My biggest mistake: Anthony Scaramucci on what makes Donald Trump tick

On Elon Musk, money and the White House, fast-talking Wall Street hedge fund manager and former Trump communications director Anthony Scaramucci tells it as he sees it.
Image caption: Anthony “The Mooch” Scaramucci at the New York headquarters of his SkyBridge Capital last week. Picture: Jaclyn Licht

Eric Johnston

My biggest mistake: Anthony Scaramucci on what makes Donald Trump tick

May 19, 2025
On Elon Musk, money and the White House, fast-talking Wall Street hedge fund manager and former Trump communications director Anthony Scaramucci tells it as he sees it.
Read Transcript

It’s just after 6pm in New York, and Anthony Scaramucci is in the back seat of an Uber heading uptown.

He got the call a short time ago. A table has suddenly become available at Rao’s, the legendary Italian restaurant in East Harlem that’s more famous for being ­impossible to get into than its signature meatballs.

Scaramucci left his Madison Avenue office and is racing to get there by 7pm. “If I bomb out then I can’t go there anymore,” he says.

Known worldwide as “the Mooch”, Scaramucci is speaking to The Australian via video link.

The fast-talking Wall Street hedge fund manager from the Italian suburbs of Long Island was catapulted onto the global stage when he was tapped by Donald Trump, to become communications head during the US ­President’s first administration. It was 2017 and The Mooch lasted just 10 days in the job before he was fired by Trump amid an acrimonious falling out.

The then White House communications director Anthony Scaramucci with Donald Trump during his first term.
The then White House communications director Anthony Scaramucci with Donald Trump during his first term.

Scaramucci had known Trump for more than two decades before he became president. They first met when The Mooch was at Goldman Sachs, but the two connected over their big personalities and all things New York. That gulf is now so great, Scaramucci has labelled Trump as “dangerous” and endorsed former vice president Kamala Harris in her failed bid for the White House.

Seeing Trump up close in business and private long before his political career, Scaramucci knows what makes the President tick. It all comes down to two things: money and attention. Both forces are constantly vying to be at the top spot.

“When you look through the prism of what he’s doing, it is best to say: ‘Okay, what does that get him attention or money?’ Scaramucci says. “The tariff thing: the way he spun that, and the way he created that he put himself in the minds of every single business person in the world, every single media person, every single journalist”. The fact that (we) are talking about him, he would absolutely love that. He wants his name, his persona, his psyche infecting your brain.

Scaramucci pauses. “It’s almost like ‘Covid-19’ is like ‘Trump 2025’. It’s like he’s a virus, and he wants to be a pandemic on your brain. If you see him through that prism, and you say, ‘Okay, I see why he did that. I see why he went to 180 (per cent tariff) and now he’s at 30 on his way to zero, frankly, because it’ll go right back to where it was’ … He wants us talking about him.”

On the question of money, it’s how this benefits the Trump ­family’s investments. Scaramucci says last week’s tour of the Middle East’s richest counties will offer plenty of private investments.

“If you think the interests of the West, leading the free world, helping the MAGA base … if you think any of those things are even on the list, then you really don’t understand the guy”.

After the White House and his moment in the sun, Scaramucci returned to SkyBridge Capital, the hedge fund he founded after leaving Goldman Sachs. The aim of the fund was to connect the biggest-name wealthy clients in the hedge fund industry. SkyBridge has since become a major player in cryptocurrency markets, launching the Bitcoin Fund in 2021.

Scaramucci, who also runs his own podcast with BBC correspondent Katty Kay, will be headlining the 10th annual Sohn Hearts & Minds Investment Conference, which returns to the Sydney Opera House in November. All the proceeds from the conference go to medical research, with nearly $80m donated over the decade it’s been running in Australia.

(When he is in Australia, The Mooch is hoping to take a side trip to Melbourne: “I love that town. It has the best coffee in the world.”)

Market turmoil followed Trump unleashing his Liberation Day tariffs early last month, with a share market sell-off pushing Wall Street into bear-market territory. But as the turmoil spread to bond markets just over a week later, Trump started to back away. He outlined a three-month pause in punishing reciprocal tariffs and opened a window for negotiations. He held firm with China for several weeks. Two weekends ago, there was a dramatic walk back from both sides. Trump slashed his 145 per cent tariffs on China to 30 per cent for a three-month window. China also agreed to cut its retaliatory tariffs on US goods.

