervention like we got to get you out of here. So almost missed my senior year to go to rehab. when when
Ken Rideout
they send you to this wilderness program, like how quickly into your addiction do you realize like, oh my god, I'm in withdrawals.
I've been doing heroin every day for two weeks and I can't stop now.
Jordan Rogers
God, that sucked. Um,
I mean, withdrawal just suck. I mean, just I there was just a part of my life and it just always I was just think I just had this flashback this morning in the shower. I'm like, you know, probably these days I'm addicted to my phone. I'm always listening to something. My brain always needs to be stimulated.
Ken Rideout
I do the same [ __ ] It pisses me off. I'm like, why am I listening to this stupid podcast? Just take a [ __ ] shower. You don't have to listen here.
Jordan Rogers
Exactly. I'm over here like fumbling with this thing. And I'm like, just put your stupid phone down. Like, you know, like, and uh
Ken Rideout
We've had parallel lives. I've had all those shitty jobs, too, when I was a kid. I was always hustling. I always tell people like I was the most resourceful drug addict. I could find drugs anywhere.
Like, like buying the [ __ ] prescription bottle of
Percocet, you know what I mean? I was always like scheming as a junkie.
Jordan Rogers
I agree. I've I think like in my second half of life, I've learned and an encouragement I have to a lot of young men particularly, but people is, you know, all of those gifts, these like God-given gifts that can be used for the nefarious lifestyle like can be used in the real world and legit business and connections to be for good. Yes.
Have you seen this 49ers receiver who left me dying all weekend with this guy?
Ken Rideout
What a [ __ ] lunatic.
Jordan Rogers
Can you imagine if that dude all the energy that he put into scheming people? So, for those who don't know, there's this dude who created this fake persona, created a fake Instagram account, made it look like he was a 49ers wide receiver, and then was scheming all of these women through Snapchat, Tinder, all these social platforms, uh, and raised over $1.3 million, scammed at least, uh, dozens of women. Probably that's what they said. They said they're certain there's other women that they haven't found, but they have 26 now for $1.3 million.
All of the energy that this dude I mean I it makes me anxious thinking about it because I used to be a liar, bro. I was a liar and I I mean today
Ken Rideout
All drug addicts are
Jordan Rogers
Of course how you know they're lying when their mouth is moving and it's like one part of the recovery for me you know getting into recovery is like sometimes to a fault like honesty and accountability are like my number one core value in life like authenticity and honesty. Yep.
And sometimes to a fault cuz I'll tell you what I think or I'm not going to hide stuff. I don't keep secrets for people like
Um I mean I'll keep confidence of like friend but like I ain't you know if there's schemes going I don't want to know about it and don't tell me about it cuz I I'm not keeping that for you. Um but I just think about this dude like
If he had put that into something legit could be a multi-millionaire.
Ken Rideout
Said the same thing to my wife last night. I'm like look at this guy. Not only that, look at what a [ __ ] athlete he is. He's doing this [ __ ] karaoke drill. I'm like, he's going to trip on his own feet. Look like you're
Jordan Rogers
A sled with the ball holding. I was like, there's not a football player on earth who holds the football like that. I don't play football, but I
Ken Rideout
Who the [ __ ] is carrying their helmet and their cleats into the parking lot?
They had a one of his co-conspirators putting his cleats on in the parking lot. I'm like, uh, what the [ __ ] is going like he's the guy was a lunatic?
Jordan Rogers
I know. who puts I mean there's never been an NFL player in the history of ever to put his cleats on in in the parking lot of an NFL facility
Ken Rideout
Would carry his helmet anywhere other than the field at the beach.
Jordan Rogers
Incredible. I mean, but you know what I mean, you know, people are just generally people are just kind of dumb, you know, or or I would say like people I think generally want to give people the benefit of the doubt. And I also think all of us your brain I mean there's there's evolutionary reasons for this, right? like your brain is just trying to like what can it outsource and not have to put so you just go on autopilot. So it's like a I don't know this dude gold chain 49ers logos okay I guess he plays for the 49ers you know like
Ken Rideout
Yeah till you see him running the drills and I'm like wait a minute what
Jordan Rogers
Bro I know but I guess people don't know people don't know what a football player looks like.
Ken Rideout
But to your point I that's exactly what I did with running when I got sober. I was like all the energy I was using trying to score drugs, doctor shopping, trying to figure hook up with other degenerates to find people that had pills. And when I got sober, I put all my energy into running. I was like, I'm just going to run so much that I can't be beat. And I eventually I did. I
Jordan Rogers
remember I remember doing that. You know, I became a personal trainer when I got into recovery later after incarceration.
And I I remember like talking to God and then like convincing myself that like when I had all of this pent up kind of anxiety and energy when I wanted to go get high or I wanted to turn to some other you know bad behavior or something and it was like I need to just wear myself out you know so whether that was lifting and then cardio really helps like if I was trying to quit smoking like you know what you know what you really don't want is a cigarette in the middle of a run or right after that run you know so it's like as much as I can get into that energy.
Um, you know, it's it's it's less of like what can I not do? I think so many dope fines are always thinking about like, okay, don't think about drugs. Don't think about drugs. When you say that, what's the thing that comes to your mind is drugs, right? So, it's like, okay, what can you think about? What where can you put your energy and focus and attention?
And fitness is a great way to do that.
Ken Rideout
Yeah. So, so when you're going through all this, your parents are intervening. They're trying to get you into um into rehab and [ __ ] like that. Like, what how do you get arrested the first time? [snorts]
Jordan Rogers
Bro, I got arrested for the first time at 14.
Ken Rideout
14 is like such a child.
Jordan Rogers
Such a child. I look at it now and I'm like, bro, what were you doing? Um, I was whing out, but I got arrested for the first time at 14. So, this is also kind of like to me like a little bit of
It was like the early wave of like I was catching the shrapnel from the war on drugs, right? And so,
I got a friend of mine and I were just doing stupid stuff like I heard Darren telling you like they were running around bashing out people's windshields and just creating ruckus, you know, like we would just do crazy stuff like that all the time. And I had I was experimenting with like different stuff and a friend of mine had rolin or aderall be now
And he wasn't he didn't want to take it so I was taking his like as speed.
Ken Rideout
Yeah.
Jordan Rogers
And I had a couple of those pills in my pocket and we get pulled over for he was messing with some shop owner somewhere. They called the cops on us and they pull us over and
Ken Rideout
He's driving at 14.
Jordan Rogers
No. No, we weren't driving. We were like walking. Oh, okay.
Yeah. And they got like literally pulled over and got us. Um, oh my gosh. No, actually the shop owner grabbed him and would not let him go. Uh, it was wild. Actually,
Ken Rideout
That's the thing with a 14year-old kid, you could just grab him by his ear and hold on to him.
Freaking idiot. I mean, at a 16, a high school kid might [ __ ] pick you up and suplex you. You know what I mean?
Jordan Rogers
Well, fortunately for this shop owner, we were both scrawny little fools, you know? But, um, yeah, I see some of these kids on social now. I'm like, dude, you just need your ass whipped, you know, like Anyway, so they got us, they separated us, they put us in this car, and they they gave us all these questions. Well, I know nothing at this point. In hindsight, I would have done a hundred things differently, but I am worried they're going to arrest us. So, I take these pills out and I throw them under the seat in the back of the cop car.
They they eventually like let us go and we scored because his parents weren't just happened to not be home that night. So this when the cop cars dropped us off, there was still there was no accountability. Like there were no cell phones or anything at the time. So like we thought we were scoffer. We shut the door. We're like, "Oh [snorts] my god, dude." Like hearts just pounding. We get in. We're like, "Can you freaking believe that?" Like, and then all of a sudden they knock on the door.
And they're like, "Uh, Mr. Rogers, we need you to come with us." And they arrest me for possession of a controlled substance.
Ken Rideout
Oh my god.
Jordan Rogers
Because it wasn't mine. I I look back and I'm like, dude, I mean, [snorts] any lawyer worth his weight, I I had that later. Uh, but I didn't know I didn't know all this stuff. And so, uh, got arrested, possession of a controlled substance, you know, got, um, in a lot of trouble for that. I eventually had to do all this community service. I was on probation. I was on paper [snorts] basically until I was like 18. I got several other like citations of like minor in consumption, minor in possession when I was at that time.
So I think that ended at 17 and then short of course days after that I would get in trouble again. I got arrested a week shy of my 19th birthday for possession of cocaine. And so I just was constantly from that first interaction with the law you you cannot escape the the entanglement and the web and the imshment of the criminal justice system if you are uh especially if you're in full-blown addiction.
Yeah. And so, you know, whether it's drug testing or whether it's like having to go do community service or having to show up to court dates or violating for this or violating for that, it is always something. So, from the time I was 14 until the time I was 27, I was basically on community supervision in some form or fashion. And
Ken Rideout
How did you get arrested with the coke?
Jordan Rogers
Yeah. So, I was uh I went down to Austin and I I like had a girlfriend down there and a and a buddy of mine and we a friend of mine had asked me to like get some I was going back to College Station where I was living going to a community college uh which was a very foolish endeavor uh and didn't last longer than a semester. But a friend was like, "Hey, can you get some co I say it now, like looking back like how insane that sounds, but like back then it was like, "Hey, will you just pick up some?" It was like, "If you will you pick up some bottle water at the store, like pick up some, you know, sparkling water."
Ken Rideout
When I was in that scene, though, if a friend was like, "Hey, grab some coke when you come down." I'd be like, "Okay, how much?"
Jordan Rogers
I mean, yeah, what do you need? Okay, you going to hit me back or Yeah. Can we split? What? I mean, you know, just so that was normal. So, I grabbed uh I got some Coke. I I I remember getting a Graham and I look back and you know, of course, the one time this dude hooked it up heavy. So, I get the bag, I leave Austin at like, I don't know, 11:00 at night and I'm like, "All right, I go I I pull over and I bust out some lines and I do a big fat one and then I'm like, "All right, I'm hitting the road." Like,
Ken Rideout
By the way, to non-drug addicts, they would be listened to this thing. These guys are [ __ ] crazy. That would be like very typical drug addict.
Jordan Rogers
Totally. Like Yeah. I mean,
Ken Rideout
I got to stay up all night.
Jordan Rogers
You won't be falling asleep.
Ken Rideout
You ain't falling asleep. Did you? That's one thing that won't happen.
