Herb Thompson on Leaving Safety, Owning Your Journey, and Earning the Green Beret

Herb Thompson on Leaving Safety, Owning Your Journey, and Earning the Green Beret

Author: Joe De Sena June 3, 2026 Duration: 23:11
Herb Thompson had already made it. He was Drill Sergeant of the Year, on a clear path to a top enlisted career, and could have stayed where it was safe. He didn't. In this conversation with Joe De Sena, Special Forces veteran Herb Thompson explains why he walked away from the secure path to chase the dream he had since childhood: becoming a Green Beret.
 
Herb breaks down fear of failure, why most people talk instead of act, how he survived Special Forces selection without feedback, and what it took to rebuild purpose after retirement. This episode is about ownership, sacrifice, and performance under uncertainty. You will leave with practical rules for taking action, handling discomfort, and building a life around what you are willing to earn.
 
Things You Will Learn:
  1. Why ownership matters more than motivation when the goal gets hard.
  2. How to break overwhelming pressure into small, winnable steps.
  3. Why sacrifice, not talk, is what turns a dream into a result.
 
Tools & Frameworks Covered:
  1. Own Your Journey Rule: puts responsibility for progress back on you.
  2. Small Chunk Execution: breaks hard goals into immediate next steps under pressure.
  3. Sacrifice Filter: clarifies what you are willing to give up to earn what you want.
 
If this episode moved you, don't just listen. Do something about it. Sign up. Show up. Do the work. Spartan.com. No more excuses.
 
Herb Thompson is the only person in Army history to earn both Drill Sergeant of the Year and the Green Beret, a path built on hardship, childhood trauma, and a refusal to quit under extreme pressure. His journey spans combat missions, brutal selection courses, and a post-military identity rebuild that demanded a new kind of discipline. Herb now helps high performers redefine purpose beyond titles through writing, speaking, and leadership development. 
 
Connect to Herb:
 
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👉 From me directly: @realjoedesena
 
The Hard Way Podcast With Joe De Sena, Hosted by Joe De Sena, founder and CEO of Spartan, this podcast delves into the principles of resilience, discipline, and the Spartan mindset. De Sena's journey from building a multimillion-dollar pool cleaning business in his teens to establishing a successful Wall Street trading firm showcases his entrepreneurial spirit. In 2001, he transitioned from finance to operate an organic farm in Pittsfield, Vermont, where his passion for endurance events like ultramarathons and adventure races flourished. This led to the creation of Spartan, aiming to inspire individuals to embrace challenges and push their limits.

Joe De Sena, the founder of Spartan Race and a New York Times best-selling author, believes the most rewarding path is rarely the easy one. In his The Hard Way With Joe De Sena podcast, that philosophy comes to life through raw, unscripted conversations. Joe travels the globe, sitting down with a diverse array of guests-from elite athletes and pioneering entrepreneurs to acclaimed authors and visionary CEOs-to dig for the unvarnished truths about resilience and achievement. These aren't just interviews; they're deep dives into the mental frameworks and physical disciplines that define a Spartan mindset. You'll hear stories that challenge conventional wisdom, practical advice forged through real struggle, and surprising moments of humor that come from shared experience. Each episode is designed to provide tangible tools for improving your health, fitness, and overall approach to life's obstacles. By bringing together this panel of extraordinary thinkers and doers, the podcast creates a unique space where the secrets to success in business, wellness, and personal growth are examined without shortcuts. Tune in for a dose of motivation that’s as actionable as it is inspiring.
Author: Language: English Episodes: 50

The Hard Way With Joe De Sena
Podcast Episodes
Life After Service: Discipline When Orders Are Gone [not-audio_url] [/not-audio_url]

Duration: 19:56
When the mission ends, discipline gets exposed. What happens when the uniform comes off and no one is giving orders anymore? Former Army Airborne Infantry soldier and nonprofit founder Jonathan Milkovich joins Joe De Sen…
Training to Finish: Bronco Billy on Distance, Discipline, and Rules [not-audio_url] [/not-audio_url]

Duration: 24:57
What holds when everything breaks is not motivation, talent, or hype? It's rules built under pressure. In this episode, elite ultra-endurance athlete and coach Jeff Browning, aka Bronco Billy, talks with Joe De Sena abou…
Get Off the X: A Navy SEAL on Pressure, Pain, and Action [not-audio_url] [/not-audio_url]

Duration: 23:03
Pressure doesn't ask if you're ready. It hits, and most people freeze. Retired Navy SEAL officer and combat leader Jason Redman talks with Joe De Sena about Hell Week, Ranger School, combat failure, recovery, and the rul…
Michael Wardian: Turning Suffering Into World Records [not-audio_url] [/not-audio_url]

Duration: 23:44
Mental toughness doesn't come from motivation—it comes from choosing discomfort on purpose. In this episode, endurance legend Michael Wardian, elite ultra-runner and Senior Olympics competitor, breaks down the daily disc…
The Choice That Built a Bomb‑Suit Warrior Mindset [not-audio_url] [/not-audio_url]

Duration: 16:18
She grew up with no roadmap, no support, and no clear path forward. One pull-up changed everything, leading her into the Army and a career in explosive ordnance disposal. Twelve years later, Kaitlyn Hernandez built a lif…