Anthony Scaramucci says Donald Trump’s political instincts are often correct. Picture: AP
Anthony Scaramucci says Donald Trump’s political instincts are often correct. Picture: AP

There’s good reason for the walk back, the former White House adviser says. While Trump initially shrugged off turmoil in equity markets, even he couldn’t ignore the warning signs in bonds.

Sharemarkets may have rebounded; there’s doubt still in bond markets. Over the weekend, Moody’s stripped the US of its rolled-gold AAA credit rating.

“Donald Trump does have a ruler, and that ruler is the bond market,” Scaramucci says.

“Which is why by April 9 he caused a pause (in tariffs)” and this month de-escalated with China.

No doubt the tariff execution was botched. Scaramucci gives the President credit; his political instincts are often right.

“There are some trade imbalances with China that we in the West should rectify,” Scaramucci says. “We did have a problem on our southern border. Don’t go by me – 70 per cent of the Americans felt that we had a problem on our southern border.

“If you have an obligation to spend 2 per cent of your GDP on defence, and you’re a member of NATO then you’re under that number … there are kernels of truth in what he’s saying.”

Why does it go wrong? “What I always say is there’s a good angel on Trump’s shoulder,” he says. “He can identify things, and he can say these things. You look at him, say, ‘okay, that’s actually true’. But then there’s a bad angel in terms of the implementation of policy and the need for attention. And he’s literally got the bad angel or the devil on his shoulder saying, ‘Hey, you might be able to rake in $200bn for your family here’.

“In Trump-1 he was fearful and insecure about the presidency. He had a lot of establishment people in the mix with him that were stopping him from his worst instincts. In Trump-2. He doesn’t have that.”

Whereas son-in-law Jared Kushner was a calming force during Trump’s first administration, he is no longer in the circle of power of the new administration. Instead, his eldest son, Donald Trump Jr, the Trump family’s biggest backer of MAGA, is the President’s new spirit force.

“This is why Trump-2, in my humble opinion, is way more dangerous than Trump-1,” Scaramucci says. “You asked ‘what is he doing?’ They don’t know what he’s doing as of tonight. He’s not actually sure what he’s doing tomorrow. He’s not sure because he wants to get attention.

Elon Musk has the one thing Donald Trump loves: money. Picture: AP
Elon Musk has the one thing Donald Trump loves: money. Picture: AP

“He wants to do some things that will potentially enrich his family, and so when he figures out what they are, he’ll start doing them. And that’s, that’s him”.

There’s a big figure who looms over all this: Elon Musk. Scaramucci admits he got it wrong, thinking Trump and Musk would flame out earlier. Earlier this month, the multibillionaire effectively handed in the keys to the controversial Department of Government Efficiency and returned to his role as Tesla chief executive.

The Musk relationship comes back to one of the core Trump drivers. “Elon’s loaded; Trump loves money,” Scaramucci says.

However, he says it was clear the multi-billionaire overstayed his White House time and was starting to get on Trump’s nerves.

“It’s the old Ben Franklin thing,” he says. “House guests are like fresh fish – they last three days. And so Elon, he wanted him out, but he’s too rich to push him out the way he pushed out me or (former adviser) Steve Bannon. Elon will be in the mix from a ­distance for quite some time ­because of the money associated with him”.

This is a good point to ask about Scaramucci’s own flame out with Trump. Their 20-year friendship was over following Scaramucci’s frenzied 10-day stint as White House communications director. The public line was Trump fired him (via then chief of staff John Kelly) for the Wall Street banker’s colourful criticisms of Bannon, the Trump loyalist and champion of the far-right. (Bannon was sacked as chief strategist a few weeks later.)

Scaramucci counters that his own fate was more than what has been written. He was pushing back on the President too much.

“I got fired because I was fighting with Trump,” he says.

“Trump told me that I was a Deep Stater. I’m like, ‘Dude, I haven’t even been to Washington on a f..king field trip. I’m definitely not a Deep Stater’.”

Still, taking the job was the “biggest mistake” of his life.

