In this thought-provoking episode of Mind Over Masculinity, host Avik Chakraborty sits down with Jerry Henderson—Master Certified Coach, author, speaker, and host of Permission to Love—to unpack the hidden cost of high achievement for men. Together, they explore why so many tie their self-worth to performance, how shame becomes a silent driver of burnout, and why self-compassion is the missing link to lasting fulfillment. Jerry shares powerful insights on cultural conditioning, socially prescribed perfectionism, and shifting from fear-driven striving to purpose-led expansion. This is a must-listen for anyone who’s ever felt “never enough” despite outward success, and is ready to redefine what winning truly means.
About the Guest:
Jerry Henderson is a Master Certified Coach, author, speaker, and the host of the Permission to Love podcast. Specializing in helping high achievers overcome burnout, anxiety, and imposter syndrome, he blends positive psychology, trauma-informed practices, Internal Family Systems, and NLP to guide clients toward authentic success. His mission: to help people build resilience, embrace self-compassion, and create lives they truly want to live.
Key Takeaways:
High achievers often link self-worth to output, driven by cultural conditioning and childhood experiences.
Socially prescribed perfectionism can trap men in a relentless cycle of proving themselves.
Shame is not a healthy motivator—it erodes presence, damages relationships, and fuels burnout.
True fulfillment starts with self-acceptance and shifting from fear-driven striving to curiosity and purpose.
Self-compassion frees energy, improves performance, and supports long-term mental health.
Your relationship with yourself is the foundation for success in every other area of life.
High achievers can achieve more—and enjoy it—when they operate from expansion, not depletion.
Lasting success is built on being, not just doing.
Connect with Jerry Henderson:
Website: www.jerryhenderson.org
Email: [email protected]
Podcast: Permission to Love
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