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Bill O'Reilly
11 days. What the deuce happened?
Anthony Scaramucci
I'm fired by President Trump. I was not the right guy for that job. I'm not a bull. I wasn't kissing Trump's ass like these sycophants. I'm a Republican. I've always been a Republican.
Bill O'Reilly
I'm not calling you a sellout.
Anthony Scaramucci
No, no, I got it.
Bill O'Reilly
We have the choir. Don't upset the choir.
Anthony Scaramucci
Amen.
Bill O'Reilly
You see the light?
Anthony Scaramucci
Okay. I mean, you're fantastic, by the way. But go ahead, keep going.
Bill O'Reilly
Hey, Bill O'Reilly here. Welcome. Long form. We'll do it live. Our guest today is an interesting guy. Noemi lives in my hometown on Long Island. His name is Anthony Scaramucci. And I've got, I usually don't do note extended notes and interviews, but I have to do it because he's got a resume. It's all over the place. And I don't want to get it wrong. He's got a book coming out in September, all the wrong moves, economic book. Anyway, he's a rich guy, so he's worth listening to. Unfortunately for Anthony, his book comes out the same day my book comes out, Confronting America. So, you know, he's got to compete with me. Collaborate, collaborate, you know. All right, so here he is, Anthony Scaramucci, very impressive resume. A Long island boy. What town were you?
Anthony Scaramucci
So I was raised in Port Washington. I was born in Minneola. Nassau Hospital, I think you remember Nassau Hospital, right?
Bill O'Reilly
Yep. Yeah.
Anthony Scaramucci
And yeah, my dad was the crane operator out on West Shore Road in, in Port Washington, if you remember. McCormick sand and Stone and Gotham sand and Stone down there, there's, there's a beautiful golf course there now. And Ken Langone, someone you and I know well put a monument there to all of the Irish and Italian immigrants that.
Bill O'Reilly
Still an ethnic area?
Anthony Scaramucci
Yeah, still an ethnic area, but yeah. So my dad was a union guy and he was a crane operator there.
Bill O'Reilly
I didn't get over to that area until very late in life. I was in Levittown.
Anthony Scaramucci
Levittown, yeah, I remember that.
Bill O'Reilly
So you got a law degree from Harvard. That's impressive. BA in economics and tufts. And then you start your climb in the financial world, Goldman Sachs, you start your own company, Skybridge Capital. You become very successful, wealthy individual. What would you attribute your success to? First of all, before we get into the politics, which I think are fascinating, but why are you successful? Why,
Anthony Scaramucci
I would say in the beginning financial, I would say reasonably high iq. I mean, my mother went to the sixth grade and she came back from the parent teacher and said, you have some kind of Q thing. I don't know what it is. My mother wasn't educated, and I went back to the school. He was a Navy vet. His name was George Kestner. He told me I had a high iq. So I think that was number one. Number two, there was a lot of financial anxiety in my house, which I think you experienced because I've read some of your books.
Bill O'Reilly
We didn't have any money.
Anthony Scaramucci
Yeah. And so I had a paper out, a Newsday paper out early. I worked at the local Key Food. The supermarket is now North Shore Farms, because you're from the area. You know, it's right by DiMaggio's. I worked there from age 13 to age 18. And I was a hustler.
Bill O'Reilly
You're a smart guy, born with it, work hard, as many Long Islanders had to do. And then you got lucky, though. You develop an interest in finance.
Anthony Scaramucci
Yeah.
Bill O'Reilly
Obviously we're taping. Is in New York City, the capital of finance in the world.
Anthony Scaramucci
Yeah.
Bill O'Reilly
You develop a. An interest in this and you become successful. Were you a good stock picker? I mean, what was the basis of success?
Anthony Scaramucci
It's a great question, but I have to go back a second because I think you'll appreciate this. I was clueless and sheltered by my parents. I was in a blue collar Italian family. We did certain things at certain times. And everybody in the neighborhood, Bill, Were putting in Sheetrock, clamming delis, pizzerias, landscaping. That was the neighborhood I grew up in. And so John Zanetti, my guidance counselor, Schreiber High School, Port Washington, went to my parents. I mean, and this is old school stuff. They were drinking espresso out of a cast iron pot one night, smoking cigarillos in the kitchen. And he told them, send your son to the private school, Tufts University, not to the state school, Binghamton.
Bill O'Reilly
Okay.
Anthony Scaramucci
And my father didn't have any money. And so he said, anthony will figure it out and so forth. And then my dad did something for me, which I think you would admire. He cashed his union life insurance policy
Bill O'Reilly
to pay your tuition.