Jordan Rogers
Yeah. You definitely not falling asleep. So, I hit the road and I mean like I don't know a mile later. I think I had like just hit the gas and I didn't realize I was going into this small town called Elgen, Texas. And they had like a speed trap like right there. dude pulls me over and I have this CD case with like lines on. So, I'm like, it had like just happened, you know? I had like a big water. I was like just going to like get on this road trip.
And so, I I'm like wiping it all off and it's getting I'm sure there was like white powder on the the floor and on my pants and I'm like I I don't even remember where. I think I tried to tuck the bag in somewhere and the dude pulls me over and you know searches the car, finds the bag, takes me to jail. It's a week shy of my 19th birthday.
Ken Rideout
Are you [ __ ] yourself?
Jordan Rogers
I was really just at that I mean probably not to the level that I should have been but I was very disappointed.
Ken Rideout
Were you also on heroin at this time?
Jordan Rogers
I was back and forth. So at this point I was not. I was like, and when I say like at this point, I mean like probably these two weeks or this month, like I was doing like I was back and forth like I was trying to not and I thought like this relocation would get me away from like the heroin in Dallas, but then of course I would just go to Dallas, get some, go back, you know, like so
Um or find it in Austin and then and so
Yeah, like I mean that was the irony. I hated cocaine. I didn't like it. I but of course I was doing it which is just crazy you know like I hated the way it made me feel. I wanted a downer. I needed a downer and um yeah so they arrested me in this small town and I think they viewed me as like this city slicker.
Ken Rideout
Y
Jordan Rogers
And just hammered me. I mean dude they threw
So it was a I mean I look back I'm reading Chris's book right now and I'm kind of like I've I've made my peace with all of this stuff you know. I'm kind of like hey
I screwed up. I broke the law. I knew the law. I broke it. I didn't deserve to be there. But I also look back and I'm like, dude, what are we We're talking about like a pinky. You're talking about like a pinky like a a one of those tiny bags of like not full like a a little bit of like a thumbnail of of cocaine.
Ken Rideout
For non coke users, a gram of coke is like the equivalent of 10 or two beers to a drug addict.
Jordan Rogers
Tiny. It's like, you know, and I mean,
Ken Rideout
He must have thought he had the drug score of the century. Like, we got him. We [ __ ] got him, boys. Marching you in.
Jordan Rogers
Put me in. Yeah. Take pictures like it's like me and El Chapo or something, you know?
Lay out the grim. You wouldn't be able to see it, you know? I mean, it's like [gasps] it's like a shoestring, you know? I mean, not even that. I mean, my god. Anyway, so yeah, I was upset. I But I I mean, dude, I was so You could probably understand this, but like back then,
I was in such a blender, dude. So, at that point, I've been using from 13 to 19, just constant state of drinking and drugs and getting in trouble and getting out of trouble and ducking the lawn and trying to hide and doing this and just like I didn't know up from down.
I didn't know what I was facing. I was facing 5 to 20 years in prison.
Ken Rideout
Oh my god. For a gram of cocoa, plus you had all the previous violations.
Jordan Rogers
Well, no. So, that wasn't This was a first-time offense. So, they gave me deferred adjudication. They gave me 10 years of probation. What?
Yes. And here's the the promise though was if you finish, you can get good time and finish in a third of it if you do well.
And so there's a double-edged sword, which I would find out from all the jail house lawyers a couple years later, which is like
Ken Rideout
No shortage of experts in prison.
Jordan Rogers
Oh man. Hey, if you actually want help with your case, you need to go to the jail house lawyers. Like not the courtappointed attorneys. you need to go find old Leonard who's been there forever. You know,
Ken Rideout
What appointed attorney is trying to get this case done with as quickly as possible. Just plead guilty.
Jordan Rogers
Ple it down. Uh plea it down. And yeah, anyway, that's a whole another conversation, but so I didn't even know any. So I was like, okay, yeah, we'll take the the deferred adjudication, but then what happens is if you violate on that, then they really want to throw the book at you. So they in in fairness to our point earlier, they gave me an opportunity. So they they did that. I screwed up. I went off to treatment. And then I went to California basically.
Ken Rideout
Oh, cool.
Jordan Rogers
Parents, it was amazing. I would go back now 20 years sober.
Ken Rideout
Yeah.
Jordan Rogers
My parents took my college fund and basically spent it on rehabs.
Ken Rideout
Okay.
Jordan Rogers
And so that, you know, turned out to not be helpful when I eventually wanted to be I mean helpful obviously. I Exactly. I would I would empty out anything to try to save my kids' life. Yeah.
So they tried that and I got a year clean out there
And then started shooting dope out in California and you know it went downhill pretty quick. Came back to Texas.
I I got in a wild goose chase with a police officer while chasing the dragon on the high like smoking dope on the I was trying to not shoot and so I was smoking it at this one point tin foil. Just nasty dude. Yeah.
And uh I'm like doing it on the way to work one day trying to keep some semblance of of control to like be well so I could go in, you know, kind of to your point, if you pop a couple Percocets, you're good. And this dude, this offduty police officer sees me. I get in this crazy um car chase. I eventually am able to like ditch it all. And by the time they find me outside my place of business, which was awesome. I didn't have it, but I thought I got away.
And like, you know, they they did they couldn't find anything, so they had to let me go. Sure enough, I go see my probation officer for the first time. And I walk in, she goes, I'm like, you know, I got some khakis on. I got my Sprint PCS like polo on. I think I'm like, you know, fooling somebody. I walk in, she goes, "Oh, yeah. Oh, you're the one who was smoking heroin on the highway." And I was like, "Oh, what?" You know? And so they like, "Yeah, that officer called me and told me." Um, yeah.
They gave me these drug tests, man. I would fail drug tests all the time. I've tried all the methods of, you know, Terminator Gold and all these drinks that you can drink, bro. I used to do the wheat grass shots
Where it's like you're drinking lawn like like it's like if you mow the lawn and and rung out the grass. Oh, it was so gross, dude. It was so gross. And
Ken Rideout
A trend for a long time.
Jordan Rogers
It was a trend.
There were like grass bars everywhere. Wheat grass in uh in New York pass. Oh, and and any of that didn't help. I mean, dude, I was such a dope fiend that I remember one time I went to try to get this. So, at the time, the gold standard was this thing called Terminator Gold. Was this big drink about this size and it was kind of gross, but it was the one that guaranteed to pass the drug test.
And so, I run to the store, you know, some head shop
At at like 9:30 at night because I have a 8 a.m. probation appointment the next morning. Of course, I haven't planned ahead. I run and I go, "Hey, um, I I need to get some of this stuff." Like, and I'm standing there at the counter. And I said, "Thank God you guys are open. Like, uh, I got a drug test in the morning." And and and it's like the guy's handing me this. I have the thing. And he literally pulls it back out of my hand and is like, "Oh, I'm sorry, sir.
I need you to leave this store in this premises right now. Uh, that's against the law and we're not allowed to sell you this." And I was like, "What?" Like that's the whole point of this thing. But I think they had cameras and like if you declared that you were trying to like beat the law, they now weren't. And so he was like, you know, hyper aware of that. And I was like, are you kidding me? So then it's like I got 20 minutes. I'm burning across town to try to find this place.
I find the place. I get to the the drink. I wake up the next morning. I pound the drink. I go to the probation office. I sit outside the probation office. And because I was so dopesick, I thought, I mean, this is how jacked up my brain was. I'm sitting in the thing and I'm like, "Hey, uh, I drank the whole thing. I drank all the water. I decide to do a hit of heroin to to get well before I go in because I was so sick." And I thought, "Oh, it won't get into my bloodstream." And I don't know what story I told myself, but it was like, "It won't be in my bloodstream by the time I piss cuz I'm going to piss here in five minutes."
Yeah. Of course, I'm pissed dirty as hell after I just paid $50 for this drink, which was like huge at the time, you know, just waste money on this stupid drink.
Ken Rideout
It's a good snapshot though into a junky's brain, isn't it? Like
You did everything right and then you couldn't hold off for like five more minutes.
Jordan Rogers
5 minutes, dude. I could have just walked in there.
And it's like that is shows like how sick and how twisted that and how out of reality I was uh to be there. So I they failed. I failed and failed. They sent me to a court order treatment center, uh, free world. I had to wait for 6 weeks in county jail. Uh, by this time I got locked up. I'm 116 lbs.
Ken Rideout
Oh my god.
Jordan Rogers
So I'm 166 today.
Ken Rideout
Jesus.
Jordan Rogers
And I'm a skinny dude. I don't know if yall can tell, but like um so I'm 116 lbs dying with track marks up and down my arms. And they're like, "All right, we'll give you this one last chance." So I wait for 6 weeks. I'm in county.
Ken Rideout
And what were the withdrawals like in county for six weeks?
Jordan Rogers
Terrible.
Ken Rideout
Fel like two weeks, right?
Jordan Rogers
Oh my god, dude. It was awful.
Ken Rideout
Did you have a cellmate?
Jordan Rogers
Yeah, I had a bunch of cellmates.
Ken Rideout
Were the people like, "Dude, are you all right?"
Jordan Rogers
Yeah. So, so honestly, Ken, one of the biggest surprises to me, I mean, I wasn't like conscious enough. I think I was subconsciously really worried about getting locked up, dude. You know, like I was this junkie. I was prepared. I was going to have to fight all this stuff. And I remember getting there and this is like when American Idol was like peak, you know, Ruben, the big black dude was like on the and I remember like they brought me in and they open up the cell after I go through all the booking and everything
And
I go into the cell and all these dudes are there and it's probably like I don't know 14 other guys and they're watching American Idol which was the first thing for me. I was like, "What?" You know, like that doesn't align with my what I imagined like jail was going to be like.
And I honestly think I was so strung out that those guys took pity on me and they gathered around and I remember the first night they were like, "Bro, are you okay? Like you look like you're going to die." They called the nurse for me.
Ken Rideout
Yeah.
Jordan Rogers
They came and brought me like Nutty Bars. And I remember this dude, this Mexican dude, I'll never forget. He was like, "Hey, bro, you need to eat something." like and he's like he hands me this this nutty bar and you know I had seen all the movies and and I was like don't take any I was like no you know I was cold and shivering and just like and in this jumpsuit and these freaking fluorescent lights and the peeling paint everywhere and it was oh my god dude and he was just like hey bro he goes he said something he's like this ain't the [ __ ] movies dude I'm not going to he's like you don't owe me anything I'm not going to I'm not going to hold this against you or whatever.
