July 24, 2025

The Truth About Doing Business With Jerks

The Truth About Doing Business With Jerks

In today’s episode, Investor and entrepreneur Anthony Scaramucci joins me to talk decision making, resilience, kindness, and what really matters in today’s business and cultural landscape.

In today’s episode, I sit down with Anthony Scaramucci, investor, author, and founder of SkyBridge Capital, for a conversation about decision making, resilience, and the value of kindness in business. Anthony shares how insecurity shaped his early career, why being decent to a server led to a $35 million opportunity, and how falling off the ladder revealed who was really in his corner. We talk about equity of opportunity, the pressures facing young men today, and what led him to co-create The Lost Boys podcast. He also gives a preview of what’s ahead at this year’s SALT Conference in Jackson Hole.