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Anthony Scaramucci
Founder, SkyBridge Capital

Anthony Scaramucci | Working For Trump, Astrology & An Italian-American Upbringing

📅 Jul 03, 2026 The Rosebud Podcast and Anthony Scaramucci 72 MIN 30874 VIEWS 199 SEGMENTS · 2 SPEAKERS
It's The Mooch! Yes, today Rosebud celebrates 250 years of American independence with our final U.S. guest: the irrepressible host of the Rest Is Politics U.S., Anthony Scaramucci. In this fascinating and free-wheeling conversation, Anthony talks to Gyles about his childhood in a Long Island, in a loving and hard-working Italian-American family, with parents who managed to fit 600 years of arguments into their 60 year marriage. He talks about his high school years, when he was a self-confessed "Long Island Guido" with combed back hair, gold jewellery, and a choice of shirts hanging in the back...

What Anthony Scaramucci said

Written from the verified transcript and checked against it. Every figure links to the moment it was said.

Anthony Scaramucci discussed his Italian-American upbringing, early career, and time in the Trump administration. He described his grandmother Maria Aldorata DeFeo, who instilled in him a sense of 'pronoya' (the opposite of paranoia). He recounted being fired from Goldman Sachs on February 1, 1991, then rehired, and later founding SkyBridge Capital, which he said was worth a couple hundred million dollars. Scaramucci detailed his work as a fundraiser for Jeb Bush before Trump called him to join his campaign. He described his brief tenure as White House communications director, saying he was fired by John Kelly after refusing to lie about the inaugural crowd size. He reflected on his two marriages, his work with a life coach, and his belief that kindness is the ultimate virtue. He expressed cautious optimism about America's next 250 years.

Key takeaways

  1. Scaramucci was fired from Goldman Sachs on February 1, 1991, for being bad at the job, then rehired after a friend tipped him off to an opening.
  2. He said SkyBridge Capital was worth a couple hundred million dollars, and he turned down a $250 million offer to buy it before entering the White House.
  3. He claimed Trump pushed him to lie about the inaugural crowd size, which he refused to do, contributing to his firing.
  4. He said Trump 'doesn't have friends' and that everyone who works for him eventually gets 'blown up.'
  5. He credited Tony Robbins with introducing him to a life coach who helped repair his second marriage.

Numbers and commitments

FigureWhat it refers toTypeAt
February 1, 1991 Date he was fired from Goldman Sachs timeline 36:47
$250 million Offer to purchase SkyBridge before White House role price 40:09
71 Campaign stops he did for Trump metric 44:56
9 months Length of time he worked for Trump's campaign timeline 44:56
14 Diet Cokes Trump drank during their lunch other 49:10
22 years Length of his first marriage timeline 55:17
10-year Payout period for first divorce settlement timeline 55:38
70% Blame he takes for first marriage failure metric 56:51
5 Total number of children he has metric 1:09:29
62 His age at time of interview metric 1:08:16

Chapters

  1. 0:00Early childhood and grandmother
  2. 4:56Parents' courtship and marriage
  3. 36:34Goldman Sachs firing and rehire
  4. 39:58SkyBridge valuation and Trump call
  5. 43:56Campaign work for Trump
  6. 47:25White House communications director role
  7. 54:57First marriage and divorce
  8. 57:37Second marriage and repair
  9. 1:04:26Astrology and personal philosophy
  10. 1:08:16Life lessons and American optimism