He was like, "Take this [ __ ] bar," you know,
And so I did and I that that started the process of me eating eventually,
But I remember the nurse coming and at that point I had been so, you know, I've been years through detox like one upside of going to detoxes was that they would actually give you some level of drugs like Yeah. medicated. They would give you,
Ken Rideout
You know, whether it was Xanax or
Jordan Rogers
Klonopin or Clonidine or what, like they wean you off of that, but at least the first couple days they have pity on you.
Ken Rideout
When I went through a medically assisted withdrawal, which was like kind of the culmination of my story, I had to go check in every day to an outpatient detox and they would give me rolin for the daytime, but just enough for the day. You have to go every day cuz they know if you give me 20 rolin, I might take them all.
Same with the Xanax. So, they would give me
One pill of Rolin, one pill of Xanax, one heart, one um blood pressure medication. So, enough for the day like like a [ __ ] child. And I would take the riddle and stay awake at work wanting to die the whole time cuz I would go to work on a trading desk every day. Didn't want to tell anyone including my wife. And then on like the third or fourth day I woke up to take a piss, blacked out. And my wife found me there like almost dead on the bathroom floor.
She's like cuz all the different medicines I was on plus the withdrawals. I was just like
I woke up and I was like just [ __ ] unloaded everything on her. I was like I'm a [ __ ] raging drug addict loser. We were living in a huge glass high-rise apartment in Manhattan, like in this gorgeous penthouse apartment. And all I could think was like, I got to push past her and jump off the balcony. Like, I can't do this anymore. I I can't believe this is my life. I'm a [ __ ] loser.
Jordan Rogers
Yeah.
Ken Rideout
And that was like once I told her though, then I got clean for one week and then they gave me Vivitrol, which saved me
Jordan Rogers
Really,
Ken Rideout
You know, like cuz Vivitrol is like uh Naltrexone.
Naltrexone. Yeah. It's like it's like the same thing in Narcan. It like blocks all the opioid receptors and it occupies them on an extended release shot.
And when I went to get the shot, dude, it was like [ __ ] gigantic syringe of like a white milky fluid with a huge thick gauge longass needle. And she's like, "Take your pants down." And I was like, "Dude, I looked at the woman. I go, there's way too much fluid in that syringe to get into my muscle." And she jabbed it in there. And boom, 30 days. Like, you couldn't get high. Cuz after like 20 days, after 20 days I was like, I bet this doesn't really work.
And I took a bunch of Percocet and I was like,
What the [ __ ] All I do is I feel shitty but not high.
Yes.
Jordan Rogers
And then I was like
I was on the um clinical trials for Suboxone, the original.
Ken Rideout
Dude, Suboxone's worse than heroin. I think
Jordan Rogers
I heard
Ken Rideout
I could that's what I was that's what I was withdrawing from at the outpatient cuz I had been on Subutex on and off for a couple years. I take it for a few months, then stop taking it, then start taking perks again.
And when I I could not I was on like the most the smallest micro dose of Subutex, Suboxone, same [ __ ]
I'm talking like a a crumb of a little pill was just enough to keep me like from withdrawals. The minute I stopped taking that little crumb every 12 to 24 hours, deathly sick, full-blown withdrawal. Just like
Jordan Rogers
I've heard,
Ken Rideout
Oh, it was [ __ ] terrible.
Jordan Rogers
Yeah, I've heard. And I somebody said that to me recently was like, "Hey, um because my wife was having to take painkillers for her surgery and they're like, "Whatever you do, like we're weaning her down." Like, "Whatever you do, don't take suboxin."
No way.
Ken Rideout
Well, I will say if you're a drug, if you're a heroin addict, that can lesser.
But if you cannot take that [ __ ] more than 7 to 10 days, and if you do, you're going to be sorry.
Yeah.
Jordan Rogers
But people are on it forever.
Well, and and here's the deal. You know, this is a universal truth. This is a universal lie. You're going to pay the piper at some point.
Ken Rideout
That's ex dude. I tell everyone that. No problem. You're the [ __ ] rent is due and there's no rent. There is no section 8 for drug withdrawal. When people will ask me, "What'd you do for this? What'd you do that?" I just say, "Dude, you just ripped the band-aid off. It's going to suck.
Jordan Rogers
Have to do it."
Ken Rideout
And the worst part is like you're so restless and you just feel like why won't my legs stop hurting? I can't go to sleep. You can't go to sleep, but you can't stay awake.
Jordan Rogers
It's hell on earth.
Ken Rideout
Oh, it's awful.
Like you said, you're paying the piper.
Jordan Rogers
You are paying the piper one way or another. you're going to pay it in your energy, you're going to pay it in that detox, like whatever that medicine is to soften the blow, then you're going to have to get off of that. Like,
Hey, at some point you're going to have to face the reality. And it's different strokes for different folks. I think over my 23 years of of recovery, I've looked back now and I'm like, you know, when I started, I was like heavy or, you know, eventually when I got into a 12step program, pretty like fundamentalist. You know, I would I I you know, first five years was right. I probably I thought I had all the answers and one sizefits-all and tough love is for everybody because it worked for me.
And I think I've just grown over time. Like I don't know, man. Every everybody's path is different. Every human is a multifaceted being. Everybody has their own different traumas and triggers and sensitivities and everybody's body is different. But at some point, the rinse do.
Ken Rideout
That's it. Like I said earlier about the extreme accountability and you're not a victim. Like you did this and the only person that can fix it is you.
Jordan Rogers
That's right.
Ken Rideout
It's even when you have like people like loved ones and you're like they need to get to rehab. What should I do? I'm like until they're ready to go. You just spinning your wheels.
Unless you're going to [ __ ] hold them down and like
Jordan Rogers
I know it's so tough because you know I always say like the state of Texas ripped from my cold dead fingers the right to chemical peace of mind.
Uh I used to hear people in Narcotics Anonymous. I remember hearing this guy say, "I gave up the right to chemical piece of mine on March 20th, 2003 or whatever." And I thought that was like very eloquent and like, you know, for me it was like the state of Texas ripped that right from my cold dead fingers. And, you know, it ultimately saved my life. I I don't know if that's the right thing for everybody, you know. Um, I do think that
Prison and the criminal justice system is a blunt, hard object. And I do think for some people it traum I was with guys. I was locked up with guys who killed themselves, you know, who went with a sheet and, you know, hung themsel like. And I look back on that guy had severe mental illness and putting him in a, you know, concrete box with people yelling and screaming and other, you know, pe you know, traumatized convicts is not the thing that was going to help him.
Fortunately for me, to my knowledge, I don't have severe childhood trauma that I know of that like trick, you know, I was able to navigate that system, but I don't know that it's the path for everybody. You know, we all have our own path. So,
Ken Rideout
So when you went there for the um initially for violation 6 weeks, then the court mandated rehab, what point did you get sentenced to actual?
Jordan Rogers
They kicked me out of that one. Okay. So, so as as I said, they gave me a few chances, but I I was just crazy, man. You look back and you think like, you know, all the phrases like what do you have when a you know what happens when you take a drunk horse thief and you remove the booze? You know, you have a sober horse thief and all that. Like, you know, it's like
If nothing changes, nothing changes, all that stuff. Like, you just remove the drugs and out. So, so my favorite phrase as I usually describe is like people think that everybody tells you like, "Hey, drugs are your problem. You should stop them." And if you stop them, all of your problems will go away. But for people like you and I, drugs are our solution.
Ken Rideout
That's right.
Jordan Rogers
They're our solution for life. They are solution for our
Anxiety, depression, all the problems we're facing, all the court cases, all the lies that we've been telling, all that. And when you remove the drugs, then you remove our solution for life. That's right. Now we've got problems,
Right? And so you wake up with a ton of problems and they just are these mountain of problems and like you, you can be on a highrise in Manhattan and you're like, all I want to do is jump off that balcony, right?
And for a lot of us, it's like I'm now crazy. I got to deal with all this stuff. And so
I was still crazy. I still thought I was the exception to the rule. And they eventually kicked me out. So now they arrest me. I'm stone cold sober. I'm 90 days at this point. I think I lasted 6 weeks. and they they said, "We're early discharging you. There's a sheriff waiting for you in the in the lobby." And I was like, "Oh my gosh." So, here I am now for the first time, not under the influence of anything. I'm 90 days.
Ken Rideout
Why did they kick you out if you were still sober?
Jordan Rogers
I would Well, because I was acting up. I was chasing girls.
Ken Rideout
Strike me as a trouble. Oh, okay.
I mean, yeah. Well, you're taking me 23 years. I'm sure that's one of their like gold standard rules is like don't bang any of the other
Jordan Rogers
Standardizing and I was always, you know, talking to girls. I was like it was like little stuff
That you realize add up to the big things. So, for example, one of the things I got in trouble for is like I didn't tie my shoes. Uh I always kept my shoes like loose. Right. The laces like you know I would lace loosen them all up.
And one of the rules was shoes tied at all times. Yeah. And I would be like, I always try to interpret the spirit of the law, not the letter of the law. And I'll be like, "Oh, well,
Surely that law is there so you don't trip over your laces. My laces aren't flopping out. I'm just chilling, you know." And they're like, "No, what's the what's the rule say, Jordan?" And I'll be like, "Well, it says to tie your shoes, but like come I mean, [clears throat] they're not hurting anybody. What do you mean?" Like,
Um, I would be late for late for stuff, you know, in just within the Oh, it would be like you you must be in your seat when group starts. So I would get there, sit in my seat as soon as group started. Then I would stand up and go like get a cup of ice or get some water just because I couldn't sit still, you know, and that would be a violation. I would tell them like how stupid their program was cuz I had been to others and I've been like, "Oh, y'all don't do it right here." You know, like I was just a terror, I think.
And look, man, I just look back here. Here's here like the long and the short of it is like I was a broken, scared,
Hurting, frustrated
Ken Rideout
Boy.
Jordan Rogers
Yeah.
Trapped in a 21-year-old's body
And kicking dope and still under years of now detoxing from drugs and alcohol trying to navigate this with all this with the law looming over my neck and just like what am I doing with my you know? So I was I was freaked out. So they they kick me out. I go to Williamson County Jail. It's a purple jail cell. I'm sitting in a drunk take in the middle of the night now and two guys are arguing over a toilet paper roll and one of them wants to use it for its intended purpose and another guy is using it as a pillow in a holding tank.
And at that moment, Ken, I was like, you know what, God, whoever you are, whatever you are, up above, I I deserve to be here, but I don't feel like I belong here.
Ken Rideout
Yeah.