Anthony Scaramucci
He gave me a $10,000 check in April of 1982. And that did change my life because I said, oh, my God, this is so important to my mom and dad
Bill O'Reilly
that they would do this.
Anthony Scaramucci
That they would do this. And they had so much pressure on them financially. You know, it really set a light bulb off in me. And I worked very hard at Tufts, and that was a piece of luck because Tufts was right down the block from Harvard because You know, the area you went to Harvard. And the provost of Tufts was very close to some of the people at Harvard. I had high test scores, high grades, got into Harvard Law School, which enabled me to be even considered for a job interview at Goldman Sachs, because they typically weren't at that time.
Bill O'Reilly
Sure, you saw with upper echelon.
Anthony Scaramucci
But, Bill, I went to Harvard in polyester. I just need you to know that I was all poly. I didn't know better. Okay? And so I had to learn those lessons.
Bill O'Reilly
Yeah, tracksuits are not good.
Anthony Scaramucci
Harvard, it wasn't tracksuits, but it was definitely like a Brooklyn undertaker. Look, Bill.
Bill O'Reilly
Okay, how many other siblings were there?
Anthony Scaramucci
So I have an older brother and I have a younger sister. My older brother got an MBA from nyu.
Bill O'Reilly
They're all gifted.
Anthony Scaramucci
He's a hard worker. He's a good guy. You know, my. My sister has a fashion business.
Bill O'Reilly
Okay, so then you're a prince of the city. You're a wolf of Wall street or whatever. Whatever it is.
Anthony Scaramucci
Yeah. Coleman wasn't like that, to be honest. But if you. You. You know the guys at Goldman or. Not really. No.
Bill O'Reilly
I don't know any of these people.
Anthony Scaramucci
Okay.
Bill O'Reilly
My whole career has been journalism. I don't. I know finance only because of trial and error, but I don't know them and I don't hang with them. But you become very well known in the city among the big money makers.
Anthony Scaramucci
Well, Rudy Giuliani made my. So I'll tell you the story. So I'm at Goldman. They give me a desk and a telephone. They want me to be in the wealth management practice. I don't know anybody. My dad wears a greenie to work. He's a crane.
Bill O'Reilly
You don't know any rich people.
Anthony Scaramucci
I don't.
Bill O'Reilly
How can you be in wealth management?
Anthony Scaramucci
How could you be in wealth management? Okay, Also, I don't hit a golf ball and I don't swing a tennis racket.
Bill O'Reilly
Right? Right.
Anthony Scaramucci
But I have a degree, and reasonably well spoken, reasonably well read. So now what am I gonna do? Well, it turns out if you go to political fundraisers, Bill, you meet a lot of wealthy, influential people.
Bill O'Reilly
So you start crashing the fundraisers.
Anthony Scaramucci
Start crashing the fundraisers. And do you remember Joe Margiotta?
Bill O'Reilly
Yeah.
Anthony Scaramucci
Okay, so Joe Margiotta controlled my father's union. And so when I signed up at the Port Washington Post Office for the Selective service at age 18 and to register for the draft, I turn to my pops. I said, dad, am I a Republican or a Democrat? What am I? I don't Know what I am? No, no, you're a Republican. You know, Margiotta controls this union, right? And so I became a registered Republican, lifelong Republican. Rudy is running for mayor, right. I go to work for him. He loses. I'm Young Republicans for Rudy Giuliani. This is 1989. Loses the election. He goes to Whiting Case, which is not too far from here, and he's going to run again. And I start building a relationship with him, and he's introducing me to people. And then.
Bill O'Reilly
Were you a fundraiser for him?
Anthony Scaramucci
I was. I was a young fundraiser. My first political check bill was US$250 to young Republicans for Rudy Giuliani.
Bill O'Reilly
So then he gets elected mayor. And do you stay with him?
Anthony Scaramucci
That was the best. Oh, no. That was the best. So Rudy gets elected mayor.
Bill O'Reilly
Right.
Anthony Scaramucci
I have, like, the best parking pass in New York City. I mean, I can park the car on two wheels on a fire hydrant in front of, like, Radio City. And, you know, I meet Tony Carbonetti and meet all these different guys. There's another gentleman that I know, you know, he goes to church with my father, St. Peter's Church, 5pm Mass every Saturday. And that's Ken Langhong. And so my father says, you know, my son is a young Wall street guy. Could he come meet you? And so, okay, have him come and meet me. I go to 399Park. I go, you know, the Seagram's building. I think it's the other building. Anyway, I go upstairs to see Kenny, and he helps me, my relationship. He introduced me to Dick Grasso, I think.
Bill O'Reilly
Are you with Giuliani still? What are you doing it? Yeah, Building contacts now.