Anthony Scaramucci conducting a White House press conference in 2017. Picture: AFP
Anthony Scaramucci conducting a White House press conference in 2017. Picture: AFP

“If you want me to be brutally honest with you, it was the wrong job for me,” he says. “My wife hates Trump, almost as much as Melania (Trump) hates him. My wife told me, ‘Don’t go work for him. He’s gonna burn you. He’s gonna hurt you. Blah, blah, blah’. But the kid from Long Island … this was an egocentric mistake".

“It’s actually a very good lesson for investors. When you put your ego, and you put your pride into your decision-making, you make colossal mistakes. That’s true in investing. It’s true in your personal life. It’s true in your career”.

It’s now nearly 7pm as Scaramucci’s Uber slowly pulls up out the front of Rao’s. Perfect timing.

“When Bill Clinton left the White House, he got himself an office right by this restaurant,” he says. “He tried to get a reservation. They told him: ‘Look, sorry. We don’t care’. The only way you can get in there is you got to know somebody that owns one of the tables in the restaurant’.

Scaramucci simply can’t miss that table.

Anthony Scaramucci will be headlining 2025 Sohn Hearts & Minds conference in Sydney on November 14

This article was originally posted by The Australian here.

Licensed by Copyright Agency. You must not copy this work without permission.

It’s just after 6pm in New York, and Anthony Scaramucci is in the back seat of an Uber heading uptown.

He got the call a short time ago. A table has suddenly become available at Rao’s, the legendary Italian restaurant in East Harlem that’s more famous for being ­impossible to get into than its signature meatballs.

Scaramucci left his Madison Avenue office and is racing to get there by 7pm. “If I bomb out then I can’t go there anymore,” he says.

Known worldwide as “the Mooch”, Scaramucci is speaking to The Australian via video link.

The fast-talking Wall Street hedge fund manager from the Italian suburbs of Long Island was catapulted onto the global stage when he was tapped by Donald Trump, to become communications head during the US ­President’s first administration. It was 2017 and The Mooch lasted just 10 days in the job before he was fired by Trump amid an acrimonious falling out.

The then White House communications director Anthony Scaramucci with Donald Trump during his first term.
The then White House communications director Anthony Scaramucci with Donald Trump during his first term.

Scaramucci had known Trump for more than two decades before he became president. They first met when The Mooch was at Goldman Sachs, but the two connected over their big personalities and all things New York. That gulf is now so great, Scaramucci has labelled Trump as “dangerous” and endorsed former vice president Kamala Harris in her failed bid for the White House.

Seeing Trump up close in business and private long before his political career, Scaramucci knows what makes the President tick. It all comes down to two things: money and attention. Both forces are constantly vying to be at the top spot.

“When you look through the prism of what he’s doing, it is best to say: ‘Okay, what does that get him attention or money?’ Scaramucci says. “The tariff thing: the way he spun that, and the way he created that he put himself in the minds of every single business person in the world, every single media person, every single journalist”. The fact that (we) are talking about him, he would absolutely love that. He wants his name, his persona, his psyche infecting your brain.

Scaramucci pauses. “It’s almost like ‘Covid-19’ is like ‘Trump 2025’. It’s like he’s a virus, and he wants to be a pandemic on your brain. If you see him through that prism, and you say, ‘Okay, I see why he did that. I see why he went to 180 (per cent tariff) and now he’s at 30 on his way to zero, frankly, because it’ll go right back to where it was’ … He wants us talking about him.”

On the question of money, it’s how this benefits the Trump ­family’s investments. Scaramucci says last week’s tour of the Middle East’s richest counties will offer plenty of private investments.

“If you think the interests of the West, leading the free world, helping the MAGA base … if you think any of those things are even on the list, then you really don’t understand the guy”.

After the White House and his moment in the sun, Scaramucci returned to SkyBridge Capital, the hedge fund he founded after leaving Goldman Sachs. The aim of the fund was to connect the biggest-name wealthy clients in the hedge fund industry. SkyBridge has since become a major player in cryptocurrency markets, launching the Bitcoin Fund in 2021.

Scaramucci, who also runs his own podcast with BBC correspondent Katty Kay, will be headlining the 10th annual Sohn Hearts & Minds Investment Conference, which returns to the Sydney Opera House in November. All the proceeds from the conference go to medical research, with nearly $80m donated over the decade it’s been running in Australia.