Jordan Rogers
And I was like, I'm okay, fine. I'll do it. Whatever you whatever you say. If I got to go to those stupid meetings, if I got to if the most fun that I get to have now in my 20s or my 30s is to go to bowling alleys with old drunks smoking cigarettes, then fine. I'll do it. I give up. I'm I'm good. Like, I got to do something.
Ken Rideout
I tried it my way. It didn't work.
Jordan Rogers
I did. And now I was like seriously facing like 5 to 20.
Ken Rideout
Oh my god.
Jordan Rogers
And I'm like, you know, I gained a little bit of weight by that point. I start working out. I start running in place. I started doing all the workouts and everything cuz I was like, "Okay, I have to take advantage of everything positive available to me." And that means mind, body, spirit. So like the church people are coming, I'm going to that thing. If the group is offered, I'm going to that thing. If the anger management is offered, I'm going to it. And uh if there's physical fitness, I'm like eating, I'm lifting, I worked as a trustee in the kitchen.
And so I'm doing all this just to try to get better. Either one, I'm either going to be strong and be prepared to fight when I have to decide whether I'm going to freaking join like the Aryan Brotherhood or the Aryan Circle or like just fight on my own and just go at it alone in Texas Department of Correction.
Ken Rideout
Yeah, but I don't think Can you even go it alone in Texas?
No, you have to go. That was my choices.
Jordan Rogers
Aryan Brotherhood or Aryan Circle? I'm freaking I mean I This is insane talking about this now, but like um that was that was the choices. No, but they were
Ken Rideout
they they for the people that don't know, the white gangs will be like, "No, no, you can't have an independent white guy here because if you have a problem with a black guy, like the white guys have to now come and defend you essentially." And like they're not going to let the black guys beat up a white guy.
And vice versa, if it's a black guy, they want you to be with them, meaning you're ready to fight with them if necessary.
Jordan Rogers
So being part of the gang doesn't mean
Ken Rideout
you necessarily have to do anything, but you kind of have to be with them. If there's a problem, you're fighting with us. Yes, there was a whole there's a whole scenario there, bro.
Jordan Rogers
And I was uh I mean I was trying to navigate all that, you know, listening to all the politics in there and there was already some of that in county that you know where I was waiting like you know black dudes over here and white guys over there which was like very antithetical to like I told you before like I always hung out with everybody.
I got along with everybody. So,
Ken Rideout
No same. But any prison is like I said earlier, it ain't like what anyone is can even comprehend if you've never been there. Even if you've seen TVs and [ __ ] TV shows, like until you've experienced it, you can't understand it. So, so when the white guys came to you, they they told you your choice of Aryan Circle, Aryan Brotherhood.
Jordan Rogers
No. So, this is in county where I'm waiting, right? So, I'm waiting basically for weeks to see my
That's where the experts are telling you what's going to happen when you get the state. They're like, "Hey, you're either going to go, hey, you know, you go TDC, you get you, they'll probably give you 10, you could do good time, you can get out in three and a half if you do blah blah blah blah. You know, if you could get a set off, blah blah d you know,
Ken Rideout
They're telling you what gangs you're going to join."
Jordan Rogers
Well, yeah. I mean, it's basically like if you're a white dude, it was like, hey, you go Aryan Brother, oh, he's Aaron Brotherhood or oh, he's Aryan Circle and oh, they beef about this and yeah, the Brotherhood does this and the circle does that. I mean, bro, I mean, it was wild to to be even I'm sitting here like debating all of that stuff. And meanwhile, I'm also like there's a there's a um I remember calling my parents. So when I got reviolated, they basically then charged me again with a a violation of probation, whatever.
And I remember learning that I could potentially be bailed out on that charge,
Ken Rideout
Waiting for
Jordan Rogers
Yes. So I remember call I was like I thought I'm so delusional. I remember like so I got all this stuff together. I was like, "Oh, snap." Oh, let's go. So I like call my parents on the collect call. Then by that time they were like stop you know calling. We were charging us like a an arm and a leg to receive these calls which again is another issue in criminal justice. But
And I remember like hey guys guess guess what? And they're like what? I'm like you can bail me out. I can wait at home for this you know for this next court date. And they're like they just like laughed. They were like what are you talking about? You think we're going to come bail you out to try to like do this? Like are you insane? you know, like and they just hung up. And so then it was about me waiting and debating and hoping that my probation officer would give me one last chance.
So everybody was like, "Oh, well maybe you can get safe pee, but you've already screwed up a couple others." So this last thing, substance abuse felony punishment facility is what they she finally she allows me to do. And she's like, "This is your last shot. Otherwise, they're about to throw the book at you." So I then have to wait for another four and a half months
Ken Rideout
In county
Jordan Rogers
In county to get into safe pee. So
Ken Rideout
County sucks too because it's not as dangerous necessarily but it's full of [ __ ] bags.
Jordan Rogers
Yeah. I was a little fortunate because I was in a federal holding facility. So it was like a county jail that also served as the federal holding for Austin's like and there was a massive like the Texas syndicate gang was being charged on like a massive conspiracy and cartel charge and everything at the time but and I mean we're really splitting hairs here like at federal you get a little better food and a little better facility but like you know it's all still terrible nowhere you would want to be but yeah so I waited and then they eventually allowed me to go to uh substance abuse felony punishment facility.
So, I have I was It was a Texas Department of Corrections. It was a prison unit in West Texas that's, you know, surrounded by guard towers with guns and barbwire and all that, but it doesn't have but you're basically trying you're doing some of the therapeutic community stuff throughout the day and then you still have like a trustee job and you're in giant dorms for all the rest of the time and the prison guards run it. Um, but you have counselors throughout the day and you're allowed to do some of that stuff.
You know, [clears throat and snorts] therapeutic I use is a very loose term here. I think a lot of these places have been shut down because they weren't actually very therapeutic.
They're like, you know, shouting in people's faces and making you do kick and hehaul like a donkey if you do dumbass stuff and like making you clean cracks with toothbrushes and all this stuff. And so yeah, so I did that and I was like that's where it started, you know, when I was in that place, I honestly accepted my fate whether I was going to go to prison or not.
And because I got that opportunity,
I treated it like uh it was kind of my last chance. And so
I didn't know whether I was going to shoot dope again or not when I left, but I did feel like maybe I would, you know, if I gave it every everything I could, then I would have my fighting chance. So I took advantage of all the resources that they gave me. I did have some kind of moments where I was like, "Oh my gosh." I had kind of my first outof body selfless experience. My mom sent me her life story at one point and I read it and of course like the second half of her life story is basically worrying that her son is going to die.
And I just and she had this passage about how she was on her knees just pleading with the Lord in the middle of the night to just she didn't know where I was. cuz I was in a pink motel shooting dope by myself and all I at that, you know, when you're in your stuff, all I was thinking about was me and whatever and all that. I didn't think that on the other end,
My parents don't even know where I am. They don't know if I'm alive, if I'm dead, if they're going to get a phone call from the coroner or from the police. And so, uh, man, I wept for the first time, probably like nine months clean when I read that. And it was like a first, you know, I had, you have these moments of clarity, but it was one of the first moments where I was like, "Oh my gosh, like this has been
This has not been good and it's been hard on a lot of people around, not just hard for me." So, um, yeah. So, it was a total of basically 396 days exactly that I was locked up.
Ken Rideout
Jesus.
Jordan Rogers
Um, and they let me out. They let me out on 420, which was ironic.
That's funny. and I went to Salvation Army in Har off of Harry Hines Boulevard in downtown Dallas. Um, which is not the portrait of recovery or wellness. Um, but I was there and then eventually started, you know, working a job and started putting one foot in front of the other, going to groups and stuff and getting into recovery and that's kind of where my life outside started to get back on track.
And how the hell did you end up from there to Nike?
Ken Rideout
So, when I was locked up,
Jordan Rogers
I started doing all the push-ups and the pull-ups and like got really into health and wellness and fitness and I became when I got out, I kept that up and then became a personal trainer. I got certified to be a personal trainer and really love that and got kind of reconnected with that love of sports. And so, that kind of led me on the path. I remember the first time I went to Academy Sports to buy like some like workout gear and I remember getting this like Nike dry fit top and these shorts and I don't know like it felt like a [snorts] felt like I was like Iron Man or something like putting that on.
I don't know why like it just had this like I felt
Like I was going to do better with this gear, you know, and I grew up loving Nike. It was all I was like a unhealthily obsessed with it. I was always like a sneaker head. And so that's kind of where the it started to plant a flag on like maybe I want to go do this. So I went to community college, eventually went to university. I couldn't get into the business school because I didn't have good enough grades.
Ken Rideout
What school?
Jordan Rogers
I went to SMU.
Ken Rideout
Okay.
Jordan Rogers
Went to community college for a couple years and then transferred in and got a degree in history. Thought I was going to teach and coach maybe and then I couldn't teach because I had a record. Yep.
And so that diverted me and I was like, "Oh gosh, what am I going to do? Am I going to go into sales? Am I going to this thing?" And I found this this job. Uh it was called this EKIN role. And my next door neighbor was a manager of a sneaker shop called Luke's Locker. And he was like, "I I came home and I bought a pair of Nikes against my will again." And he was like, "You know, Nike people are cut from a different cloth and you might be cut from that cloth.
You should go look up this job. It's called the EKIN role." He's he's like South African. the EKIN role, you know, I was like, what? And and it's Nike spelled backwards and it's this job called the EKIN, and they're brand evangelists who travel around and teach people about the history and heritage of the brand, and then about the latest and greatest in tech. So, like, if you're a gear head, they would tell you all about the newest like marathon shoe with the carbon plating and why it's designed this way and what this foam does and how they got there or whatever the newest Kobe is or and it was across all sports.
So, that's what I loved. And so I basically spent 4 and 1/2 years chasing that job.
Ken Rideout
Where where do they go? I've never even heard of it. So people show up. Where do they give these talks or where do they do the educating?
Jordan Rogers
So they're in all the major markets. So Nashville Nashville is probably on the border like there's probably been an EAN in Nashville maybe at a time like maybe Memphis because
So if there was one hypothetically in
Ken Rideout
Nashville, what would that person do?
Jordan Rogers
That person would go around to uh Dick Sporting Goods, Finish Line, Foot Locker, and they would talk to the sales reps got
And teach them or like wherever you go to get your running gear around here.
Ken Rideout
I would never go in a store for all the tea in China. I don't go to supermarket. I don't go to Dicks. I everything online.
