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RIDEOUT: The Other Side of Hard

Author: Ken Rideout

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The Other Side of Hard, hosted by Ken Rideout — raw, gripping conversations with people who've pushed past the breaking point. Stories of resilience, redemption, and what's waiting on the other side.

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Clay Moss looked like the healthiest guy at Ole Miss. He trained six days a week and got strep throat every other month for four straight years. Twenty-two documented cases. Every visit ended the same way: a steroid shot, a round of antibiotics, see you next time. Nobody asked how he was sleeping, what he was eating, or how much caffeine he was running on. He got his tonsils out after graduation. Six weeks later he had the worst strep of his life. Then medical school in Jackson, Mississippi, the only MD program in the state. He watched classmates go from all-nighters to Adderall to Xanax to sleep aids to antidepressants, and by fourth year he was sitting in the lecture hall where it all started, listening to fifteen of them compare prescriptions. When a doctor offered him Xanax for the panic attacks he had been having since sophomore year of college, he said no and started with sleep, food, meditation, and blood work instead. This week I sat down with Dr. Clay Moss, a Gulf Breeze kid who used to peek through the fence at the Andrews Institute on the walk home from middle school. We get into the 12.5-hour surgery that ended his surgeon dream four hours in, opening his Match Day letter on stage, why your doctor only gets 5 to 12 minutes with you, and what happened to him after the COVID booster that he didn’t feel he could say out loud in med school. We also get into the stuff you can use tomorrow. Why he picks the barbell over the treadmill, why a broken hip after 65 is so dangerous, hormone therapy for women, sun versus sunscreen, tap water, low-dose lithium, and what four sauna sessions a week does for you. Clay has ten months of residency left and 800,000 people following his work. Then he opens the practice 18-year-old Clay needed. Hope you guys enjoy this one. Follow Clay: @drclaymoss Thanks to ROKA for supporting the show. Please take a minute to subscribe and leave a comment. It makes a huge difference. More about the show at theothersideofhard.com. 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 Dr. Clay Moss (00:15) Growing Up in Gulf Breeze (01:15) Dad’s Houseboat in Pensacola (02:23) Peeking Through the Andrews Fence (04:19) ROKA Sunglasses for Clay (05:49) The Only MD School in Mississippi (06:27) Trauma Surgery Rotation (08:32) The Teacher Who Said Never (09:13) Ken Meets the Panhandle (11:13) Sponsor Break ROKA (13:27) Sixty Percent Out of State (15:22) Chasing Good Mentors (16:17) No Such Thing as Optional Practice (18:34) Rushing Sigma Chi (19:56) Psychological Hazing (23:00) Nike Sponsors Sorority Rush (24:26) The Face of Functional Medicine (26:43) Five to Twelve Minutes Per Patient (27:32) Paying for Your Own Doctor (28:36) Fighting Insurance Denials (30:52) Twenty Two Cases of Strep (32:17) Nobody Asked About Sleep (33:14) The Practice 18 Year Old Clay Needed (35:23) Pay Me Now or Pay Me Later (36:58) Cash Pay Doctors Are Not Selfish (38:33) Sponsor Break AMP (39:29) Florida State Took 190 of 10000 (40:27) Meditation and Lifting in Jackson (40:47) All Nighters to Adderall (41:38) Fifteen Classmates on Antidepressants (44:42) Jelly Roll on Haters (45:50) Cold Calling the DMs (47:21) The Early Huberman Comparison (49:43) Drinking From a Firehose (51:09) The Twelve and a Half Hour Surgery (52:15) Finding Physical Medicine and Rehab (53:47) Match Day on Stage (55:58) Ten Months Left (56:58) A Fifty Patient Practice (58:55) Five Grand a Month for Insurance (01:00:46) Questioning Everything After Covid (01:02:22) The ER Visits He Could Not Talk About (01:03:26) First Panic Attack