Questions asked in this interview

12
  1. 0:00Anthony Scaramucci, do I call you Anthony?
  2. 2:38What is that with your hand? What's happening?
  3. 4:30And Italian-Americans, your grandmother, was she first-generation American?
  4. 5:13And how old were each of them?
  5. 39:58That is worth what SkyBridge now?
  6. 41:07Had you met him over the years?
  7. 44:54And he has good sense of humor?
  8. 51:21Why did it How was your first day like?
  9. 56:43If you'd gone to confession, maybe you did go to confession during this period, what would the first thing have been that you would want to confess in relation to that first marriage?
  10. 58:10Gosh, for what reason and when?
  11. 1:04:09How are you contacting your wife you found out while you're in London?
  12. 1:05:42Was the obituary a generous one?
Giles Brandreth 0:00 ↗
Hello, I'm Giles Brandreth and this is the Rosebud Podcast. As part of our America 250 season, today our special guest is Anthony Scaramucci. The Mooch. Welcome to Rosebud. Anthony Scaramucci, do I call you Anthony?
Anthony Scaramucci 0:18 ↗
I love the way you say the whole name. Say it just one more time for all of us because I love the way you say it.
Giles Brandreth 0:23 ↗
And I love saying it. I've been saying it a lot. Can I say in recent days knowing you were coming I've been saying, 'Oh yes, our guest is Anthony Scaramucci.'
Anthony Scaramucci 0:31 ↗
I love it. I love the way you say it. Yeah, you can call me Anthony. I've been called Mooch. I've been called worse than Anthony and Mooch. So it's all good. Anything you want to call me.
Giles Brandreth 0:38 ↗
The 'th' is hard, isn't it? Anthony.
Anthony Scaramucci 0:40 ↗
Yeah. Although in some cases, Anthony, I think, or Anthony like Mark Anthony, but again you can say anything you want. I guess the only thing that never happened to me for some reason, no one ever called me Tony. So I've never been called Tony.
Giles Brandreth 0:52 ↗
And yet as you're going to discover there is an Italian heritage and I think of Italian Tonys as being Tony. Anyway, you are Anthony Scaramucci, born on the 6th of January, 1964.
Anthony Scaramucci 1:04 ↗
11:00 a.m.
Giles Brandreth 1:05 ↗
At 11:00 a.m.
Anthony Scaramucci 1:06 ↗
Nassau Hospital, Mineola, New York.
Giles Brandreth 1:08 ↗
Anthony Scaramucci, what is your very first memory?
Anthony Scaramucci 1:12 ↗
My very first memory is riding the bus. I was probably about two and a half, three years old and I was with my grandmother. Of course she didn't know how to drive and she put me on the bus with her. I can remember it because I was very young, very small, but I could remember the smells on the bus, the metallic smell. I have this vivid memory of her squeezing my hand in this overprotective position where I remember thinking, 'Wow.' I could sense her worry even though I was a young kid.
Giles Brandreth 1:50 ↗
What was this bus and who was this grandmother? Who was she? The mother?
Anthony Scaramucci 1:54 ↗
Her name was Maria Aldorata DeFeo and she was my mom's mother. Unfortunately, I never met my dad's parents. They died before I was born. But I did get to meet my grandfather and my grandmother, or my nonno and my nana as we would have said in our Italian-American community. She died when I was nine, but I was very close to her. I would say that my first nine years on Earth, I was parented by two Catholic and very tough Italian-American women. So I got hit with the wooden spoon. They would do this with their hand, you had to run, you were going to get it.
Giles Brandreth 2:38 ↗
What is that with your hand? What's happening?
Anthony Scaramucci 2:39 ↗
That was a sign of anger in Southern Italy. If my grandmother went like this with her hand, you were getting hit with something. We didn't know what it was, but something was coming.
Giles Brandreth 2:47 ↗
She did this before it happened.
Anthony Scaramucci 2:48 ↗
Yeah, before it happened.
Giles Brandreth 2:49 ↗
And this was trying to control herself?
Anthony Scaramucci 2:50 ↗
Yeah, or it was a signal to you. It was a signal to me.
Giles Brandreth 2:53 ↗
Look out, something's going to happen.
Anthony Scaramucci 2:55 ↗
Yeah.
Giles Brandreth 2:55 ↗
And it would be a wooden spoon.
Anthony Scaramucci 2:57 ↗
Yeah, we got hit with the spoon.
Giles Brandreth 2:58 ↗
On the hand? On the head? On the...
Anthony Scaramucci 3:00 ↗
Yeah, you get hit in the ass, on the side of the head. She'd pull my hair. They were tough, but they were great. She was a wonderful person. She had a lot of Catholic faith. I think I got from her something she didn't know the word for: pronoya. Have you heard of the word pronoya?
Giles Brandreth 3:22 ↗
No.
Anthony Scaramucci 3:22 ↗