Anthony Scaramucci
Yeah. So I'm with Giuliani as a volunteer. I'm with Giuliani doing some projects for him as a fundraiser. He's going to run for mayor again, right? He. He wins the mayor's race in 93. He's going to run again in 97. I'm with him. I'm with his team. And now the city's opening. I work for Bob Dole because of Mayor Giuliani. And this is what weird thing about Rudy.
Bill O'Reilly
Why did you want to get into politics when you're making all this money in the private sector?
Anthony Scaramucci
Well, because I wasn't at the time. I was getting my. I was drawing resources from the political game. And it's networking to create a clientele at Goldman Sachs. That's literally how I came up.
Bill O'Reilly
You were melding the politics and the money. Not unusual in America.
Anthony Scaramucci
Not unusual in America. But Also, for somebody like me, with that limited upbringing not tied to a boarding school, didn't know people in that genre, and I wasn't a country, and I wasn't a country club member.
Bill O'Reilly
All right, so let's then go into politics. So you get a profile in New York, and then you get involved with Barack Obama's campaign. How did that happen?
Anthony Scaramucci
So I'm with Dole. I work for Dole. I'm with Pataki, even though Rudy left Pataki to go to Cuomo. And I think you probably would remember that I'm with George W. Bush, but I'm not as politically active as a senior fundraiser. Barack Obama is a fellow Harvard Law School. Not my classmate. I'm class of 89. He's class of 1991. He's two years behind me, but I know him. We're playing hoops in the Hemingway gym together.
Bill O'Reilly
So you knew him in school?
Anthony Scaramucci
Knew him in school. Not well. I'm not going to B.S. you say I knew him well, but we knew each other. And one of my buddies was working for him and said, you know, come to the University Club and write him a check. Help us out. And I said to myself, well, I'll never know a president. I'll never meet a president of the United States. Let me go and see him. And so I went to go see him at the University Club. It was July of 2007. I handed him a check. I said, you know, we sort of knew each other in law school. I said, you know, I want to be able to tell people that we knew each other really well. Are you okay with that? And Obama looks at me and says, hey, if you double the amount of the check, we'll take it back to Hawaii, okay? And I ripped up the check, and I doubled it.
Bill O'Reilly
He was a charming, charming guy. Yeah.
Anthony Scaramucci
Let me tell you something, Bill. You helped him immeasurably. I'm gonna tell you how you helped him. He accepted an invitation from you to be interviewed by you during the Republican Convention in 2008. And by the way, that viewership made him attractive to a very large group of independents.
Bill O'Reilly
I was in Harrisburg, Pennsylvania.
Anthony Scaramucci
Remember that?
Bill O'Reilly
It was a shrewd move because he had to pull out of Minneapolis to do it. But I had a. I had to take it. I treated Obama fairly. I mean, I'm no question what anybody says, but I understood that he was a liberal man who believed that, unlike your background and my background, which are similar, that the government really helped us. Because he said to me one time during an interview that Super bowl, you know, you didn't do this on your own, Bill. You know, you had help from the government and I.
Anthony Scaramucci
That's the Elizabeth Warren nonsense.
Bill O'Reilly
No, I did it. I know government helped me do it. I mean, you might have the road out here, but I paid for that road with my tax money. So that was.
Anthony Scaramucci
Yeah, that's a misnomer. That's bad philosophy. Okay.
Bill O'Reilly
But I never bought into his vision of how the country should be run. You apparently did.
Anthony Scaramucci
Okay, so this is, again, doesn't reflect well on me, but we're having a very honest interview.
Bill O'Reilly
Sure.
Anthony Scaramucci
I wrote checks to the following people. Chuck Schumer, Hillary Clinton in 2000, and Barack Obama. I was a lifelong Republican, but like a Donald Trump writing checks to Kamala Harris or to Chuck Schumer. I lived in New York. It's a Democratic city. Okay.
Bill O'Reilly
And we know what you're doing.
Anthony Scaramucci
I've got clients that are saying, hey, you gotta write this check or write that check. So the buy in was not there, Bill, but the check was there to fulfill an obligation.
Bill O'Reilly
And this is a Democratic town, and
Anthony Scaramucci
it's a Democratic town. And so that's the political reality of it. My fundamental philosophy, if you're asking me about it, is more grounded on the side of the Republicans. I'm probably more socially libertarian than the average Republican.
Bill O'Reilly
Yeah, because your buddy Ken Langone, a founder of Home Depot, helped you a lot. Yeah. He's a self made guy. Doesn't want to hear any of this.
Anthony Scaramucci
Phenomenal book. I love capitalism. Kenny wrote a phenomenal.
Bill O'Reilly
He doesn't want any. Hear any of this. So.
