The Other Side of Hard | Ken Rideout episode artwork

EPISODE · Mar 11, 2026 · 2H 28M

The Other Side of Hard | Ken Rideout

from RIDEOUT: The Other Side of Hard · host Ken Rideout

This week I sat down with my editor Mishka for a raw conversation about the release of my memoir, Everything You Want Is on the Other Side of Hard. I open up about the childhood abuse and chaos that shaped me, the years I lost to addiction, and the long road back through sobriety, endurance sports, and rebuilding my life. We talk about opioid addiction, withdrawals, Subutex dependence, and the moment Vivitrol finally helped me break the cycle. We also dive into the deeper parts of my story — the mentors who changed my life, the pressure of success in finance, marriage and fatherhood, adopting my daughter from Ethiopia, and Shelby’s battle with breast cancer. This episode isn’t a victory lap. It’s an honest look at trauma, fear, discipline, and the work it takes to keep moving forward. Because the truth is simple: Everything You Want is on the Other Side of Hard. Get the book here: https://www.theothersideofhard.com/ Thank you to our sponsors Ketone-IQ: ⁠ketone.com/rideout Code “RIDEOUT” Rho: https://rhonutrition.com Code "RIDEOUT" Athletic Brewing: https://athleticbrewing.com Code "RIDEOUT" Chapters (00:00) Book Launch Jitters (02:08) Family Fallout Update (03:32) Brothers And Chaos (07:29) Parenting And Ambition (12:36) Angels And Fear Lessons (15:08) College Fights And Coke (19:11) Dream Dies New Direction (21:48) NYC Hustle And Vertical Club (26:41) Opioids And The Last Time Loop (28:03) Withdrawal And Getting Sober (35:59) London Glamour Mom Money (36:56) Loans And Survival Mode (37:35) Writing About Mom (38:44) Toning Down The Book (39:45) London Drugs And Leadership (42:25) Porsche Paranoia (43:11) Shelby Style Stories (45:24) Tom Browne Fashion Era (48:50) Friendship Across Differences (50:07) Subutex Vicious Cycle (53:33) Vivitrol Way Out (55:23) Finance Crash And Bonuses (59:43) Job Loss And Reinvention (01:05:58) Adoption And Getting Clean (01:08:52) Running Through Emotions (01:11:36) Crisis Mode First Responder (01:14:38) Bike Crash Aftermath (01:15:51) Boxing As Life Metaphor (01:20:19) Owning Failure And Quitting (01:23:44) No Finish Line Mindset (01:27:15) Shelby Cancer Update (01:28:28) Win Or Die Trying (01:33:00) Escape From New York (01:35:44) Transracial Adoption Talk (01:41:01) Community In Nashville (01:46:08) Race Strategy Not Cheating (01:50:24) Neve at Start Line (01:53:52) Calf Injury Breakthrough (01:56:59) Masters Title Surprise (01:58:17) Onsite Therapy Reset (02:01:59) Roommates and Brotherhood (02:06:06) Rich Roll Connection (02:10:30) Gobi Prep and Gear (02:11:50) London Championship Twist (02:19:57) Running Beyond Identity (02:22:21) Life Lessons and Farewell Learn more about your ad choices. Visit megaphone.fm/adchoices

This week I sat down with my editor Mishka for a raw conversation about the release of my memoir, Everything You Want Is on the Other Side of Hard. I open up about the childhood abuse and chaos that shaped me, the years I lost to addiction, and the long road back through sobriety, endurance sports, and rebuilding my life. We talk about opioid addiction, withdrawals, Subutex dependence, and the moment Vivitrol finally helped me break the cycle. We also dive into the deeper parts of my story — the mentors who changed my life, the pressure of success in finance, marriage and fatherhood, adopting my daughter from Ethiopia, and Shelby’s battle with breast cancer. This episode isn’t a victory lap. It’s an honest look at trauma, fear, discipline, and the work it takes to keep moving forward. Because the truth is simple: Everything You Want is on the Other Side of Hard. Get the book here: https://www.theothersideofhard.com/ Thank you to our sponsors Ketone-IQ: ⁠ketone.com/rideout Code “RIDEOUT” Rho: https://rhonutrition.com Code "RIDEOUT" Athletic Brewing: https://athleticbrewing.com Code "RIDEOUT" Chapters (00:00) Book Launch Jitters (02:08) Family Fallout Update (03:32) Brothers And Chaos (07:29) Parenting And Ambition (12:36) Angels And Fear Lessons (15:08) College Fights And Coke (19:11) Dream Dies New Direction (21:48) NYC Hustle And Vertical Club (26:41) Opioids And The Last Time Loop (28:03) Withdrawal And Getting Sober (35:59) London Glamour Mom Money (36:56) Loans And Survival Mode (37:35) Writing About Mom (38:44) Toning Down The Book (39:45) London Drugs And Leadership (42:25) Porsche Paranoia (43:11) Shelby Style Stories (45:24) Tom Browne Fashion Era (48:50) Friendship Across Differences (50:07) Subutex Vicious Cycle (53:33) Vivitrol Way Out (55:23) Finance Crash And Bonuses (59:43) Job Loss And Reinvention (01:05:58) Adoption And Getting Clean (01:08:52) Running Through Emotions (01:11:36) Crisis Mode First Responder (01:14:38) Bike Crash Aftermath (01:15:51) Boxing As Life Metaphor (01:20:19) Owning Failure And Quitting (01:23:44) No Finish Line Mindset (01:27:15) Shelby Cancer Update (01:28:28) Win Or Die Trying (01:33:00) Escape From New York (01:35:44) Transracial Adoption Talk (01:41:01) Community In Nashville (01:46:08) Race Strategy Not Cheating (01:50:24) Neve at Start Line (01:53:52) Calf Injury Breakthrough (01:56:59) Masters Title Surprise (01:58:17) Onsite Therapy Reset (02:01:59) Roommates and Brotherhood (02:06:06) Rich Roll Connection (02:10:30) Gobi Prep and Gear (02:11:50) London Championship Twist (02:19:57) Running Beyond Identity (02:22:21) Life Lessons and Farewell Learn more about your ad choices. Visit megaphone.fm/adchoices

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The Other Side of Hard | Ken Rideout

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This episode was published on March 11, 2026.

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This week I sat down with my editor Mishka for a raw conversation about the release of my memoir, Everything You Want Is on the Other Side of Hard. I open up about the childhood abuse and chaos that shaped me, the years I lost to addiction, and the...

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