Just Press Record The Scoreboards We All Get Wrong | Cullen Roche & Coach Vass on Winning in Finance and Life
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Jun 17, 2025 Join Cullen Roche, founder of Discipline Funds and macroeconomic thinker, alongside Coach Chris Vasseur, a football strategist, as they explore the unexpected connections between finance and coaching. They dive into personal growth, the behavioral side of investing, and the importance of mentorship in overcoming imposter syndrome. Their conversation highlights how to craft personalized investment strategies and the impact of politics on finance. Expect laughter, deep insights, and creative metaphors that bridge worlds, from Wall Street to the football field.
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Vass's Coaching Breakthrough Story
- Chris Vasseur relentlessly pursued a coaching opportunity until he got hired despite lacking a playing background.
- He learned on the job by memorizing mentor Keith Burns' teachings in his first coaching year.
Cullen's Early Finance Struggle
- Cullen Roche struggled with early finance jobs selling products he didn't believe in and analyzing flaws instead of selling.
- This led him to leave those roles before finding his true path in behaviorally driven investing.
Investing Is a Loser's Game
- Investing is a loser's game where success means making the fewest mistakes, unlike sports where you beat competitors outright.
- Staying disciplined and avoiding big behavioral errors is key to winning in investing.