Jordan Rogers
Okay. Well, they would go to Shields or to Dicks or to wherever. And they would teach the store associates about this. Either get them fired up about the brand
And then teach them about the new stuff.
Yeah. Because otherwise, you know, store associates are sitting there, they're like,
I don't know, you might like this shoe or a lot of people buy that shoe or whatever. And so,
You arm them with all the facts and all the history and all the heritage and you hold events for a lot of them.
You go in and you do trainings with the stores and stuff. Yeah.
And then you go around to big events like say the New York Marathon, the Chicago Marathon, NBA All-Star Weekend, WNBA All-Star Weekend,
Ken Rideout
The running event in um Austin.
Yes. They always have a cool setup there showing the latest and greatest.
Jordan Rogers
Exactly. You would that's exactly where you would be. And yeah, it's like this dream job.
Ken Rideout
Okay. So, you chase this job. Finally get it
Jordan Rogers
For four years. I work in retail. I work in agencies. I volunteer. I do a whole bunch of [ __ ] work. I have no chance at getting this job. I do not have the resume for this. Um, but I was just kind of insane, man. Like, I was just kind of like, if I knew now what I knew like then, I would be like, "Bro, go do something else." like there's no chance you're getting this job. [snorts]
Ken Rideout
And uh
Jordan Rogers
They eventually let me in. I I just kind of hustled really hard. I tried everything. I picked up a camera. It was the early days of Instagram. I just kind of made myself creative. I was like, "Okay, you need to take pictures. I'll take pictures. You need to do video recaps. I'll do video recap. I'll teach myself on iMovie." All this stuff. And so I eventually they eventually let me in. I made a short film with some film students uh on my story over my life through sneakers and shoes that I was wearing, not the part we're all talking about.
And they eventually let me in. That was kind of the thing that set me apart.
And so yeah, I got in.
It was a little rocky start like for me like learning the corporate world and all that stuff. And I got like I was 30 I think 29 or 30 when they finally when I got my first real job. Yeah. because I was behind course, you know, I was locked up while I was supposed to be in college and I was, you know, doing all that. And so
Most of my peers were like 25,
26, 20, whatever. And so I always was like a little bit behind, but I I describe as kind of being like a slingshot. I felt like I was taking steps back. Like I left with a college degree and then went and worked at the Nike factory store for like seven bucks an hour.
Ken Rideout
Yeah.
Jordan Rogers
Working in shipping and receiving, which didn't feel like steps forward. It felt like steps back. But once they let me in, man, I felt like I was a a slingshot and I took off. I was able to make up a lot of that lost time because I had done so much of the groundwork ahead of time and I was so hungry and I was so determined to try to prove myself and I did not have a cool degree to hang my hat on. I did not I was not like a double major.
I was not a college athlete. I didn't go to a cool university like North Carolina or Alabama.
SMU is like cooler now. It was not cool back then. It still is not Alabama, LSU, North Carolina.
Ken Rideout
Kind of has a reputation of like a lot of rich southern kids, right?
Jordan Rogers
Exactly. Yeah. Which was a weird clash for me, but it was all good. Um, I learned a lot.
Ken Rideout
How do you separate yourself from the other employees as an EKIN?
Jordan Rogers
I was a [snorts] freaking hustler, dude. Um,
Ken Rideout
And you genuinely loved it. It wasn't a job, too. You were like, "Yes, I got the dream job."
Jordan Rogers
Um, so I would do stuff like some people would take pictures, right? They would take their iPhone. Well, I had gotten really into photography. I brought my buddy who was a world-class photographer, a homie. I would hook him up with kicks. He was also like an influential dude in the city. And I'll be like, "Come take pictures with me when I go." My pictures were just banging, like incredible. I would bring a guy who was a videographer who was just like incredible. I remember them. They sanded me this like Consumer Report profile and it was like a p it was like an old Facebook profile like old like original Facebook where he had like a little or like almost a LinkedIn profile be like
And they were trying to study like 17-year-old athletes. So they would have like it would be like okay put the kids picture here and then ask him these like 10 questions like what music do you listen to? Where do you get inspiration from? Where do you shop when you have to get this? What are the essentials in your bag? And I was like this is really dumb. It's like a word document. what are you actually learning from this? I said, "Hey,
Is there any way you could give me a little bit of budget? Like, what if we do a day in the life documentary with this dude?" And this was like 2015. This is before like a lot of Netflix. Now, everybody, every athlete has a documentary now, but like this was like early days of DSLR cameras and stuff. And so, I had a couple friends who had them. I was like, "Let's go do a day in the life with this kid and I'll create like a cool,
You know, 10-minute short film for you." And like, you could actually see this kid. You can see his closet. You can see his bag. And so we did it and it like spread like wildfire throughout the company and everybody was like, "Oh, wow. What is this?" And they started hanging all the we took all these sick like just cool viby images of the kid like and those became like this big profile, the consumer profile project. I did the same. They would hold like a little contest.
Hey, you do like a video contest and you can win a day in the innovation kitchen with Toby Hatfield. And the innovation kitchen is like this top secret area at Nike where they make all the coolest stuff. And it would be like an all expenses paid trip to Portland, Oregon to the headquarters, which we got to go pretty regularly. But I was like, "Oo, I want that."
Ken Rideout
I'm such a gear head, dude. The thought of going around Nike campus to me is like too good to be true. Someone sent me this morning and because when I when I interview athletes, I'm like, "What was it like when you got to the locker room the first day at Raiders camp? Did you get everything? Did you get shoes? What about this?" So, some kid some some person on Instagram sent me a reel from a from a girl who's on the Oregon cross country or track team and she's like, "Okay, here's our 2026 and 27 team hall." And they hold it up.
I send it to my family chat where all my kids and my wife are. I go, "One more reason to want to be a college athlete. Look at all this awesome gear." Cuz I always My two older sons just started running cross country this year and they're pretty good. And I was like, "Look, if you could go to Oregon, look at all the stuff you get." cuz I always think this is the best recruiting tool. You get an inner city kid in particular who might not have a lot of guidance at home and you're like, "Hey, you want to come here?
Player exclusive." Uh Jordans.
Jordan Rogers
Oh yeah.
Ken Rideout
Yeah. Oregon. Yeah. I'm going
Jordan Rogers
Oregon's got it for sure.
Ken Rideout
Were you like that when you went to the campus the first time? Were you like, "Oh my god."
Jordan Rogers
Kid in a candy store. It was crazy. Just pinched myself. Like awesome. And I got to work I've gotten to work with Oregon since then. I love Oregon. They're kind of like my adopted university.
But um you know NIL has changed the game a lot now. It's just like whoever gets paid the most, but that's neither here nor there. So, yeah, it was amazing, man. And like
I would grab film. So, I was just a little bit on the cutting edge of this kind of where we are today with like social content. I was like an early adopter of that stuff and I just never I always knew like I could not rely on my resume. Like a lot of people roll in there with the Duke NBA,
You know, and like Yeah, I resonated with that with your story where it was like, bro, if you if you don't feel like you
If you feel less than in some way. We have to shed that eventually,
Ken Rideout
Of course.
Jordan Rogers
And it takes a long time, you know? And I did. I need to have a panic attack and all this other stuff eventually to like shed that.
Ken Rideout
Eventually, you take it as a source of pride. Like, [ __ ] you. I don't need an NBA from Duke. I'm going to outwork and out hustle you. You made a mistake by letting me in here. Now, I'm going to [ __ ] trounce you all. That's how I viewed my time on Wall Street. I was like, I'm smashing you guys. Trust me. Cuz I don't have a safety net. No one's going to pay my rent if I don't.
Jordan Rogers
I I believe that. I resonate with that quite a bit. I tried to like keep it under, but it was always like and the fun thing about Nike was everybody is like very alpha like
Ken Rideout
Yeah.
Jordan Rogers
Competitive. And so everything was a competition to me, you know, like it was like, hey, we have this creative challenge. I was like, no, that's [ __ ] war, bro. That's like all out war. Like I am winning this. I'm going to win this hands down. like other people are going to show up.
Ken Rideout
You guys are competing for a second
Jordan Rogers
For real. You know, I'm I'm getting film crews here. Like y'all are going to do a little iPhone project. The rules don't say that I can't go out and get a film crew, you know, like
Ken Rideout
I'm filming my [ __ ] cinematic.
Jordan Rogers
Seriously. And so that just helped me. I look back now like cuz I left four years ago and and have, you know, been very fortunate to have success since I left. But it was
Ken Rideout
When you were doing EKIN, what was the progression on the
Jordan Rogers
Yeah. know when I did that football consumer project that like struck a core with a lot of people and I was down in Texas and so Texas had a football marketing team and so they were like uh they they hired me to be a football marketing specialist. So I got on the marketing team and the brand marketing team and football did Texas and then eventually manage the central territory. So I got to manage like the Cowboys and the Packers and the Bears.
Ken Rideout
Oh my god, it must have been awesome.
Jordan Rogers
Oh dude, it was crazy. My hometown team like Dallas Cowboys like it was insane. like got to manage that relationship. Got to go to all these I've been to every sporting event you can imagine. Met all the athletes.
Then they brought me up to world headquarters to be the North America brand manager for Nike football.
Ken Rideout
Oh my god.
Jordan Rogers
I got to you know manage Odell Beckham Jr. for a couple years and like eventually I they through that
I was always into like the sneakers and the fashion stuff and so I carved out this role that like didn't exist before. Again, I think when you don't have the blueprint, you just kind of make up. And so, I kind of became like the fashion meets football guy. So, I would do the collaborations. Collaborations are real popular now, but at the time, like they weren't common in football. So,
We got to do a bunch of stuff with like Joe Freshgood, Heron Preston, Virgil Ablo, like all these big artists. And
Ken Rideout
Oh my god,
Jordan Rogers
It was insane, dude.
Ken Rideout
So crazy.
Jordan Rogers
And then I did two years of Nike Women's. They invited me to be a brand director there for North America. I finished my career at Nike men's, which was primarily in basketball. And then um you know pandemic hit. And
Ken Rideout
By the way, when you had those roles, those senior roles and you were kicking ass, could you just go in there and be like, "I need 10 pairs of Jordans in my size."
Jordan Rogers
If there was a business reason, not not for me, but reason.