Anthony Scaramucci
So I'm, I'm, I'm, I'm a Republican. I've always been a Republican.
Bill O'Reilly
But you kind of sold out a little bit.
Anthony Scaramucci
Tell me how I did that.
Bill O'Reilly
Well, by giving my.
Anthony Scaramucci
I probably did, but tell me how I did it.
Bill O'Reilly
Given money to the opposition, but it was going to help you achieve what you wanted to do.
Anthony Scaramucci
Yes. Okay, so if.
Bill O'Reilly
Is that a fair statement?
Anthony Scaramucci
I think so.
Bill O'Reilly
I'm not calling you a sellout.
Anthony Scaramucci
No, no, I got it. No, I think, I think, I think. I think you're being fair in the way you're measuring it. I would just say if you were a business executive in New York, which I never would have been, which includes Donald Trump, because he's there. Yeah, he talked about it with me. He wrote checks to Kamala Harris for the Senate. A lot of American businessmen that are Republicans have written checks to Democrats. So if that's a sellout by definition, then I Am one. But that's practicality.
Bill O'Reilly
In some ways, my standards are pretty up there. I never gave a dime to any politician. Listen. Not even George Santos. All right? I never gave a dime to anybody because District 1. My job is to watch them, not support them in financial matters. All right, you're with Obama.
Anthony Scaramucci
Yeah.
Bill O'Reilly
All right. But then you see the light.
Anthony Scaramucci
Okay. I mean, you're fantastic, by the way, but go ahead, keep going.
Bill O'Reilly
And you're not with Obama. I'm not really with Obama. You switch over to Romney.
Anthony Scaramucci
I gave Obama money, but I'm a lifelong Republican. I didn't.
Bill O'Reilly
Well, tell me about the switch, though. So you're with Obama. Obama wins. He beats McCain. Okay. And then all of a sudden, Anthony Scaramucci, who has now a reputation. Okay, you're not some anonymous guy anymore.
Anthony Scaramucci
I'm doing cnbc.
Bill O'Reilly
You know, I'm gonna go and support Romney against Obama. Why?
Anthony Scaramucci
Well, listen, first of all, I'm a lifelong Republican. Secondarily, there was one thing that Obama did that I said, wow, if we go in this direction, it'd be very bad for the country. There was a bankruptcy. General Motors had a bankruptcy. There was a restructuring that included the American government. And the government took equity in the company. Don't have a problem with that. But they jilted the bondholders of a portion of what they were obligated to, and that could have been a huge lawsuit. And maybe those bondholders would have won against the government. They didn't sue, of course, but it was a, you know, I did. It was a taking, you know, you know, the Constitution. And the most important sacred thing for our economy is our property rights.
Bill O'Reilly
So now you're over back in the Republican side with Romney, who gets waxed. And it was largely his fault he lost.
Anthony Scaramucci
Yeah.
Bill O'Reilly
And then 16 rolls around.
Anthony Scaramucci
Yep.
Bill O'Reilly
How well do you know Trump?
Anthony Scaramucci
Well, I don't think anybody super well knows him. You know him better than most anybody that I know. I would say that I have a relationship with him. I'm invited. I'm at CNBC as a contributor. He builds the Apprentice. I get invited to those.
Bill O'Reilly
But Judy's, you know him. Hi, Anthony. Hi, Don.
Anthony Scaramucci
Well, I'll tell you, we. We did three fundraisers in his triplex apartment for Mitt Romney in 2012.
Bill O'Reilly
Okay.
Anthony Scaramucci
So I worked a lot.
Bill O'Reilly
Since you're conversing with him.
Anthony Scaramucci
I went to a Yankee game with him in Regis Philbin one night. House Steinbender's box.
Bill O'Reilly
Got it.
Anthony Scaramucci
Yeah. I have a relationship with him. I wouldn't call us friends.
Bill O'Reilly
Okay. But you support Jeb Bush over Trump when Trump makes the run in 16. Why?
Anthony Scaramucci
Okay, great, quick story. I get invited to breakfast at Trump Tower the day after the Apprentice. And so I'm already with Bush. And you've been in that office. So Trump's desk is here. I'm sitting here looking up at him, and he says to me, I was great on the Apprentice last night. And I'm like, well, I was watching Bill O'Reilly last night, I wasn't watching the Apprentice. And he's, oh, you were the only one. My ratings were fantastic. Blah, blah. You know how he talks. And then he says, but I'm done. It's my last show. I'm running for president. And I looked at him in the same way we're talking. I laughed at him. I said, you're not running for president.
Bill O'Reilly
That's what I said to him.