It's the opposite of paranoia. The universe is turning towards you. The people around you are there to help you. She had this unstinting faith in that and this unconditional love affair with America. I think she turned me into a pronoyac, if you will.
Giles Brandreth 3:40 ↗
Where was the bus?
Anthony Scaramucci 3:42 ↗
The bus was actually on Main Street in Port Washington.
Giles Brandreth 3:45 ↗
Where is Port Washington?
Anthony Scaramucci 3:46 ↗
Where I grew up. Port Washington is a hamlet on the North Shore of Long Island. It used to be called Cow Neck. General Washington, that traitor to you and an American patriot to me, quartered troops on the south side of the bay there. After the Revolutionary War, they renamed the town Port Washington after him. The streets I grew up on were very tiny houses, a middle-class area. The streets were named after the founding fathers: Jefferson Street, Adams Street. It was all Italian-Americans, all blue-collar people.
Giles Brandreth 4:30 ↗
And Italian-Americans, your grandmother, was she first-generation American?
Anthony Scaramucci 4:35 ↗
Yeah, definitely first generation. She was born in Italy and came over.
Giles Brandreth 4:39 ↗
So your mother, what was her name?
Anthony Scaramucci 4:42 ↗
Maria, named after her mom. Her maiden name was DeFeo. She met my father in 1953.
Giles Brandreth 4:52 ↗
And do you know how they met? Literally how they met, the moment they met, your two parents?
Anthony Scaramucci 4:56 ↗
They met in a place called Freddy's Restaurant on Port Washington Boulevard. It's not there anymore. It was an old-school New York style diner with coffee stations, a soda fountain, and full circular swivel seats.
Giles Brandreth 5:13 ↗
And how old were each of them?
Anthony Scaramucci 5:14 ↗
She was 16. He was 18. She was dating somebody. He was soliciting her. He convinced her and two of her classmates, because he had a car, to go to Jones Beach. He got a flat tire on the way. He was out changing the tire, she was yelling at him, and he took his greasy hands and put the grease on her white t-shirt. I don't know why that attracted my mother to him, but they got married.
Giles Brandreth 6:05 ↗
How quickly did they get married?
Anthony Scaramucci 6:07 ↗
She met him in '53, got married on January 20th, 1957. They dated on and off for the first two years, then got more serious. They married at the local church, had the reception at a local restaurant.
Giles Brandreth 6:24 ↗
Were families enthusiastic about it?
Anthony Scaramucci 6:27 ↗
No. My grandfather thought my dad was too poor to marry. My grandfather had made a little money as a car mechanic, owned a few houses. He thought my dad was too poor for my mother. She was dating the son of a judge, which my grandfather approved of. My father was a scrappy poor kid from northeastern Pennsylvania, a nobody in my grandfather's mind. So he didn't approve.
Giles Brandreth 7:02 ↗
But you say your dad was a bit of a hustler. And so he got usually what he wanted anyway.
Anthony Scaramucci 7:07 ↗
He was a hard worker, persistent, charming, good-looking. He got what he wanted. But they had a rough marriage. I'm not going to mince words on the Rosebud podcast. They were married too young, personality mismatch, which happened a lot in Italian Catholic families.
Giles Brandreth 7:19 ↗
Why did they have a rough marriage? And was it rough from the beginning?
Anthony Scaramucci 36:34 ↗
I'm a real estate investment banker at Goldman Sachs. Look at the pinky, see? But here's the problem with that. That's what really happened to me. Because what ended up happening is I sucked at the job.
Giles Brandreth 36:47 ↗
Oh.
Anthony Scaramucci 36:47 ↗
And so now I'm in the job, working very hard, but I don't really understand it that well. The firm goes into a downturn because of the Iraq war. The partner running the area fired me on February 1st, 1991. He took me to his apartment, got me a beer, and said, 'You're fired. You actually suck at the job. You need a different job.' I asked him to be a reference. I went to the bank, got four rolls of quarters, and called people from pay phones looking for a job. I was 27, humiliated. A friend told me about an opening at Goldman in a different area. I called the guy who fired me, and he got me the interview. I got rehired, but they gave me an $11,000 severance check which I had already spent. The personnel person marked it as an interdepartmental transfer. I spent seven years at Goldman, then left to start my own company.
Giles Brandreth 39:58 ↗
And where we are now with the latest company, which is SkyBridge. We can't go through all the ups and downs of your career. That is worth what SkyBridge now? This is the ultimate company that you built, the business.