Ken Rideout
That's what I mean. You couldn't go in and get them for yourself like, "Hey,
Jordan Rogers
Look, again, [clears throat] it's kind of like, yes, I had all the shoes. Um shoes would land on my desk, you know, to me that was like part of the the the the job was like you do this so that you can get cool kicks and stuff." So when you're in marketing,
If you're in like I don't know a lot of jobs people don't get the kicks but like in your marketing and doing all the events you end up with all the shoes and when you're in EKIN you get ridiculously you get the gear halls like the athletes do but
Ken Rideout
I want all the exclusive Jordans. I want the hard to get joints when they drop and you're like how are they sold out? They've only been available for 3 seconds.
Jordan Rogers
I know. Uh that's we were uh I I definitely had a lot of that.
Ken Rideout
Oh my god. I have way too many sneakers.
Jordan Rogers
Are you a sneaker guy? Like are you like running sneaker or you like the the like sneaker like fashion sneakers?
Ken Rideout
I've been very lucky for the last several years. I've never really bought any running sneakers. I had a deal with Reebok and they only had like two or three runners in the whole thing. But the way I would present myself to a brand when it comes to running is like who cares who wins the New York Marathon. You're never going to be that person. It's like worrying about what sneakers Tom Brady wears. However, if you want to be the fastest runner over 50 in the world, you should be interested in what I wear cuz I'm everyman.
And that resonated with with brands. So, I had a deal for a couple years with Reebok and just recently started getting some shoes from Puma, which are really good running shoes. And um so, I've been lucky there. But Air Jordans, for the most part, is what I wear on my like lifestyle shoes. Just shitloads of them to Florida ceiling. Yeah.
But my wife would be like, "No more sneakers." But now my kids are, my oldest son is in my size shoes. So he's like, "Dad, I need new Jordans." I go, "Are you crazy? Look in that locker room. Look in the look in the closet in the guest room. Wear any of those. Just take care of them and put them back." So he's got like these super exclusive like Air Force Ones and Air Max ones, not Air Force, Air Max ones, Air Max 95. And I'm like, "Just take care of them." And I So he'd wear them to school and I'd be like, "Did anyone comment on your shoes?" He's like, "No." I'm like, "Are they all nerds at your school?
Those are like $500 if you could even find them anymore cuz they're like I've had them for years. But I love sneakers.
Jordan Rogers
The only reason I'm keeping I have a closet full of Jordan. I don't wear mine, dude. I mean when I left I just wear like white Vans now and wear slides, you know. I wear like my cane, you know, slip-ons, whatever.
But I'm saving them in case my son wears my size, you know.
Ken Rideout
He definitely will. Yeah.
Jordan Rogers
Same thing with both. Hopefully they'll be back into like style. You know, the kind of high top thing is kind of out of style for them right now.
Ken Rideout
I'm not a high top guy. All my [ __ ] all my sneakers are low. But the other thing I have is because Reebok did the deal with Bryson.
Jordan Rogers
Yeah.
Ken Rideout
They made a bunch of cool shoes. I have like 10 pairs of brand new golf shoes. I play golf. I live on a golf course. I play golf probably once or twice a year. Really?
Matter of fact, I played with the player rep, the the rep from Callaway. I'm spacing on his knee. I'm so embarrassed, but he's the guy who goes to all the tournaments. He lives here, lives in somewhere in Tennessee.
Jordan Rogers
Yeah.
Ken Rideout
He played with me one day. I suck. And he was like, "Your clubs are terrible." I'm like, "I know. I got to get new clubs." Week later,
Every club Callaway makes the uh the fairway, the hybrids, fairway, woods, anything you can think of. Probably was $7,000 of golf clubs. So now I got the best clubs and I'm like the worst player. But until my club hits that ball, you'd be like, "Oh, this guy's going to kill us. He looks like a pro cuz I have everything the way it's supposed to be until I hit the ball.
Jordan Rogers
Swing. Yeah.
Ken Rideout
And once every once every three or four shots, I'm like hitting bombs.
Jordan Rogers
What a waste, man. We got to get you out on the course, dude.
Ken Rideout
Yeah, man. I love playing. I just
Jordan Rogers
What course is it?
Ken Rideout
The Governor's Club.
Jordan Rogers
Oh, yeah. Okay. I've heard.
Ken Rideout
Have you been there?
Jordan Rogers
No, I'm playing the the Bounty Club tomorrow.
Ken Rideout
I don't know. But the best club around by far is the Trouador.
Jordan Rogers
Oh, the Trouidor. Yeah, I've heard.
Ken Rideout
Dude,
Jordan Rogers
I've done Sweden's Cove out here. I'm doing this. Bounty club is this new one tomorrow. Anyway,
Ken Rideout
Trouador is Discovery property, dude.
Discovery is where it's at.
Every three or four holes, they have these comfort stations. You go in and I'm like, there's no one here and there's like a full buffet of barbecue food. I'm like, how can there be this much food? There isn't three people playing golf all day. What are they going to do with it? There's like hot dogs, hamburgers, pulled pork,
Jordan Rogers
Green juice,
Inc energy juice,
Ken Rideout
Margarita, slushies on on demand. Crazy. And the restaurant
Jordan Rogers
Properties are wild,
Ken Rideout
Dude. And the restaurant, the gym, the pool at the Trouador. Off the charts.
Jordan Rogers
Yeah, they're
Ken Rideout
It's like staying at It's like living at a Four Seasons Resort.
Jordan Rogers
It really is. Uh if people don't know about Discovery properties, go check them out.
Ken Rideout
Oh my god. It's my biggest
Jordan Rogers
Discovery. Hit me up. Let's do something.
Ken Rideout
When we moved here, I was completely unaware. My wife came went to Vandy. We were living in Cali. Co starts. I got four little kids. And for the first time ever, I was working from home. So I was like, she was going to Nashville. I was like, "Just if you find a house," you're like, "Just tell me and we'll buy it." A sight unseen for me. She went and saw it. Came back once or twice, found the house, saw it. I move I saw the inside of first time when we moved in.
Jordan Rogers
Did you?
Ken Rideout
But then I went to the Trouido to visit my buddy and and the Trouidor was at the time was a little bit more, but you could have bought a decent house in Trouidor, let's say, for two 2 and a half million. You could have bought a gorgeous house. Now, dude, piece of property with no house on it, it's probably three million. 5 million for the cheapest house in there. Yeah,
I'm not exaggerating. It's [ __ ]
Jordan Rogers
Cuz when did you move here?
Ken Rideout
21 January.
Jordan Rogers
So just the beginning of the craziness.
Ken Rideout
Yeah, exactly. Right at the beginning. But man, the trouidor is special joint.
Jordan Rogers
It is.
Yeah. I mean, so the Nike thing was it was awesome. You know, it was uh it was very cool. But as you know, I do think with a background like mine and with my wife and we had uh several miscarriages like trying to have kids and then we got pregnant finally and had a healthy pregnancy and that's when I got called to move to Oregon. And so we we decided to take it and we went up to Oregon. We had my son when we were there, then we had my daughter two years later and then COVID hit two years after that.
And so here we are with like a three and a one-year-old. We're in 1100 foot house in Portland, Oregon. And it was just like I had this dream job, but I by that point it I had hit I was almost at a decade and I just gotten to do way more than I ever thought I was going to get to do, man. Like I got to do national TV commercials. I got to travel the world. I got to go to London, Paris, Madrid.
Ken Rideout
Were you making good money?
Jordan Rogers
Yeah. I mean, you know, not stock market, Wall Street money, but the thing which I feel really bad for them now. The thing at Nike for probably 20 years since the '9s, if you just took the employee stock purchase program and you took your stock options, once you became a director, I became a director at um, you know, a few years in,
You started getting those, that was your key to wealth. Yeah.
And so, you weren't going to be like the richest guy on earth, but you were going to have your kids were going to be in a great college. you were gonna have a nice house in the West Hills in Portland and you would have a beach house or a house in Bend
And uh you'd probably have yourself a little Range Rover. You'd have a nice Audi. Your kids would maybe be in private school and like it was
Ken Rideout
You'd be very comfortable.
Jordan Rogers
You'd be very comfortable. And meanwhile, you have a dream job. You're going to the freaking Super Bowl. You're going to wherever, you know?
Ken Rideout
Yeah.
Jordan Rogers
Your kids have all the cool gear. You got the cool gear. You're like living it up.
Ken Rideout
That has shifted for them. the stock
Jordan Rogers
just goes down constantly and it doesn't look like there's anything that suggests it's going to go up anytime soon.
Ah, it's brutal, dude. So, I feel really bad. I mean, I left
I sold a bunch of mine and I don't You can't time the market, people. Just time in the market.
Ken Rideout
That's right.
But I sold a lot of mine at like 167. It's at like $38.
Jordan Rogers
Yeah. Crazy.
I feel um incredibly fortunate. So, I had gotten really into personal finance. Uh, so I'm very grateful for that. And so I had worked on really saving. We were then saving for one of those beach owls. I wanted a house at the coast someday. And fortunately, I had this nest egg and this like emergency fund and all this. And when the time came when I felt like, okay, I feel like we need to like I'm raising these two kids here. My wife is here. We have no friends and family here.
You know, it was really hard. It rained seven months out of the year. And I just kind of like I had done everything that I had ever dreamed of at Nike and I always had this entrepreneurial itch. And it often said when people ask me how I had so much success at Nike, I would say it was because I'm entrepreneurial. That's right.
Like inside a large corporation, though. So I just felt that itch and I just felt mainly that I needed to serve my wife and my children better. like we needed to get home
And I wanted my kids to grow up with their cousins who were in Dallas.
Their grandparents, all their aunts and uncles are in Dallas. I would rather live somewhere like Nashville. I would rather to live in California, Arizona, anywhere really. I don't prefer Dallas, but
I love our family. And so,
We moved. I had savings. Um, and I took a risk and said, "All right, I'm going to go try to figure something out." I think you'll appreciate the story. I was uh when I figured out we needed to do it, I was really terrified. I started to have that thought because man, you spend people spend so much time trying to get there
And then I think you like also,
You know, maybe something like Wall Street is the same where everybody on the outside is like, oh yeah, that's like the mountaintop like so, so you feel crazy if you want to leave it, you know, but I remember sitting there and I was terrified and I was doing this meditation, this Pelaton meditation one morning with um I forget my guy. He was awesome, though. Um, some of those meditations, dude, are trippy. Like, I I'll be like in a 20-minute meditation. I'll be I'm like, "Wow, that's almost like a hallucinagen." Yeah.
But, um, this dude was doing a guided meditation. And that week, uh, James Clear had written his atomic habits like newsletter, which I usually hate email, but I liked his newsletter. And the the question that week said, "If your best friend was facing your biggest problem, how would you counsel them?" It's a really interesting way to kind of take yourself out of yourself and then look at yourself.
