My First Million The man who made a billion off blueberries
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Sep 12, 2025 Discover the astonishing rise of a blueberry billionaire who transformed a childhood passion into a billion-dollar empire. Dive into the intense mental challenges of competitive running with insights on resilience in the 'pain cave.' Enjoy the surprising connections between Broadway and business, as well as unique investment strategies like strategic overpayment. Explore the evolving world of storytelling, marketing, and how the journey toward success often involves navigating emotional ups and downs. Perfect listening for aspiring entrepreneurs!
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Teaching Executives By Letting Them Invest
- At age 70 Bragg gave executives $10M each to run investment portfolios as pure education with no penalties or bonuses.
- He wanted them to learn how strong and weak companies perform by doing real investing.
Broadway Hits Can Be Million-Dollar Weeks
- Shaan saw the Broadway show O'Mary and discovered it grosses about $1M per week after a $4M initial investment.
- He connected that economics to stories of producers like Michael Harris and the outsized returns in theatre and live entertainment.
Harry O: From Kingpin To Broadway Investor
- Michael Harris (Harry O) funded early Denzel Washington productions and co-founded Death Row Records while incarcerated.
- Shaan learned Harris was the first Black Broadway producer and used his history to illustrate unconventional paths to cultural investment.
