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HBO and The Ringer's Bill Simmons hosts the most downloaded sports podcast of all time, with a rotating crew of celebrities, athletes, and media staples, as well as mainstays like Cousin Sal, Joe House, and a slew of other friends and family members who always happen to be suspiciously available.
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A fight at home and a funeral forced Mitchell Osmond to ask a hard question: Is my life worth imitating? From losing his job and carrying $100K in debt to rebuilding his health, marriage, and purpose, Mitch shares the mindset shifts that changed everything.
We dive into his “Author’s Advantage” method — writing two eulogies, defining a clear future, and reverse-engineering it into daily action. Along the way, we unpack how self-trust, discipline, and small wins at home can rewrite your entire story.
This episode is about choosing your hard on purpose and building a legacy that starts at home and echoes for generations.
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Chapters
1. Meet Mitchell Osmond (00:00:00)
2. Rock Bottom: The Fight And The Funeral (00:02:24)
3. Ownership Over Victimhood (00:06:20)
4. Design The Future, Then Act Today (00:10:05)
5. Motivation Vs Discipline (00:14:40)
6. Fitness As A Confidence Flywheel (00:18:05)
7. What Men Need, What Women Need (00:21:05)
8. Power At Work, Presence At Home (00:26:10)
9. The Question That Changes Everything (00:30:20)
10. Neuroplasticity, Visualization, And Change (00:34:40)
11. Bravery, Books, And Best Advice (00:37:59)
12. Legacy, Time, And Closing (00:41:00)
95 episodes