And I was sitting there in this meditation sitting on my floor in Portland, Oregon,
Literally shaking at the thought of this like cuz I was just so nervous cuz I felt like it was like this reality was coming and I was like, I don't know what I'm going to do. And I'm halfway through that meditation and I have this kind of out of I that question pops into my mind and it was like I had this out-of- body experience where I kind of get out of myself and I have this huge flashback all the way back to that jail cell, you know, and I'm like, dude, if I were counseling myself, I'll be like, yo, snap the [ __ ] out of it.
Like, what are you talking about? Like, what do you mean what are you going to do? Like, you think Nike is the rooftop? Like, you think this is the mountain top? like of all you've been through, of all you've come through, of all you've overcome, like all the times you figured it out and you didn't have a plan and whatever, like you will be fine. You're going to figure it out. Like you may not know what you're going to do, but you are going to figure it out.
And it was this amazing like kind of talk to myself, you know, moment, this rallying cry of like, you've been through a lot. You're going to be fine. And that kind of gave [clears throat] me that push that was like, "All right, I don't know what I'm going to do, but I know this is the right decision and we got to go." And you know, I eventually worked for them another year or so remote and then pulled the plug in 22 and went out on my own.
Ken Rideout
And when you went out on your own, what was the game plan like? What was the business model?
Jordan Rogers
I had worked a lot, like I said, I worked a lot with University of Oregon when especially when I was in football. I worked with a lot of the college football programs. It had always struck me as really unfair that these athletes were not making money
Because we at Nike were making a lot of money on those college, you know, contracts and sneaker deals and tournaments and all this. And so NIL had passed. I myself had built a social media following. I had worked with the best athletes in the world. I had worked with a lot of these colleges. I knew you could get paid for keynote speaking. And I also knew I kind of had a crazy story, inspirational. And so I was like, "All right, I want to go into NIL.
I want the universities to hire me as like a keynote speaker andor a consultant if I can help these athletes build their brand because NIL is going to be this new opportunity for them to make a uh money and to get brand deals and to, you know, have opportunity." And so I did that for a while, a couple years where I went around, I spoke to all the big schools and really enjoyed it. The NIL collectives, you know, we don't have to go too far down this rabbit hole.
Eventually, what you found out was like boosters and everybody just figured out how to pay them directly.
And so like the brand deals help
Particularly the women's sports, but for the men, they kind of get lulled to sleep by these salaries that they're being paid. And so the schools, there's not as much energy and effort there. And so I've done a lot of different things, man. I've done keynote speaking, marketing, consulting, and content. And so this past year is basically mainly uh marketing and media. So I do a lot of golf [snorts] uh marketing, consulting, and then I do content. And so, you know, I do brand deals with companies, and I do I make content every day all around sports marketing.
And so I'm basically breaking down, oh yeah, Puma deal or if I had seen something like, oh, Reebok just signed a 50-y old marathon runner. Why did they do that? Like I would break down the strategy of that. Well, there's, you know, endurance is all the rage now. You know, it's like kind of all these other sports that are growing and they want to tap into this audience and blah blah blah. And so that's what I do now. And it's carved out this weird little niche that's been like, you know, um, what did I call it earlier?
Uh anyway, it's kind of like teaching people. It's not just like lifestyle content. It's like, oh, actual analysis and teeth to it.
And I weave my story in, you know, occasionally uh through that.
So, you know, people generally like that stuff. Uh so, it's been a it's been a crazy journey, man, but I'm still figuring it out and just putting myself in the place. I know I'm on the right track. Um, and so I hope to start, you know, advising for companies, getting equity in some of these companies that I work with and just kind of growing that way.
Ken Rideout
Yeah, that's interesting. That's what I always say when when when my kids are like that, how do I tell somebody what you do for work? I was like, well, tell them it's going to take a few minutes [clears throat] and I do a lot of things. But to your earlier point about leaving Nike, same thing with being a wall, like, you know, there's a lot of people claim to be on Wall Street and they're like, you know, a financial advisor at like Northwest Mutual. No disrespect to anyone,
But like I was a trader on a trading desk at bunch of different banks. I was at the pinnacle. And now I tell people like I'm unemployable. You could never hire me to do it. I've turned down mega job. Like
I I wouldn't even tell you what the salaries were cuz it would be I'd get trolled cuz they'd be like, "He's full of shit." But I'm telling you, I've turned down like crazy deals. But I'm like, "How much is your life worth? You want to be [ __ ] handcuffed to a trading desk for 10 hours a day working this clo like for 20 years I sat with guys this close to me every phone call the people are listening not like intrusive but like you're like this across the desk from five guys and sitting next to other guys and it was just like it was enough man no amount of money is worth my life I'm like you you they own you and people like oh I always would say like I'm not I'm done being a slave and people would say like well slaves didn't really get paid I'm like yeah but slaves Aves can't go to Italy and work for a month.
Like I can do whatever I want and but I'll live and die with my successes and failures. I like I'd rather control my own destiny and like live and die with my own success.
Jordan Rogers
I'm with you. I am unemployable. I I mean once I tasted the freedom it's uh it's really tough. I mean you know people ask me about Nike all the time would you go back? I'm like not if I literally I honestly mean if they showed up with a briefcase for $3 million and said you could be the CMO tomorrow just tell them to [ __ ] themselves. Like there's no there's no amount of money you could pay me to go back to.
Ken Rideout
That's right.
Jordan Rogers
Uh I've done that. It's great. I think it's amazing for some people and I you know everybody always wants like some you know kind of like recovery earlier like one sizefits-all. Like is it better to be in corporate or you know uh entrepreneurship. I'm like I don't know. I don't know you. I know some people who probably thrive in the corporate environment. I'll never forget it's so funny because
One of my uh dear friends who I sponsored years ago, heroin addict from Boston from Dorchester. Yeah,
You guys sound exactly alike. And he was he had this sliding doors moment in like early recovery where he was going to go to Starbucks cuz they had great benefits and all this. And this electrician pulls him aside. He's like, "Dude,
Don't go to Starbucks." Like, "Let me teach you how to be an electrician. You can get your master electrician license. You can start your own business and when you go back to Boston, you'll have a thing." And I'll be, "Damn, this guy
Trained up under him, went back to Boston to be the father to his kids, started a business. business. He does multi-million dollar stuff now. He's got 35 employees. He has a warehouse. He's doing amazing. And um he told me I remember him saying I was de I was talking with him through it when I was considering he was like you you're not going to you don't understand this right now, but it's way riskier for you to stay at a corporation than for you to start your own thing.
And now I get it as I see like waves and waves of layoffs at Nike and a lot of other companies. like the risk there. You feel safer, but the risk, they just decide.
If your favorite boss leaves or gets let go or whatever, they decide whether you're a line item that's worth cutting or not.
And I've unfortunately seen it happen to a lot of I could see the writing on the wall. Like I was a cool kid at that time. I was 40ish, but I knew in 10 years I was going to be the old guy, you know, and they were going to put me out to pasture. Y
Ken Rideout
And um I just didn't want to be in that position. Staying at a corporate job like that is like dating a a person and you're in an abusive relationship. And if you're spending all your time with Mr. or Mrs. Wrong, you're not going to be available when Mr. or Mrs. Right comes along. And when you the opportunity costs in for me, but to your point, like, hey, if you're the kind of person that thrives in corporate and you love that security and you like your benefits and all that, stay there.
This ain't for you cuz this is about [ __ ] sleepless nights and anxiety like, what if this brand deal goes sideways? what if this happens this world it's full of what ifs but I can tell you one thing I'm available if a good opportunity comes around I'm always available for that and uh like one of the other things that I do I have a broker dealer license that I maintain so like I've helped tons of brands like that you would know raise money and when you raise you know when you help someone raise money you get paid a percentage of the capital raised
Legally you can't do that if you're not a registered rep and with affiliated with a broker dealer I maintain all these relationships so that's one of the things that I do But the nice thing is because of the reputation I've built and the relationships I have, when I see those opportunities, I can look at them like you could look at a marketing plan for a brand and be like, "This is shit." Or, "These guys are going to be awesome. I'd invest in this." I can look at a brand deal and be like, "They're never going to get this money." Or, "Holy [ __ ] this is so good.
I want to write a check." And that's when I take on the mandate. I only take things that I'm willing to write a check to myself. Yeah.
And that's when I show a deal to friends like you. Hey, look at this deal. They don't have to say to me, "What do you really think? I'm [ __ ] I'm in for 100 grand already." You know what I mean? I'm going to get paid, but I'm I wouldn't show a deal that I'm not ready to die for.
Jordan Rogers
Yeah.
Ken Rideout
When people bring deals
And the founder is like, "Here's what I'm doing, blah blah blah." If they're like, "I'm trying to raise a million dollars." I'm always like, "Dude, I can't give you I can't help you with that because I want to know that you've tapped every resource in your network and that you will die to win because your uncle's in, your grandmother's in, and you've exhausted all friends and family. You can't lose. You'd rather be dead." When when I know that they've raised a million of friends and family money, now I'm like, "All right, cool.
You you're you're
Jordan Rogers
You got skin in the game.
Ken Rideout
You're going to die to win."
That's when I'm like, "All right, I'm I'm in." But if they're like, "No, I have plenty of I have money. I could do this myself, but I'd rather like spread some of the risk out. I'm like, yeah, no thanks.
Jordan Rogers
I know.
It's been cool to see, you know, even just hearing you talk about that. I was talking with a friend last night um who is in a corporate job who was considering going entrepreneurship and it's so hard when you're on one side. You can't see, you know, I saw just a little inspirational phrase the other day was like, what if it's better than you could have imagined, you know? And I think in America, one of the things, look, man, I've been all the way in Portland, height of liberal, whatever.
Like, America sucks and it's all that. And then I'm like, I get on the other side and I'm like, I mean, dude,
There's so many ways to make money in this world. There's like, you know, you've probably seen a hundred and people. So, when people ask me, I'm like, "Ah, well, I do this and oh yeah, I did that and I did this." And it's like, I've just learned in the last four years suddenly like all the different ways you can make money. You know, you can bring people together and make money. You can broker deals and make money. You can do brand deals. You can start your own.
It's like there's so much opportunity out there. And I think people get so down and dismayed because it's like, "Oh, well, so and so is not hiring and so and so's laid off." I feel like
Some countries like uh I think Israel and Korea and some of these like have required service, you know, to your com. I think America's required service should be you should be required to start a company. Yeah.
