The Midlife Chrysalis Why Midlife Men Struggle with Identity & Purpose Today | Greg Scheinman
Feb 16, 2026
Greg Scheinman, entrepreneur and founder of Midlife Male who reinvented his life after a midlife breakdown. He recounts career pivots and a tipping point at 47. Conversations cover modern masculinity, identity loss in midlife, turning crisis into reinvention, marriage and parenting tensions, and practical frameworks like the Six Fs for rebuilding purpose.
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Early Career With Harvey Weinstein
- Greg landed as Harvey Weinstein's assistant right out of college and lasted almost two years.
- The experience was confusing, inspiring at times, and left a lasting impact on his career trajectory.
Start Small And Iterate Daily
- Continue to be curious and prioritize learning over paralysis by analysis.
- Aggregate ideas, curate what works for you, and eliminate the rest to move forward today.
Choose Consistency Over Perfection
- Start today and aim for 1% improvement rather than waiting for perfection.
- Use consistent small actions over time instead of chasing dramatic overnight change.