Anthony Scaramucci
You're just doing this for publicity. And by the way, that night on your show, cuz I watched your show every night, he was at 2% in the polls. You were showing polls. And I said, you're at 2% in the polls. And then he said something that I will never forget, Bill. He looked at me, he said, you know, I'm at 2% of the polls. Guys like you and O'Reilly, you think I'm not running. But I'm serious, I'm gonna go right to the top of the polls and I'm gonna win. And he goes, you're good on TV and you're a New Yorker. You should come work for me. I don't need a lot of money for me.
Bill O'Reilly
So he recruited you?
Anthony Scaramucci
Yeah, he recruited me. And I said to him, I said, Mr. Trump, I'm with the Bushes. I'm with Jeb. Don't you think Jeb has low energy? That's how he talks, right? I said, no, I don't think so. Turned out he did. And then he said, okay, tell you what, if he comes out of the race, I want you to come work for me. And I leaned over, I shook his hand, and I think you remember his assistant Rona. He came out of the race. I think Bush lost the South Carolina primary, if I remember correctly. Trump called me, I had Romney's deck of all the donors with me. Okay. And I went to Trump Tower with Scott Brown. Do you remember Scott Brown?
Bill O'Reilly
Sure. The.
Anthony Scaramucci
He was the Massachusetts guy. Exactly. So Scott and I were at Tufts together. And so I arrived at Trump Tower with my Romney deck and Scott Brown. And I said, Mr. Trump, this is what we can do. Here's what we can do. Here's the reach that we have. I'll start calling these people. He wanted me to be finance chair, but I was working at Fox News at the time as the host of Wall Street Week. So I don't know if you remember that show. It was on Fox Business. I bought the show from the Rukeyser family. I went to Roger Ailes with the show and I said, I would like to be the interviewer to all of these business people. We put it on Friday nights at 8 o' clock and then we ran reruns on the weekend. And Roger took the show from me And I said, Mr. Trump, if I do that, I won't be able to host the show. I want to stay hosting the show. So we recruited Steven Mnuchin. I was on the Finance Committee. And then I went to work for Mr. Trump. I raised him a lot of money. I provided.
Bill O'Reilly
And he didn't hold it against you that you were a Jeb supporter or anything, did he?
Anthony Scaramucci
Again, I always, I want to be fair here. In fairness to him. He respected the loyalty to Jeb. He knew he was coming into the race late and he was like, when he's out of the race, I want you to come over to work for me. And I did. I shook his hand. I went and did that.
Bill O'Reilly
So then he wins.
Anthony Scaramucci
He wins. Yeah. Surprisingly.
Bill O'Reilly
You were shocked.
Anthony Scaramucci
I think he was, too. You know, I'll tell you.
Bill O'Reilly
You were surprised.
Anthony Scaramucci
Yeah, 6:00pm I can tell you exactly where I was, sir. 6:00pm November 8th, 24th floor, Trump Tower. I was standing outside his office in the portico there, and he looked at me and said, what are you doing tomorrow? I said, well, what do you mean I'm doing? He's like, he told me he was going to play golf. He thought for sure he was losing. And I looked at him, I said, well, okay, if you're going to play golf, I'm going back to work. And by 3 o' clock in the morning, Wednesday, you know, he was the president elect of the United States. And he was giving.
Bill O'Reilly
He was shocked. And I wrote about that in Confronting the Presidents and also in the United States, Trump, because Hillary had set up this big Jacob Javits thing that she was kind of a big blowout there. And okay, so by the way, she
Anthony Scaramucci
was so shocked she didn't make a concession speech that night. I know she waited till the next day was be. But you know what, sir? We didn't sleep that night. I was with Trump at 11am in his office. He Never sleeps the next day. But none of us did that night. And we were all standing there, and he got double the Secret Service detail. It was a very exciting period of time.
Bill O'Reilly
Okay, so a couple of months later, he's inaugurated, and you're down in D.C. and you get appointed Office of Public Liaison. I don't know what that is. What is that? What do you do?
Anthony Scaramucci
So the OPL job is effectively like, you're like a mini Commerce Secretary inside the White House. And what Trump wanted me to do is be his Chief Networking Officer. He saw me as having good networking skills. And it's public and private. So you're helping the President liaison to governmental officials, and you're helping him liaise onto CEOs.
Bill O'Reilly
Then you get appointed White House Communications.
Anthony Scaramucci
Okay, so I'm not clear. I don't get the job. So Priebus blocks the job for the liaison job. Yes. I don't get it. So he puts some other person in the job. Trump calls me. I have a blue badge, okay? That means I have access to the residence, I have access to the West Wing. I have to lanyard the whole thing. And Trump tells me to keep the badge. I said, keep the badge. I said, he didn't give me the job. No, keep the badge. You've got the security clearance. Keep the badge.