For at least one year like you know sell a t-shirt, sell a baked goods like do something or in our kids criculum and school it should be like you should start a company. One it makes you more empathetic to businesses who you know are going through things or whatever but also too you just learn so much more about yourself, your resourcefulness, how amazing our country is and how you can learn earn money. It's it's just pretty amazing. There's a lot of opportunity out there.
Ken Rideout
Yeah man. working for yourself is um not to we didn't even touch on the fact that this country is set up for
Jordan Rogers
Entrepreneurs
Ken Rideout
Entrepreneurs every tax benefit
The tax benefits I wouldn't even mention them here they're so crazy
Like the amount of money you have to make before you pay any taxes if you have any expenses car lease if you work from home portion of mortgage internet cable all of these things are tax deductions like if you genuinely use these things for your And it's hard not to if you're especially if you're working from home. There's just it's set like that's been one of the biggest bonuses of working myself. I'm like, "Holy [ __ ] the taxes are like the this is the best situation." When you have a W2, that thing is taxed to the [ __ ] hilt.
Jordan Rogers
To the penny.
If you're between a hundred and like $650,000, all of our country has funded upon you. You know, like that's the people, you're in the no man's land where you're like 40% or something.
Ken Rideout
I would argue even up to like a million dollars. You can make a million. You're still giving 3 or400,000 in taxes after all said and done. You make a million working for yourself, you might only pay 100 grand.
Jordan Rogers
Exactly. I mean, and and those expenses could lead to more benefit. I mean, I I've enjoyed like, you know, a lot of times like at Nike, we had a generous expense account. You know, we would travel nicely. We would travel well, you know, stay at cool hotels and stuff. And even like honestly today it was a great example. I'm like, "Okay, I'm going to Uber out to uh meet Ken and do this thing." And it's like, oh, 70 bucks, whatever. I'm like, great. I don't know.
Knowing Ken will be will not be detrimental to me. I mean, it will be beneficial to me in some way. I'll there's distribution here with this media. I'll get uh business through this or whatever. Like,
You can start to view life through series of small u I don't want to say bets. I mean, but our culture is heavy on bets, but it's like, let's make smart investments
Uh that maybe they're not paying right now, but they're they're in increasing your surface area for success. And I think so many people get really dissuaded by like, oh, we're getting taxed and all that. And I understand that. But if you look at it from the other side and like the original intention of it, it's so that you have incentive to go start a business, to go hire people, to uh contribute to the economy, to grow the GDP of the country, to help your little town do better, to, you know, um employ people, to make something of the world, to have skin in the game.
Yep. And uh I understand why people get dismayed through corporate and and whatnot, but there's a beautiful world out there where you can start to try stuff yourself and start to understand how our country was set up. Uh and I understand there's limitations to that and there's criticisms to some of it, but go with the flow, not against it. It might it might help you.
Ken Rideout
Another huge benefit is you get to surround yourself with the people you want to work with. When I worked in when I worked in finance, I I said to my wife the other day, I'm like, I've never had less conflict with people in my life. When you're forced to sit with like 20 guys and 10 of them you despise every [ __ ] day, it's hell on earth. Now, if I'm working with someone or doing a deal with someone, I don't really like them, I'm like, "No, thank you.
I don't have the time. It's not worth it."
Jordan Rogers
About a few months ago, man, I was like I was flying I I got to fly on a private jet. my first year
And uh I was basically just like in awe as I regularly am of what's happened. But the biggest value that I realized is like this past year, maybe 18 months, I don't know, probably a couple years, like I do not work with [ __ ]
Ken Rideout
Yeah, it's not worth it.
Jordan Rogers
I never interact with one.
And even like had an a potential deal recently and I was like, you know what, dude? I don't want to put my name next to that guy's name. I'm not putting my name next to that guy's name and I'm not putting my name on that work because I don't believe in it. So, I'm not doing it. And I realized like how much I valued my accountability because, you know, there was stuff at Nike or any corporation like when something came out that was nefarious or that I didn't agree with
I couldn't say anything publicly about. I couldn't denounce it, you know, because I have to fall in line with the company and I just got tired of taking those little hits of my integrity. I'm like, I don't support that dick. I don't know anything about that guy, you know, like I don't, you know, I don't agree with that at all, you know. Um, and so that's been a real a real blessing and a benefit to this journey.
Ken Rideout
Well, even when you were talking about working at Nike and the stock just keeps going down, down, down, like one man can't affect it. I mean, one man outside of the CEO who probably has a lot of
Jordan Rogers
He's amazing, you know?
Ken Rideout
Yeah. But
Jordan Rogers
Too little, too late. You know,
Ken Rideout
You can be amazing, but if you [ __ ] lose every time you take the mound in a in a baseball game, you're out. And if the stock just goes down, you're out. Like, that's [ __ ] accountability. That's life. That's the stock market. like you need to deliver shareholder value not just for the shareholders but for your employees if that's their source of wealth
Jordan Rogers
So okay I got a question this is like I this is so random at this point but I've been wondering okay we reached the pandemic where everything got artificially inflated right Nike Lululemon Adidas Pelaton was probably chief of most right
Ken Rideout
They're coming back
Jordan Rogers
Pelon
They might be I mean I love my Pelaton I think it's an amazing product but I think they're a victim
Ken Rideout
They hired a new CEO and he like turned the ship around I Last time I looked they were doing well.
Jordan Rogers
Well, I hope they do cuz I think they have amazing product. But does the mark can the market not factor obviously it can't factor black swan events, right? Like the pandemic
And I to me it seems like just a little short. It's always just like we need to see growth over each quarter no matter what. Like can it not factor in the price that like that was an artificially inflated time period and to try to hold the company to that standard in at infin item like for the rest of the you know history is not reality right or is that what's happening with all these athletic stocks or they just
Ken Rideout
I think you can have those like uh black swan events but eventually we need to like stop the bleeding and the numbers have to at some point stabilize like it'd be one thing if you had a quarter or or even several quarters that are through the roof
And then they're back to like a normal range and you look at a chart over the years and the growth is like steady. Take out the
Jordan Rogers
Spikes and and dips, right?
Ken Rideout
But if you're not having steady growth of some sort at some point some stability and it just keeps going down, down like the to me the market is like the ultimate truth teller
Cuz people bet they they're not betting on their feelings. They're betting with their money and primarily other people's monies. these institutions and
Fund managers that are managing all this capital, they're just going to they're going to bet with their, you know, with their brain. They don't care about your feelings. They're just like, can this guy turn this ship around? And the CEO is always held to account.
Jordan Rogers
Yeah.
Ken Rideout
And the accountability for the CEO at a big public company is crazy, which is why they get paid like professional athletes.
Jordan Rogers
Absolutely. Yeah. They get paid uh big time,
Ken Rideout
But their clump should be directly tied to the stock. If you have like several down quarters in a row, maybe you should be paid zero. You you're going to get a h 100red million if it does well. Why shouldn't you get a zero if it doesn't go well? That's part of like the live and die with your success.
Jordan Rogers
Man, I uh Nasim Taleb has written, you know, he wrote the Black Swan book. He wrote um this book called Skin in the Game and I just cannot like get it out of my you know, sometimes you these ideas like just infect your brain, you know, in the last couple of years. But he has a lot of stuff about that where we have a lot of things in our society today. Corporations are one of them, bureaucrats and government is another. Um journalists sometimes are people who have
No skin in the game. They only participate in the upside. And he he cited like you know the the the housing or the the banking crisis in 2008, you know, financial collapse. All those bankers had only upside. And
When the market went to [ __ ] they didn't suffer the downfall. You know, they um that's right. their salaries do not go to zero, especially with the bank bailouts and whatnot. And so, you know, he had a lot about just how like directly and tie our incentives and you have to have that skin in the game to your point about if you've raised through friends and family, if your grandma's retirement is in this business and you've got something to really step into and without it, you're just kind of like, oh, well, I'm getting paid either way.
You know, I saw that a lot, man. I saw this. You just see that in corporations a lot. It's kind of lz fair. I I get the paid the same no matter what.
This problem shows up on my desk. If it's not my problem, it's just not my problem, you know, kick it down the can.
Ken Rideout
That attitude allows people like you though to outshine the average corporate idiot. That's what I love about Elon though when he did the Tesla deal and was like, "Okay, if I I'll take zero, but if it gets to here, I want a percentage of the upside, he gets it." And then the Delaware court was like, "Nah, [ __ ] that. We're not paying you that." Because some guy who had 10 shares filed like a lawsuit. It's just so preposterous. Like, He was getting paid directly proportional.
Everyone loved the pay package for him. Zero. Unless you grossly outperformed, then he grossly outperforms. They're like, "Yeah, change plans." Zero for you.
Jordan Rogers
That sucks.
Ken Rideout
[ __ ] crazy.
Jordan Rogers
That guy will figure out how to figure it out. No. Um,
He's he's a lot of things, but he knows how to money. That's for sure. He puts it I mean you know right or wrong that dude puts his his name on the thing you know like if you go down the naval you know tweet threads and all that stuff it's like you put your name on something you put accountability and and that's what Nasim Talev would say too is like you know you put accountability and when you put your name on something like it just starts to have
It just has more meaning you know and you're going to protect it more and you're going to be liable for the upside and for the downside. side and I think we're all better off when we do that.
Ken Rideout
Yeah. Elon just comes across as someone who's ready to die to win. Like he's go ready to go down with the ship.
He believes wholeheartedly in what he's doing here. Exactly.
Well, Jordan, I appreciate you being here. I want to be sensitive to your time. I know you've got a probably golf game to get to, but um thank you for coming here, man. I really appreciate it. It was great talking to you. I love your story.
Jordan Rogers
Hey, man. Keep up the good work. Seriously, I appreciate the message you're putting out and uh we need it. So, keep going. Thank you, brother.
Ken Rideout
Thank guys. Thanks for being with us. Boom.
Key takeaways
- Owning both wins and losses can quiet the urge to blame other people.
- Recovery asks people to address the problems behind substance use, not only the substance.
- Redirecting energy into running, training, and work gave Jordan outlets that competed with old habits.
- Repeated effort and visible work helped Jordan reach a job that had once seemed out of reach.
- A job that once felt like the dream can stop fitting when family priorities change.
- Independent work brings control, along with direct responsibility for the result.
Nowhere to Hide
A weekly letter from Ken Rideout about doing the uncomfortable part, and the reasons we use to avoid it.
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