(When he is in Australia, The Mooch is hoping to take a side trip to Melbourne: “I love that town. It has the best coffee in the world.”)

Market turmoil followed Trump unleashing his Liberation Day tariffs early last month, with a share market sell-off pushing Wall Street into bear-market territory. But as the turmoil spread to bond markets just over a week later, Trump started to back away. He outlined a three-month pause in punishing reciprocal tariffs and opened a window for negotiations. He held firm with China for several weeks. Two weekends ago, there was a dramatic walk back from both sides. Trump slashed his 145 per cent tariffs on China to 30 per cent for a three-month window. China also agreed to cut its retaliatory tariffs on US goods.

Anthony Scaramucci says Donald Trump’s political instincts are often correct. Picture: AP
Anthony Scaramucci says Donald Trump’s political instincts are often correct. Picture: AP

There’s good reason for the walk back, the former White House adviser says. While Trump initially shrugged off turmoil in equity markets, even he couldn’t ignore the warning signs in bonds.

Sharemarkets may have rebounded; there’s doubt still in bond markets. Over the weekend, Moody’s stripped the US of its rolled-gold AAA credit rating.

“Donald Trump does have a ruler, and that ruler is the bond market,” Scaramucci says.

“Which is why by April 9 he caused a pause (in tariffs)” and this month de-escalated with China.

No doubt the tariff execution was botched. Scaramucci gives the President credit; his political instincts are often right.

“There are some trade imbalances with China that we in the West should rectify,” Scaramucci says. “We did have a problem on our southern border. Don’t go by me – 70 per cent of the Americans felt that we had a problem on our southern border.

“If you have an obligation to spend 2 per cent of your GDP on defence, and you’re a member of NATO then you’re under that number … there are kernels of truth in what he’s saying.”

Why does it go wrong? “What I always say is there’s a good angel on Trump’s shoulder,” he says. “He can identify things, and he can say these things. You look at him, say, ‘okay, that’s actually true’. But then there’s a bad angel in terms of the implementation of policy and the need for attention. And he’s literally got the bad angel or the devil on his shoulder saying, ‘Hey, you might be able to rake in $200bn for your family here’.

“In Trump-1 he was fearful and insecure about the presidency. He had a lot of establishment people in the mix with him that were stopping him from his worst instincts. In Trump-2. He doesn’t have that.”

Whereas son-in-law Jared Kushner was a calming force during Trump’s first administration, he is no longer in the circle of power of the new administration. Instead, his eldest son, Donald Trump Jr, the Trump family’s biggest backer of MAGA, is the President’s new spirit force.

“This is why Trump-2, in my humble opinion, is way more dangerous than Trump-1,” Scaramucci says. “You asked ‘what is he doing?’ They don’t know what he’s doing as of tonight. He’s not actually sure what he’s doing tomorrow. He’s not sure because he wants to get attention.

Elon Musk has the one thing Donald Trump loves: money. Picture: AP
Elon Musk has the one thing Donald Trump loves: money. Picture: AP

“He wants to do some things that will potentially enrich his family, and so when he figures out what they are, he’ll start doing them. And that’s, that’s him”.

There’s a big figure who looms over all this: Elon Musk. Scaramucci admits he got it wrong, thinking Trump and Musk would flame out earlier. Earlier this month, the multibillionaire effectively handed in the keys to the controversial Department of Government Efficiency and returned to his role as Tesla chief executive.

The Musk relationship comes back to one of the core Trump drivers. “Elon’s loaded; Trump loves money,” Scaramucci says.

However, he says it was clear the multi-billionaire overstayed his White House time and was starting to get on Trump’s nerves.

“It’s the old Ben Franklin thing,” he says. “House guests are like fresh fish – they last three days. And so Elon, he wanted him out, but he’s too rich to push him out the way he pushed out me or (former adviser) Steve Bannon. Elon will be in the mix from a ­distance for quite some time ­because of the money associated with him”.

This is a good point to ask about Scaramucci’s own flame out with Trump. Their 20-year friendship was over following Scaramucci’s frenzied 10-day stint as White House communications director. The public line was Trump fired him (via then chief of staff John Kelly) for the Wall Street banker’s colourful criticisms of Bannon, the Trump loyalist and champion of the far-right. (Bannon was sacked as chief strategist a few weeks later.)

