Managing Sleep & Anxiety as a Midlife Male and the Sweet Spot Between Hustle and Happiness with Greg Scheinman

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Gentlemen, I’ve got Greg Scheinman here with me today. Greg is a performance coach, entrepreneur, keynote speaker, and author of The Midlife Male, a guide to helping men feel happier, healthier and lead rewarding lives in their 40s and 50s.

We kicked things off by digging into some common ground: Waking up at 3 a.m. with that old and eerily familiar friend… anxiety. We talked about what works for us to get better sleep and some potential triggers that seem to cause those restless and sleepless nights.

We also talked about approaching midlife by looking for those sweet spots between hustling and grinding to being at peace and enjoying life. We dig into how much therapy and inner work is too much and how relationships and development are like muscles that also need to rest. We also shared a few stories about our hiking adventures, testing and knowing your limits, when to push and when to relax, and mixed in some 29029 Everesting chat and a lot more. Enjoy!

A Wide-Ranging Conversation Through…

  • Managing the 3am anxiety wake up calls
  • Finding the sweet spot between hustling & happiness
  • Greg’s routines that have improved his sleep quality
  • How all men aren’t wired to show love the same way
  • Make the most of the first 17 years with your kids
  • How much therapy and inner work is too much?
  • It’s okay to be okay. Stop digging for trauma
  • Know your limits, especially at the 29029 Everesting
  • Going away to recharge and not come re-energized?
  • Choices are good, but make a decision and go all-in
  • Greg’s 3 year process to creating Midlife Male
“You’ll spend 90% of the time you’ll ever spend with your kids by the time they’re 17.” - Greg Scheinman Share on X “I think therapy has swung way too far. We have to do all of this deep work, and if you’re not doing it, not reading about it, listening to all these podcasts, and joining all these groups and spending all this money and time on retreats… Share on X “If you want purpose, process, and ultimately payoff in your life, you have to have clarity, you have to have a plan, you have to know who’s on your team, and you have to execute.” - Greg Scheinman Share on X

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Greg Scheinman Bio

Greg Scheinman is an entrepreneur, performance coach, keynote speaker, thought leader, and bestselling author who has interviewed over two hundred of the world’s top performers, including CEOs, entrepreneurs, Grammy-winners, and Olympic gold medalists.

His podcast, The Midlife Male, ranks among the top-rated podcasts globally, and his weekly newsletter reaches thousands. Through his High Performance Lifestyle Coaching Program and inspiring keynote speeches, Greg Scheinman shares his own insights and the secrets of the world’s top performers to help people transform from Mediocre to Maximized at any age and stage of life.

Greg is also a former partner at Insgroup, acquired by BRP (NASDAQ) and the founder and former CEO of Team Baby Entertainment, acquired by Michael Eisner of Disney. He has been featured in outlets such as The New York Times, Los Angeles Times, Adweek, New York Post, The Wall Street Journal, ESPN, The Big Idea with Donnie Deutsch, Variety, and many more. He has been married to his wife Kate for 24 years, and together they have two kids: Auden (20), and Harper (17).

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