Anthony Scaramucci 40:09 ↗
I don't know. It's probably worth a couple hundred million dollars. It's a private company. When I was going into the White House, I had an offer to purchase the company at $250 million. I didn't do that because I got fired so quickly and didn't want to give up the company. So I went back to it.
Giles Brandreth 40:30 ↗
How do you end up at the White House? How does that happen?
Anthony Scaramucci 40:32 ↗
I ended up in the White House because I'm a prolific political fundraiser. I've raised a ton of money for different politicians. I was working for Jeb Bush. I know Trump for multiple decades.
Giles Brandreth 40:43 ↗
Jeb Bush was in Florida. Was he?
Anthony Scaramucci 40:44 ↗
Jeb Bush was the governor of Florida, son of George Herbert Walker Bush and brother of George Walker Bush. He was running for president in '16, a very successful governor, and raised a boatload of money.
Giles Brandreth 40:57 ↗
Helped by you.
Anthony Scaramucci 40:58 ↗
And yeah, he got slayed by Trump. Trump called me and said, 'Hey, come work for me.'
Giles Brandreth 41:04 ↗
Again, it was Trump called you. This is a phone call.
Anthony Scaramucci 41:06 ↗
The phone call, yeah.
Giles Brandreth 41:07 ↗
From Trump. Who is? Had you met him over the years?
Anthony Scaramucci 41:09 ↗
Yeah, so I had a relationship. I would never qualify myself as a friend of Donald Trump's. If you're qualifying yourself as a friend, you're exaggerating or lack self-awareness. He doesn't have friends. You're a transaction in his field of view. Transact with him at your peril. Everybody gets blown up. There's a carousel of people that join the Trump chorus, get backstabbed, and lit up. That's what happens.
Giles Brandreth 41:52 ↗
So, phone call comes through. You have breakfast. You have breakfast.
Anthony Scaramucci 41:55 ↗
I got it. Good. So, I got to breakfast.
Giles Brandreth 41:57 ↗
And what do you have for breakfast?
Anthony Scaramucci 41:58 ↗
I just have coffee, actually. It's a late breakfast. I go to the 26th floor of Trump Tower. He's sitting at his desk, perched up high, and your chair is down low. You're looking up at him. He's telling me this was the day after The Apprentice finale.
Giles Brandreth 42:31 ↗
Which is his big TV show.
Anthony Scaramucci 42:33 ↗
Big TV show. He asked if I saw him on The Apprentice. I said no. He said the ratings were fantastic. Then he said, 'But that's over now, I'm running for president.' I laughed and said, 'You're not running for president. Fox News had you at 2% in the polls.' He said, 'That's because people like you don't believe me. When I announce, I'll shoot to the top and win. You should come work for me.'
Giles Brandreth 43:13 ↗
Mhm.
Anthony Scaramucci 43:13 ↗
I said, 'I still don't believe you. I think it's a publicity stunt. I'm with Jeb Bush and it would be disloyal to break.' To Trump's credit, he respected that. He said, 'If I knock Jeb out of the race, will you come work for me?' I made a stupid decision and said yes. He knocked Jeb out, his assistant called me, and I went to work for him.
Giles Brandreth 43:56 ↗
And you went to work for him as a fundraiser because that was your record.
Anthony Scaramucci 43:58 ↗
Yeah, I went to work for him as a fundraiser. I was also hosting a show for Fox Business called Wall Street Week and was a business commentator. So I provided media support and advocacy, raised money, reviewed speeches, and so forth.
Giles Brandreth 44:31 ↗
He calling the shots? Did he phone you? How did it work?
Anthony Scaramucci 44:34 ↗
He called me. He always called me Anthony. I never called him Donald; I called him Mr. Trump, and later Mr. President.
Giles Brandreth 44:50 ↗
And I've been told by many people his personal manner is quite charming.
Anthony Scaramucci 44:53 ↗
No question.
Giles Brandreth 44:54 ↗
And he has good sense of humor?
Anthony Scaramucci 44:56 ↗
He's got a good sense of humor. He can be charming in small spaces. I got on with him. I worked for him for 9 months, did 71 campaign stops, raised lots of money. Jared Kushner said Trump said I reminded him of Fred Trump because I built my own business. I was direct with him. He appreciated that during the campaign, but not in the White House.
Giles Brandreth 45:41 ↗
So, you become He appointed you as the communication secretary.
Anthony Scaramucci 45:44 ↗
The first move was he made me part of the executive transition committee. For 12 weeks, I interviewed cabinet and sub-cabinet officials, worked on building the cabinet and ambassadorships.
Giles Brandreth 46:01 ↗
And you were excited because you thought he's a president now. Did you think this is going to work?
Anthony Scaramucci 46:07 ↗