Scaramucci counters that his own fate was more than what has been written. He was pushing back on the President too much.

“I got fired because I was fighting with Trump,” he says.

“Trump told me that I was a Deep Stater. I’m like, ‘Dude, I haven’t even been to Washington on a f..king field trip. I’m definitely not a Deep Stater’.”

Still, taking the job was the “biggest mistake” of his life.

Anthony Scaramucci conducting a White House press conference in 2017. Picture: AFP
Anthony Scaramucci conducting a White House press conference in 2017. Picture: AFP

“If you want me to be brutally honest with you, it was the wrong job for me,” he says. “My wife hates Trump, almost as much as Melania (Trump) hates him. My wife told me, ‘Don’t go work for him. He’s gonna burn you. He’s gonna hurt you. Blah, blah, blah’. But the kid from Long Island … this was an egocentric mistake".

“It’s actually a very good lesson for investors. When you put your ego, and you put your pride into your decision-making, you make colossal mistakes. That’s true in investing. It’s true in your personal life. It’s true in your career”.

It’s now nearly 7pm as Scaramucci’s Uber slowly pulls up out the front of Rao’s. Perfect timing.

“When Bill Clinton left the White House, he got himself an office right by this restaurant,” he says. “He tried to get a reservation. They told him: ‘Look, sorry. We don’t care’. The only way you can get in there is you got to know somebody that owns one of the tables in the restaurant’.

Scaramucci simply can’t miss that table.

Anthony Scaramucci will be headlining 2025 Sohn Hearts & Minds conference in Sydney on November 14

This article was originally posted by The Australian here.

Licensed by Copyright Agency. You must not copy this work without permission.

Disclaimer: This material has been prepared by The Australian, published on May 19, 2025. HM1 is not responsible for the content of linked websites or content prepared by third party. The inclusion of these links and third-party content does not in any way imply any form of endorsement by HM1 of the products or services provided by persons or organisations who are responsible for the linked websites and third-party content. This information is for general information only and does not consider the objectives, financial situation or needs of any person. Before making an investment decision, you should read the relevant disclosure document (if appropriate) and seek professional advice to determine whether the investment and information is suitable for you.

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Learn what makes a high conviction investment and how to avoid short-term noise

In this episode, our Core Fund Manager Magellan shares how they select top stocks for the HM1 portfolio.

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investing
November 7, 2023

Delve into the world of kids critical care and trauma research

In thie episode, we are joined by Dr. Marino Festa, or Rino for short. He is the Medical Director of NSW Kids ECMO Referral Service and a senior specialist in Paediatric Intensive Care at Children’s Hospital at Westmead.

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impact-podcasts
October 31, 2023

Where Regal's Phil King is searching for opportunities

HM1's CIO, Charlie Lanchester, talks to Phil King of Regal Funds about his passion for stocks, his ongoing search for opportunities, and some of the sectors he’s excited by right now. Phil King of Regal Funds, has been a tremendous supporter of Hearts & Minds since the beginning.

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investing
October 24, 2023

Preventing recurrent miscarriages and birth defects

In this episode, CEO Paul Rayson is joined by renowned biomedical researcher Professor Sally Dunwoodie. Prof. Dunwoodie's groundbreaking work has revolutionised clinical practices and enabled genetic diagnostic tests worldwide. In 2017, her team achieved a double breakthrough with the potential to prevent recurrent miscarriages and various birth defects.

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impact-podcasts
October 17, 2023

Nick Griffin on how he finds global winners

In this episode, CIO Charlie Lanchester chats with Nick Griffin, the founding partner and CIO of Munro Partners, one of HM1's Core Fund Managers. They go over his career to date, reflect on the lessons he’s learned, and trace the decisions that led to him starting Munro.

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investing
October 10, 2023

How A/Prof Matt Call is teaching our body to kill cancer

In this episode, CEO Paul Rayson is joined by WEHI’s Associate Professor Matt Call to talk about his incredible research. Matt’s team teaches and trains the body's own immune cells to target and kill cancer cells.

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impact-podcasts

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