in Tallahassee (01:04:40) Turning Down the Xanax (01:05:43) Propranolol as a Safety Net (01:07:30) Cardio Versus Strength (01:08:56) Muscle as a Glucose Sponge (01:10:22) Ken’s VO2 Max at 55 (01:12:05) Breaking a Hip After 65 (01:13:45) Women Need the Barbell Most (01:15:24) Why HRT Got Demonized (01:17:53) Absolute Versus Relative Risk (01:20:31) Regrowing an Optic Nerve (01:22:49) Know Why You Take It (01:25:31) Sun Versus Sunscreen (01:28:48) Low Dose Lithium (01:31:08) Never Drink Tap Water (01:33:19) Sauna Four Times a Week (01:37:55) Not Running for Anyone Else (01:39:55) The REP Fitness Garage Gym (01:43:37) Ken’s Trip to Mexico (01:45:31) Ken’s DMT Experience (01:49:50) A Grandfather’s Secret (01:53:25) Tune Out the Negativity (01:53:51) Host Outro and Subscribe Learn more about your ad choices. Visit megaphone.fm/adchoices
Dexter McCluster is five-foot-eight and 165 pounds. Bobby Bowden told him he could play defensive back. Urban Meyer told him he could return kicks. He turned both of them down because he knew who he was, and he needed the ball in his hands. He went to Ole Miss instead and became the first player in SEC history to rush for 1,000 yards and catch for 500 in the same season. He ran for 282 yards on Lane Kiffin's Tennessee with the coach who recruited him standing on the other sideline, won back-to-back Cotton Bowl MVPs, and got drafted 36th overall by the Chiefs. In his first NFL game, on Monday Night Football, in the rain, he returned a punt 94 yards for a touchdown. This week I sat down with Dexter to talk about all of it. Becoming a father at 17 and telling his parents within half an hour. Waiting for the draft call on a couch with a Nokia phone and camera crews watching. Buying his mom the house he promised her as a kid. Making the Pro Bowl and then being told he wasn't really a running back or a receiver. We also get into the part that never makes the highlights. Getting named a captain in Tennessee and then getting cut before the season, the year Derrick Henry showed up. Crying the whole drive home. Three retirements. The months he spent on his patio from six in the morning to six at night, drinking more than he should have, until his wife told him, "Don't forget who you are." Today Dexter trains athletes, coaches running backs at Father Ryan, and just had his sixth kid, his first boy. We weigh exactly the same. Only one of us has a Chiefs record. Hope you guys enjoy this one. Follow Dexter: @dextermccluster and @mcclusterfit Thanks to ROKA for supporting the show. Please take a minute to subscribe and leave a comment. It makes a huge difference. More about the show at theothersideofhard.com. Thank you to our sponsors Our Title Sponsor ROKA: www.roka.com/ Code "RIDEOUT" Ken's book now available here: https://www.theothersideofhard.com/ Chapters (00:00) Meet Dexter McCluster (00:34) You Can't Fake Running Back (02:09) Rookie Blitz Pickup Test (03:19) Growing Up in Largo (04:35) High Jumping at Five Eight (05:31) Dad's No Summer Job Rule (07:20) Six Kids and a Baby Boy (08:06) Mister 2000 Senior Season (09:18) Too Small for Florida State (09:47) A Father at Seventeen (10:59) Orgeron in the Living Room (12:24) Slot Receiver Not Running Back (12:45) Sponsor Break ROKA (14:29) Winning the Starting Job (15:40) Combine Weigh In Nightmare (18:14) Losing His Daughter's Mother (19:46) Culture Shock at Ole Miss (22:34) Patrick Willis and Baby Hester (24:45) Orgeron's Brutal Camp (26:26) First Game Trick Play Touchdown (29:28) Gear Cleats and No Swag (33:10) NIL Money and the Stipend (36:38) Broadcast Journalism Degree (37:28) Begging Houston Nutt for the Ball (38:48) Five Minutes Against South Carolina (39:43) First in SEC History (40:05) Back to Back Cotton Bowl MVP (41:00) 282 Yards on Tennessee (42:56) Orgeron's Message Through Dad (43:36) Scouts Start Sniffing (45:41) Study Tables and Football Classes (47:23) Choosing an Agent (49:34) Combine Prep in McKinney (51:03) Finishing the