The Truth About Doing Business With Jerks episode artwork

EPISODE · Jul 24, 2025 · 18 MIN

The Truth About Doing Business With Jerks

from The Playbook · host David Meltzer, Entrepreneur.com

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.

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The Truth About Doing Business With Jerks

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This episode is 18 minutes long.

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This episode was published on July 24, 2025.

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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...

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