EPISODE · Sep 11, 2026 · 1H 55M
From a Prison Cell to Nike Brand Director | Jordan Rogers
from RIDEOUT: The Other Side of Hard · host Ken Rideout
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. Please subscribe, leave a comment, and share this episode with someone who needs to hear it. Thank you to our sponsors Our Title Sponsor ROKA: www.roka.com/ Code “RIDEOUT” AMP Fitness: amp.ai/rideout Ken’s book now available here: https://www.theothersideofhard.com/ Chapters (00:00) Meet Jordan Rogers (00:48) Mindset Over Hype (02:22) Radical Accountability (06:35) Prison Programs Debate (08:37) Guard Life Inside (11:08) Growing Up in Dallas (11:43) Sponsor Break Roka (13:21) Sports Dreams Collapse (16:49) Heroin at Fifteen (21:50) Addiction War Stories (24:57) Parents Intervene (28:36) Hustle to Healing (33:46) First Arrest at Fourteen (37:38) Coke Bust Setup (39:46) Busted Before 19 (40:48) Tiny Bag Big Charge (42:24) Deferred Probation Trap (43:47) Relapse And Highway Chase (45:08) Beating Drug Tests Fails (48:06) County Detox Reality (52:00) Vivitrol And Suboxone (56:56) Kicked Out Sober (01:00:31) Jail Cell Surrender (01:05:21) SAFP Last Chance (01:08:37) Release And Recovery Start (01:09:11) Chasing The Nike Dream (01:10:57) Ekin Role Explained (01:15:12) Hustling To Stand Out (01:18:15) Nike Campus Gearhead (01:18:25) NIL Changed Everything (01:18:54) Outworking the MBA Crowd (01:19:29) Nike Alpha Competitions (01:20:11) Climbing Nike Football (01:21:36) Sneaker Perks and Collections (01:24:21) Golf Gear and Clubs (01:27:31) Moving for Family (01:31:00) Leaving Nike Leap (01:33:33) NIL Consulting Pivot (01:36:37) Unemployable Freedom (01:51:13) Skin in the Game (01:53:54) Wrap Up and Subscribe Learn more about your ad choices. Visit megaphone.fm/adchoices
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From a Prison Cell to Nike Brand Director | Jordan Rogers
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