I didn't think he was going to win. He didn't think he was going to win either. When he won, we were all shocked. We had to build the cabinet in a manic rush. That's when the hook went through my eyeball. I let my pride and ego get the best of me. My wife thought Trump was batshit crazy and told me not to do it. I didn't listen and paid the price.
Giles Brandreth 47:19 ↗
[sighs and gasps]
Anthony Scaramucci 47:19 ↗
I paid the price.
Giles Brandreth 47:20 ↗
And how did you pay the price? Because you do eventually, once he actually becomes president, you were appointed. What was your role?
Anthony Scaramucci 47:25 ↗
I was the OPL director, Office of Public Liaison. I was supposed to network for the president, build relationships with government officials and business leaders. But Reince Priebus, the chief of staff, didn't like me. He was passive-aggressive, stabbing me in the back. I called him out, which made it worse. I had the blue badge and access to the White House from January 20th until I got fired. Trump told me not to give up the badge, he'd find me a job. On July 20th, he called me in for lunch.
Giles Brandreth 49:09 ↗
What did you eat?
Anthony Scaramucci 49:10 ↗
I had a club sandwich. Trump didn't eat anything, just drank 14 Diet Cokes. He said, 'I want you to come work for me. You're right about Priebus and Bannon. I got to get rid of them.' I said okay. He asked what offices were available, and the communications director office was open. He said, 'You're my communications director.' I said I had no experience. He said, 'Relax, you'll figure it out.' That was the height of my stupidity. The next day, the White House ops guy told Priebus and Bannon. They called me non-stop. The next morning, we met in the chief of staff's office. They ripped into me, but I said Trump wants me. That was pride and ego.
Giles Brandreth 51:21 ↗
But Trump might have been right. You might have done the job well. Why did it How was your first day like?
Anthony Scaramucci 51:26 ↗
I was never going to be able to do the job well because the knives were already out. Trump did something on the first day that made it impossible. He told Priebus, 'I don't want your filth and your stink on him,' and said I report directly to him. That was bad because when the new chief of staff came in, he wouldn't like it. John Kelly fired me as one of his first acts. But John and I are good friends now. It's important not to take it personally.
Giles Brandreth 52:34 ↗
So, you felt you weren't able to do the job, but you were hooked in. They didn't want you in there, certainly not having direct contact with the president. Why did he let you go since he decided you were going to be
Anthony Scaramucci 52:43 ↗
Trump let me go because I was fighting with him.
Giles Brandreth 52:47 ↗
Oh.
Anthony Scaramucci 52:47 ↗
Trump had decided to do things his way, some of which may cross constitutional lines. He pushed me to do things I wasn't capable of, like lying about the inaugural crowd size. I refused because I have a reputation on Wall Street. I pissed him off. Kelly was honest that it wouldn't work. So I got fired. Then I got lit up by late-night comedians and cable news. It was brutal.
Giles Brandreth 54:13 ↗
Did you feel
Anthony Scaramucci 54:14 ↗
9 years later, we're still talking about it. It was brutal.
Giles Brandreth 54:17 ↗
But did you feel humiliated by it?
Anthony Scaramucci 54:19 ↗
Oh, very much so. Among many other feelings: humiliation, shame, self-consciousness, awkwardness, pissed-offness at myself for falling into an ego trap. I also had a problem with my wife and missed the birth of my son James.
Giles Brandreth 54:50 ↗
Tell us about your wife. This is your first wife?

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APA

Scaramucci, A. (2026, July 3). Anthony Scaramucci | Working For Trump, Astrology & An Italian-American Upbringing [Interview transcript]. The Rosebud Podcast and Anthony Scaramucci. CEOInterviews.AI. https://ceointerviews.ai/interview/1061886/

MLA

Anthony Scaramucci. "Anthony Scaramucci | Working For Trump, Astrology & An Italian-American Upbringing." The Rosebud Podcast and Anthony Scaramucci, 3 Jul. 2026. Transcript, CEOInterviews.AI, https://ceointerviews.ai/interview/1061886/.

BibTeX
@misc{scaramucci2026_1061886,
  author       = {Anthony Scaramucci},
  title        = {Anthony Scaramucci | Working For Trump, Astrology \& An Italian-American Upbringing},
  howpublished = {Interview transcript, The Rosebud Podcast and Anthony Scaramucci. CEOInterviews.AI},
  year         = {2026},
  month        = {jul},
  url          = {https://ceointerviews.ai/interview/1061886/},
  note         = {Speaker-attributed transcript with timestamps}
}