Show Notes
Greg Scheinman asks men for their business plan and they hand it right over. Financial advisor, CFO, marketing guy, KPIs on everything. Then he asks for the plan for their life and the room goes quiet.
Greg hosts the Midlife Male podcast and writes the Midlife Male newsletter. He has sat across from more than 250 accomplished men and coached over 100 of them one on one, all circling the same question: what does the second half actually look like when you plan for it.
He was 17 when his father died and 22 when he walked out of his first job while everyone told him he’d never work in the industry again. Both felt like crises at the time. He’d now call them the moments that forced him to be self-reliant. Somewhere in his 40s he stopped chasing salary and title and broke his life into six areas instead: family, fitness, finance, food, fashion, fun. It took him three years to work out what success even looked like in each one. That work turned into a book, then a newsletter, then Midlife Male.
His argument is that midlife got handed the word crisis for no good reason. He’s 25 years married, moved 1,200 miles to Houston, and thinks 50 to 70 is going to be the best stretch he gets. He didn’t have that in his 20s, his 30s, or most of his 40s.
We get into why momentum comes before motivation and not the other way around, the thing every guy under 35 hears about marriage that Jake is sick of, what a year of telling yourself you’ll start actually costs, and what he’d say to a room of 10,000 men who already know things could be better.
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