Bill O'Reilly
We'll find something for you.
Anthony Scaramucci
We're going to find something for you. I want you to come down and work for me, okay? And my wife didn't want me to do it, but I did. And so I let my ego get the better of me. Go ahead.
Bill O'Reilly
White House Communications Director Anthony Scaramucci. Was your father still alive by that?
Anthony Scaramucci
He was, yes.
Bill O'Reilly
I'm very proud of you for that.
Anthony Scaramucci
Yeah, it was a big moment. It was a big moment for my family. The big moment was they were invited by the president to the January 21 swearing in as OPL director. And then Reince Priebus office called them and said that they were disinvited because I wasn't getting that job. Okay, so that was a secondary moment. And that probably, again, since we're having this very open conversation, the way I was snubbed in the first job probably motivated me and got my pride and ego in place to take the second job, which I was unqualified for, by the way.
Bill O'Reilly
White House Communications Director. Now, that's basically somebody who keeps the trains running. You're not the White House press spokesperson. No. Although you can appear.
Anthony Scaramucci
Well, I did a press conference.
Bill O'Reilly
Do that. But your communications, who wants to talk to the President who wants to do this, who wants to do that? You're in charge, then you're out of there in. In a lightning fast. Yeah.
Anthony Scaramucci
11 days.
Bill O'Reilly
Yep, 11 days. Your communications erupted.
Anthony Scaramucci
It was rough.
Bill O'Reilly
11 days. What the deuce happened?
Anthony Scaramucci
Well, there were a couple of things that happened. I. And again, I always own the mistakes. I never blamed the President.
Bill O'Reilly
Yeah, you're cursed at somebody, right?
Anthony Scaramucci
Well, they blamed it on that. There were other things that happened, you know, but they. They blamed it on a New Yorker interview that I had where I said that Steve was committing auto fellatio in his office. It was a little more graphic than that, and, you know, it was funny. But anyway, you know, they blamed it on that, but it was more. I was not the right guy for that job, and I told the President that. So you've been there.
Bill O'Reilly
You weren't right because you're not diplomatic enough.
Anthony Scaramucci
No, I wasn't right because I didn't understand Washington culture. You just brought up Washington culture, the way you treat each other. Right. I'm more of a New Yorker. I said that. I was a front stabber as opposed to a backstabber. I'm more of an upfront person. I was naive about the culture, if we're being brutally honest. But I also wasn't an experienced comm person. I can speak on television. I'm articulate. I'm well trained at Harvard, but I'm not a comms person. When Trump and I were having the conversation on the 20th of July, I recommended Bill Shine, who's a friend of
Bill O'Reilly
yours and mine, and he took the job.
Anthony Scaramucci
He did eventually because he got recruited
Bill O'Reilly
after, and he was a good communicator.
Anthony Scaramucci
He did a very good job. He was the right person for that job. I was the wrong person.
Bill O'Reilly
Okay, so.
Anthony Scaramucci
So I got fired.
Bill O'Reilly
You get fired like a man.
Anthony Scaramucci
Who fired General Kelly?
Bill O'Reilly
Kelly, Chief of Staff?
Anthony Scaramucci
Yeah. I thought I made it. Okay, so here's what happened on Friday. Kushner told me, okay, if you can survive this, you're going to make it. Okay? I said, well, survive it until when? He says, till Monday. Okay. So I flew with the President to Long Island MacArthur Airport. The President was giving a speech on Ms. 13 on that Friday, and I said, okay, it looks like I'm gonna make it. Okay, Saturday, I was still online Sunday. On Monday, you know, the White House gives you that bat phone that's encrypted with all the anti spyware, something that Pete Hexis, I guess, didn't use and was using WhatsApp. Pete Hexess but anyway, you're supposed to communicate with each other with the bat phone. I turned it on and there was nothing coming in. Bill. And there was nothing going out. They had cut my air supply at 6am in the morning on that Monday. So I knew.
Bill O'Reilly
But you still had access to Trump. Cuz he was on a plane playing, giving the speech. Did you ask him what the deuce was going on?
Anthony Scaramucci
He told me not to worry about it. He told me not to worry about it. He's a conflict of order. I think you know that. He didn't fire me himself, he wanted me fired. But he.
Bill O'Reilly
You think that Trump wanted you out of there?
Anthony Scaramucci
Yeah.
Bill O'Reilly
No question why?
Anthony Scaramucci
I think he felt that he told Sean Hannity that he made a mistake hiring me for that job. It was the wrong job for me. That's what he told Sean Andrew. And I believe that. I take that advice. Sean's a pretty straight up guy because
Bill O'Reilly
I mean, you're cursing at a New York reporter.
Anthony Scaramucci
I would think that was a big deal.
