EP188: Michael Ostrolenk - How To Create A Second Chance In The Second Half Of Your Life

“Forces that are destructive to the family. And I do look at them with a critical eye and a lot of those things need to be reformed. But I also think in parallel with that, there’s a growing recognition of the individual within.” 

For many men, the second half of life brings an unexpected reckoning. Divorce, career changes, or personal loss force a decision: stay stuck in old patterns or take charge of a new future. Reinvention isn’t about reclaiming the past—it’s about stepping into your fullest potential. Thriving in this next chapter requires resilience, self-examination, and the right brotherhood to push you forward. 

Michael Osterling has guided countless men through life’s toughest transitions. With decades of experience as a therapist and coach, he helps men rebuild their identity by strengthening their body, mind, and emotional resilience. He believes in the power of masculine-only spaces where men can challenge each other and grow. 

With nearly 30 years as a therapist and 25 years as a coach, Michael has worked with elite military leaders and now co-runs Resilience Optimized, helping men reclaim their strength and purpose. 

Resilience Optimized: https://www.resilienceoptimized.com/ 

Movenet: https://www.movnat.com/ 

SealFit: https://sealfit.com/ 

Also mentioned: 

John Taylor Gatto 

Fudōshin 

Fudōshin is a state of equanimity or imperturbability. It is a philosophical or mental dimension to Japanese martial arts which contributes to the effectiveness of the advanced practitioner. Fudō Myōō is found in Shingon Buddhism as a guardian deity, who is portrayed as carrying a sword in his right hand and a rope in his left. 

You’re invited to come to a Sovereign Circle meeting to experience it for yourself. To learn more, go to https://www.sovereignman.ca/. While you’re there, check out the Battle Ready program and check out the store for Sovereign Man t-shirts, hats, and books. 

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EP189: Rediscovering Masculinity – The Legacy Of Justin Sterling 

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EP187: Arpa & Billou - Forging A Bulletproof Mindset