Just Press Record

In the second episode of Just Press Record, I had the pleasure of inviting Brian Portnoy, a behavioral finance expert, and Mat Cashman, an options trading specialist, to join me for a discussion on the concept of optionality in decision-making. Our conversation delved into the importance of having choices in life, the challenges of navigating uncertainty, and the role of self-awareness in making meaningful decisions. My guests shared insights from their respective fields, drawing fascinating parallels between options trading and personal decision-making, emphasizing the value of accumulating affordable, slightly out-of-the-money options in various aspects of life. We also explored the concept of "funded contentment," the pursuit of a meaningful life, and the courage to challenge one's evolving sense of identity. I found this podcast to be truly thought-provoking, offering practical advice for those seeking to make better decisions and lead more fulfilling lives.

In this podcast, Jess Bost, Tom Morgan and I dive into the concept of best self versus favorite self that Robin Arzon introduced in her interview with Adam Grant. We explore how trauma can spark transformative life changes, the importance of narrowing your focus to what's most fulfilling even if it goes against societal expectations, and the role mentors play in giving people space to flourish. We also discuss team dynamics, communication, and how the hero's journey plays out in group settings. Ultimately, it's about aligning your personal identity, finding your niche in a diverse ecosystem, and letting go of external pressures to move from a "best self" to "favorite self" mentality. Hope you find our discussion insightful and thought-provoking.