Anthony Scaramucci - My Biggest Failure? Working For Donald Trump

Scaramucci’s 11-day tenure as the White House Communications Chief under President Donald Trump’s first term ended in a blaze of recrimination. Scaramucci was advised by a PR consultant to disappear for five years. He refused - and reinvented his career.

Now, he is the co-host of the US version of The Rest is Politics podcast alongside British journalist Katty Kay.

After Harvard Law School, he joined Goldman Sachs and built a career in finance, eventually founding the investment firm SkyBridge Capital.

In this revealing conversation we discuss what working on Wall Street in the 80s was like, getting fired from Goldman Sachs, his failed first marriage, not being there for his son’s birth, getting fired from The White House and rebuilding his current marriage.

His book, All the Wrong Moves, looks at how three catastrophic decisions and years of ‘sh*tshow politics’ led to Trump.

IN THIS EPISODE:

00:00 Introduction montage

03:22 Learning optimism and pronoia

05:02 Self forgiveness after failure

06:40 Growing up and getting to Tufts

11:58 Why he wrote the book

14:03 Fired then rehired at Goldman

25:23 Money mindset and marriage cracks

30:48 Work Taxes Burnout

31:26 Marriage Neglect Regrets

34:07 Conflict Avoidance Trap

34:55 Affair Self Forgiveness

37:46 Fatherhood After Divorce

40:44 Trump Ego Decision

45:00 Firing from The Whitehouse

57:03 Rebuilding and Looking Ahead

💬 QUOTES TO REMEMBER:

When bad things happen, take a step back, and get into a channel that is the adult channel. Act in a rational way.

I trained my brain to be optimistic.

If you’re not careful, wealth can make you very depressed and lonely.

Trump's bullying reminded me of my dad… but I was better prepared for it.

🔗 LINKS + MENTIONS:

Anthony’s book, All the Wrong Moves, is available to buy now: www.penguin.co.uk/books/476667/all-the-wrong-moves-by-scaramucci-anthony/9781847929235

Join the How To Fail community: www.howtofail.supportingcast.fm/#content

Elizabeth’s Substack: www.theelizabethday.substack.com

📚 WANT MORE?

Bernie Sanders - swap.fm/l/pH8V6cBejDnhH47ega6D

Andy Burnham - swap.fm/l/IpwatiJ5cM1h0UfcyFiA

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Production & Post Production Coordinator: Eric Ryan

Engineer: Matias Torres

Assistant Producer: Shania Manderson

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Executive Producer: Alex Lawless

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