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Episode · Aug 5, 2026 · 2 hr 8 min

A School Shooting, a Shipwreck, and the Long Run to Sobriety

with Mishka Shubaly

Mishka Shubaly is a writer, musician, ultrarunner, and Ken Rideout's close friend and book editor.

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Summary

Ken and Mishka start with the book they made together, then compare how childhood scarcity shaped their views on money, family, and success. Mishka describes the anxiety that stayed after he got sober and how addiction once let him control his feelings. He traces his upbringing through a father who left, an early move to college, a school shooting, family divorce, and a long slide into drinking and drugs. Later, he explains why he left acting for writing and how Columbia changed his sense of what he could do.

After years of instability and touring as a musician, Mishka recounts the Bahamas shipwreck: the boat ran aground, and he walked without food or navigation before rescue. He and Ken revisit his reality dating show near-miss and the moment he decided to get sober. A furious first run became a path into ultrarunning. They close on love, parenting, creative plans, and the cold email that led Jeff Bezos to write a foreword.

Show notes

Mishka Shubaly has lived several lives: gifted student, touring musician, Columbia-trained writer, addict, shipwreck survivor, ultrarunner, Yale professor, and the editor who helped Ken Rideout turn his life into a book.

Mishka joins Ken for a personal conversation about growing up with a distant father, leaving home for college at 15, surviving a deadly school shooting, and watching his family lose everything shortly afterward. He recounts years of destructive drinking and drug use, getting shipwrecked in the Bahamas, walking for miles without food or navigation, and drinking his own urine shortly before being rescued.

They also discuss the realization that finally pushed Mishka toward sobriety, the furious first run that changed his life, becoming an ultramarathoner, nearly joining a reality dating show, and how a cold email led Jeff Bezos to write the foreword to his book. Ken and Mishka reflect on addiction, anxiety, ambition, friendship, marriage, and the difficult process of believing that the life you have built might finally be enough.

Read the transcript

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 special guest, probably one of my closest friends who I on paper have the least in common with.

But who who I love just as much as any of my other friends, my friend, book editor, and partner in crime, the great Mishka Shubaly.

Mishka Shubaly

We meet at last.

Ken Rideout

Thanks for being here, brother.

Mishka Shubaly

It's funny, man. I was like you know, I wanted I want to do a good job. So, like when we booked this, I was like, all right, I got to think about, you know, I was like, man, [ __ ] Ken and I have talked for 10,000 hours. I don't need to prep anything. I we're just, you know, but it's it's a pleasure to be here. I love seeing you. I love your family. The I'm so [ __ ] proud of you and like this book that you did.

I mean, it's it's just

Ken Rideout

For those of you who don't know, Mishka like basically helped me write the whole book and was like intimately involved with every single word of every single chapter. So,

Mishka Shubaly

It's a great [ __ ] book, dude. You know, the anytime I like go back to, you know, flip through something, I'm like, ah, we got it there. You know, we really got it.

Ken Rideout

Yeah, it's crazy. You know what's the ultimate compliment to you is when people are like, man, when I read this book or when I listen to it, it sounds like you're talking right to me. It's like I can see you saying these things. And I was like, if if anyone ever did a masterful job of capturing someone's voice, it was you. In the way that you captured everything the way I said it. And I mean, I try to tell people like, yeah, it is my voice cuz that's what I said.

And Mishka helped make sure that it was delivered on the pages exactly the way I said it.

Key takeaways

  • Advice can help without pretending to be a universal answer.
  • Addiction once gave Mishka a way to control his feelings, but it left him unable to enjoy ordinary calm.
  • A first run fueled by anger became the start of a serious running life.
  • Scarcity in childhood can shape how someone spends even after their finances change.
  • Mishka says love and family can become anchors when ambition stops being enough.

Nowhere to Hide

A weekly letter from Ken Rideout about doing the uncomfortable part, and the reasons we use to avoid it.

It starts with 3 Days, 3 Hard Things: one short story from Ken and one hard thing to do, every day for three days. Then one letter a week.