Degree Twenty Years Later (52:10) Draft Day on the Couch (54:18) The Call From Clark Hunt (56:28) Dad's Number 22 (57:04) First Signing Bonus (58:06) Buying Mom a House (01:01:55) Last Old School Training Camp (01:02:44) Monday Night Football Debut (01:05:10) Just Catch the Ball (01:06:10) 94 Yards Chiefs Record (01:06:44) Cassel Pollard and Small Worlds (01:07:32) Andy Reid and the Pro Bowl (01:08:55) Just a Punt Returner (01:09:12) Twelve Million to Tennessee (01:11:03) Everybody Comes Out of the Woodwork (01:13:36) Derrick Henry Wants 22 (01:15:00) The Grim Reaper (01:15:51) Captain Then Cut (01:17:00) You Will See Me Again (01:17:34) Crying All the Way Home (01:18:00) Ken's Berlin Humiliation (01:19:16) Three Weeks Without a Team (01:20:12) San Diego and Atlanta Call (01:21:49) Fractured Arm and Wanting Home (01:23:11) First Retirement (01:24:04) Toronto Argonauts Detour (01:27:38) Depression on the Patio (01:29:00) Don't Forget Who You Are (01:29:20) McCluster Fit Is Born (01:29:56) One Last Season in Worcester (01:31:46) Father Ryan and Family Now (01:32:19) Neighbors and the Tailgate (01:34:01) Where to Find Dexter (01:34:39) Host Outro and Subscribe Learn more about your ad choices. Visit megaphone.fm/adchoices
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
Rich Galgano came back from Vegas so broke that a friend had to pay to get his car out of the airport parking lot. He swore he was done gambling. Then he got home, found $500, and went straight back to another casino. I know what it’s like to promise yourself you’re finished and then do the same shit again.  This week, I sat down with Rich to talk about the gambling addiction that was taking over his life, the three-day bender that finally made him ask for help, and walking into Gamblers Anonymous at 23. He told me he hasn’t gambled in nearly 33 years. But getting out of the casino was just the beginning.  Rich and his business partner started Windy City Wire with a $100,000 bank line and a business plan they worked out at Subway. Almost immediately, they were fighting a lawsuit that threatened to shut them down. The story of how he found the right lawyer and fought back is fucking unbelievable. He went on to build a company that sold to Diploma PLC in a $465 million deal in 2020.  We get into recovery, knowing your worth, choosing the right partners, buying back your own business, and why money doesn’t fix what’s going on in your head. Rich also shares the heart problems that forced him to take his health seriously and what he’s building now with Scylos and Reload. This guy can tell a story. Hope you guys enjoy this one.  Follow Rich: @richgalganoHis book: Down to the Wire: The Outlandish Tale of How I Quit Gambling to Win Big. Thanks to ROKA for supporting the show. Please take a minute to subscribe and leave a comment. It makes a huge difference. More about the show at theothersideofhard.com. Thank you to our sponsors Our Title Sponsor ROKA: www.roka.com/ Code “RIDEOUT” Ken’s book now available here: https://www.theothersideofhard.com/ Chapters (00:00) Meet Rich Galgano (00:40) Sponsor Shoutout Roka (01:08) Growing Up in Bolingbrook (02:01) Old School Childhood Lessons (04:23) Sports Setback Sparks Drive (06:51) Early Gambling and Work Ethic (08:27) College Poker and Party Fight (13:08) Riverboat Casinos Take Over (15:01) Blackjack Wins and Two Lives (16:45) Wire and Cable Sales Origins (21:57) Cold Calling and Big Margins (25:05) Chapter 11 Chaos and Mentors (29:53) Benders and Rock Bottom Signs (30:59) Broke at O'Hare (31:30) Back to the Casino (32:51) Three-Day Betting Spiral (34:30) Calling 1-800-GAMBLER (35:47) First GA Meeting Reality (39:14) 33 Years Clean (40:50) Clarity and Career Ambition (45:47) Starting the Wire Business (48:53) TRO Lawsuit Shock (52:39) GA Connection Finds Real Lawyer (59:16) Dan Purdum Courtroom Turnaround (01:02:22) Depositions and Fighting Back (01:03:14) Leaking Price Fixing (01:04:31) Winkle Breaks