This episode was originally aired on February 12, 2021.

Life isn’t always black and white, and sometimes the gray is controversial. This week’s guest firmly believes in staying true to himself, living by his grandmother’s maxim: “What other people think of you is none of your business.” In this episode, you’ll hear that come to life. When asked to describe himself, he said gratitude, resilience, and enthusiasm. This is a man who now has his own unit of time: A “Scaramucci.”

Anthony was a successful entrepreneur, financier, and political player well before stepping up to the podium as White House Director of Communications in 2017—for 11 days. Reflecting on this trajectory with surprising self-awareness, Anthony shares stories of the people and places that gave him the stomach to make mistakes, move past failure, and charge forward, living unapologetically big.

For Anthony, choosing risk and testing his resilience are central to being alive, and not at all contradictory to being a conservative institutionalist. A blue-collar-born elite—educationally, socially, and financially—Anthony speaks the vernacular of the person he’s talking to. He knows who he is, but he keeps us guessing. 

  • (2:36) – Who is Anthony Scaramucci?
  • (11:03) – Growing up in Port Washington
  • (16:55) – Getting fired from the White House
  • (19:01) – A “Scaramucci”
  • (22:47) – Ruling over serving
  • (32:01) – Betting on yourself
  • (37:45) – Challenges for the average American investor
  • (44:23) – Bitcoin funds for SkyBridge
  • (51:18) – Acknowledging hypocrisy

Anthony Scaramucci is the founder and managing partner of SkyBridge Capital. Previously, he co-founded Oscar Capital Management, which was sold to Neuberger Berman LLC in 2001, and served as the Vice President in private wealth management at Goldman Sachs. Anthony was the White House Communications Director for a short period in July 2017 under President Trump. He has published four books: The Little Book of Hedge Funds, Goodbye Gordon Gekko, Hopping Over the Rabbit Hole, and Trump: The Blue-Collar President. He earned a bachelor’s degree in economics from Tufts University and a Juris Doctor from Harvard Law School. 

Eric Satz—entrepreneur, serial investor, lover of hot peppers— is the founder and CEO of Alto. The idea behind Alto was born out of a problem. Eric found a clear need to give people more control over their investments (and investment opportunities) in a simple, streamlined way and created Alto to make these opportunities available to all investors, not just the ultra-wealthy or institutional investors. 

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