Bill O'Reilly
That Trump did not. But he curses at everybody. Trump. I never thought that was a big deal.
Anthony Scaramucci
I don't think it was that as much as everything. There was a couple of things that he wanted to do that I was uncomfortable with. Well, he likes. I'll give you an example. If I gave you something to read. You're a very precise guy. I've watched you for 20 years and I listened to your podcast and I watched your O'Reilly Factor. You're a very precise guy. So if I gave you something and it was factually accurate, let's say I gave you something he said was 86% and you would say 86%, you'd look in the camera. I don't think you would say 96%. I don't think you would need to. You're a fact based guy. He does. He's not like.
Bill O'Reilly
He exaggerates.
Anthony Scaramucci
He exaggerates. So he wanted to say certain things and he wanted me to say certain things.
Bill O'Reilly
And you didn't want to exaggerate. No.
Anthony Scaramucci
So if you're Sean Spicer, you got to exaggerate. You're getting into the phone. This is the largest crowd that's ever been at any inauguration. And you actually look at the crowd and it's not the largest crowd, but
Bill O'Reilly
everybody knows that of him.
Anthony Scaramucci
Okay, but I'm not that. Okay.
Bill O'Reilly
So then you become, you go back to finance, making money, right?
Anthony Scaramucci
Yes. But there's a Shawshank Redemption going on. I gotta go through the sewer bite. Right. Cause I'm lit up by all the cable news pundits. I'm beaten pretty badly by the late night comedians. I'm parodied on Saturday Night Live.
Bill O'Reilly
That'll last for what, three days? Not long.
Anthony Scaramucci
No, I get it. Well, you're a tough skinned guy. So am I. So that wasn't that big of a deal. My wife and I were fighting. You've met my wife. My wife and I were fighting with each other at the time about this. Yeah, she doesn't like politics and she didn't want me to do it and she thought it was too ego based.
Bill O'Reilly
Right.
Anthony Scaramucci
I missed the birth of my son, Bill.
Bill O'Reilly
And so he said you were doing some politics.
Anthony Scaramucci
My son was born on the 24th of July, that Monday. And I was with the president in West Virginia at the Boy Scouts event. And there's a, as you know, there's a 60 mile no fly zone around.
Bill O'Reilly
Couldn't get out.
Anthony Scaramucci
Couldn't get out.
Bill O'Reilly
But your son will understand that.
Anthony Scaramucci
Well, yeah, listen, the whole thing has been healed. Deirdre and I are closer than ever. But there was a strain, don't worry about that. There was a strain going on in our marriage, let's put it that way. Which, thankfully we healed.
Bill O'Reilly
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Anthony Scaramucci
Well, that's unfair. That's unfair.
Bill O'Reilly
You voted for him.
Anthony Scaramucci
Okay, well, let's go back. I'm fired by President Trump. I'm loyal to President Trump. I go on the Stephanopoulos show and say, hey, I deserve to be fired. Serve at the Leisure of the President. I'm loyal to the President. I'm loyal to his cause. I, I want to help the President. I do a couple other shows. I'm on the Bill Maher show. You go look at the tape, Bill, cuz you're a tape sort of a guy. I am defending the President on taxes, on judges, on policy. One thing comes up about the four women from the squad. And these are the African American and Hispanic women that are ultra left, right? They're in the Congress, right. And the President puts out on Twitter. It's topical for that week. They should go back to the countries they originally came from. Bill Maher turns to me on the set, I'm defending Trump. He says, well, what about this tweet about these women going back to there now? Three of them were born in the U.S. one naturalized from Africa. I flippantly say to people, well, I don't like that. I'm an Italian American. My grandmother used to cry about that in the 1920s when nativists told her to go back.
Bill O'Reilly
Go back.
Anthony Scaramucci
Country originally came from, he's the President, United States. It's nativist. He should not talk like that. I'm going for a soda pop with Bill Maher at the end of the show. I'm backstage with him. He says something to me I'll never forget. He says, yeah, you're gonna get lit up by Trump tomorrow on Twitter. I'm gonna get lit up by Trump tomorrow? What the hell are you talking about? He said, no, no, you were seven for eight for Trump tonight. You gotta go 13 for 10. And he's not gonna like the thing you said about the nativism. And he's gonna light you up tomorrow on Twitter. And I said, there is no way. And I bet him.
Bill O'Reilly
And he did.
Anthony Scaramucci
And then he did okay. And by the way, I'm a New Yorker, so if you're gonna light me up, you know I'm gonna light you up. I'm not, you know, I'm not a pansy like these other people.