Under Deposition (01:06:40) Settlement Without Paying (01:08:44) Business Explodes After Lawsuit (01:09:25) Why Take Investors (01:10:16) Marriage and Staying Grounded (01:12:49) Money Doesn’t Fix You (01:13:42) Raising Money in LA (01:19:46) Taking Chips Off Table (01:20:40) Dodging a Bad LBO (01:23:15) The $6.5M Wire Moment (01:25:08) Private Equity Exit Pressure (01:28:48) The Great Buyback (01:33:04) Selling for $465M (01:35:34) Why Sell to Strategic (01:36:53) Family Office Focus (01:37:09) Cylos Endpoint Vision (01:38:06) Embezzlement and Rebuild (01:38:44) Stateless OS Explained (01:40:48) Go To Market Fundraising (01:41:30) Son Runs Investments (01:42:47) Venture Lessons and Diligence (01:47:53) Health Scare Wake Up (01:53:24) Longevity and Biohacking (01:58:05) Reload Recovery Tool (02:06:00) HYROX and Family Drive (02:09:17) Book Plug and Wrap Learn more about your ad choices. Visit megaphone.fm/adchoices
Tayler Holder has 19 million followers on TikTok, millions more across social media, and a story that goes way beyond being an internet star. Tayler grew up in tiny Alvarado, Texas, racing dirt bikes and chasing adrenaline from the time he was a kid.  He left traditional high school after ninth grade to train and race motocross, then eventually shifted his focus to Vine, Musical.ly, and social media. He moved to Los Angeles determined to figure it out, literally hanging around the apartment complex where the biggest creators lived until he started meeting them. That hustle eventually led to Magcon, massive social growth, TikTok, the Hype House era, and ultimately building his own creator house called The Compound. We also get into Tayler’s love of fighting. He trained with Ryan Garcia, sparred Canelo Alvarez, fought Gib in front of a massive crowd in Miami, and later took a fight on four days’ notice for $50,000 and won by second-round knockout. Then everything changed. Tayler talks about the public accusations made against him, which he denies, losing brand deals, spending huge amounts of money on attorneys and crisis PR, financial collapse, and reaching such a dark place that he attempted to take his own life. He also tells the story of a former business manager who he says used his American Express account without permission and failed to file his taxes. Eventually, Tayler left Los Angeles for Nashville, wrote “Drive” with Shay Mooney, bought a farm, started pursuing country music independently, and began trying to build a completely different life. We talk about fame, validation, money, fighting, mental health, faith, music, and what happens when everything you thought mattered disappears. Thank you to our sponsors Our Title Sponsor ROKA: www.roka.com/ Code “RIDEOUT” Wild Roman: wildroman.com/rideout Code “RIDEOUT15” Ken’s book now available here: https://www.theothersideofhard.com/ Chapters (00:00) Meet Tayler Holder (00:31) Followers and Brand Deals (01:05) ROKA Gift and Sponsor Shoutout (01:54) Small Town Texas Roots (02:17) Rodeo Life and Adrenaline Kid (03:30) Vine Beginnings and Early Content (04:46) Dropping Out for Motocross (09:21) Brutal Pit Bike Crash Story (14:55) Sponsor : ROKA (16:35) LA Hustle to Boxing Camps (28:55) Sparring Canelo Up Close (29:27) Canelo Shoulder Attack Lesson (29:53) First Fight Nerves (30:19) Backstage With Jake And Tyron (31:51) Sponsor: Timeline (33:23) Vine To TikTok Explosion (36:06) Monetizing Followers And Brands (36:58) Hype House Drama To The Compound (48:42) Accusations Rock Bottom And Faith (58:59) Money and Validation (59:45) Hometown Crabs and Haters (01:00:35) Accusations and Financial Freefall (01:01:10) Business Manager Betrayal (01:04:16) LA Teen Years and Learning Music (01:06:48) Friendship Ends Over Politics (01:08:18) Nashville Move and New Start (01:09:55) Farm Life and E-Bike Chaos (01:17:21) Indie Music and Mental Health Learn more about your ad choices. Visit megaphone.fm/adchoices
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