Bill O'Reilly
Sometimes that's not the way to play it, particularly in short term. But I'm more interested in, look, I know, but you want to keep going
Anthony Scaramucci
because there's a thread here. Then he starts attacking my wife. He goes after my wife on Twitter. He knows I'm having marital problems with her when I get fired. And he says ridiculous things about my wife, like he did about Ted Cruz's wife, like he did about Jeb Bush's wife. And that is a red line item for a guy like me. That is a red line item, by the way. Ivanka, deal with me. I never say anything about her or Don Jr. Or Eric. I like them. They never say anything about me, and they would never say anything about my wife. And I would never say anything about Mrs. Trump, the first lady, nor have you ever seen me say anything about them.
Bill O'Reilly
Not to justify anybody doing anything. But Bill Maher had it nailed and you didn't.
Anthony Scaramucci
Which was what?
Bill O'Reilly
He's gonna get you. President's gonna get you.
Anthony Scaramucci
Yes, he was right. Yeah, you're correct. Yep. I got that wrong.
Bill O'Reilly
See, look, I've known him for 35 years. I know exactly what he's capable of doing.
Anthony Scaramucci
But you're critical of him.
Bill O'Reilly
I am.
Anthony Scaramucci
But he doesn't come after you.
Bill O'Reilly
Well, I think he understands that I cloak my criticism in the country, not him. There's a difference.
Anthony Scaramucci
Let me tell you something, okay? I work for the guy. I gave the guy a million dollars of my personal dough. And you know, that's after tax money. I gave him hundreds of dollars.
Bill O'Reilly
So this was a revenge play.
Anthony Scaramucci
I gave him hundreds. It's not even a revenge play. It's about having respect for myself and being able to go to a restaurant like Rao's or even in my neighborhood. You're coming after my wife after I asymmetrically did all of these things for you.
Bill O'Reilly
So you had a punch back.
Anthony Scaramucci
No question. No question. And by the way. And by the way, I have five children, Four sons. And let me tell you something. I want my sons to stick up for themselves. And last time I checked, we're in a free country with the First Amendment, right? And these people work for us. We don't work for them. And if you're going to come after me and attack my family that I'm trying to repair, I mean, I'm on the verge of getting a divorce, Bill. And you know this. And I said something that I probably did say to him, that you break the bro code like that, and you go after my wife on the presidential Twitter feed. You know, that's a red line item for a guy like me. And by the way, you know, guys like me.
Bill O'Reilly
Did he ever respond. Did the president ever respond to your argument about why you went into the Biden camp? Did he ever respond?
Anthony Scaramucci
Never. He's not an apologetic person. Okay, so he's. His family.
Bill O'Reilly
Did. But you know what? If he were here right now, I think you guys get along because he's not vindictive in a sense that he harbors.
Anthony Scaramucci
Always got along with him. I'm Not a bullshitter, Bill. You know, you can tell.
Bill O'Reilly
But if you went to the Knick playoff game, get along with each other.
Anthony Scaramucci
Yeah, yeah, Bill, I did 71 campaign stops with him.
Bill O'Reilly
I understand.
Anthony Scaramucci
You know what?
Bill O'Reilly
But that's why it makes, you know
Anthony Scaramucci
what pissed off Priebus about him is the way I'm talking to you. I talk to Trump.
Bill O'Reilly
Right.
Anthony Scaramucci
I'm not a bull. I wasn't kissing Trump's ass like these sycophants. I was talking to him.
Bill O'Reilly
What Biden and Harris did in the four years that they were in office was against everything you stand for. Everything. Capitalism, the crypto stuff, traditional stuff, open border stuff.
Anthony Scaramucci
I was honest about all that.
Bill O'Reilly
But the criticism of Trump that you levied overrode the criticism of Biden and Harris.
Anthony Scaramucci
So.
Bill O'Reilly
Yes, and let me tell you why it's important, okay? Because CNN and others used you as a cudgel.
Anthony Scaramucci
Now you sound like Hannity. Okay.
Bill O'Reilly
Yeah, right. They hit Trump. Yeah. They used you.
Anthony Scaramucci
Yeah, yeah, maybe, maybe. But I, you know, I'm, you know, I have. I think you got to give me a little bit of a benefit of the out on my intellect that maybe I wanted to be used. It was not like they used.
Bill O'Reilly
That's up.
Anthony Scaramucci
Use me without me being aware that they using me.
Bill O'Reilly
You know, you were a conspirator.
Anthony Scaramucci
I think you have to give me a little bit of a, you know, self awareness, judgment. Okay. You have to look at me when
Bill O'Reilly
I used to watch that stuff. And they do it all the time, by the way. If you, if you are a person that gets into a beef with Trump, you're going to get booked like that. Whereas I'm the best selling nonfiction author in the world, I can't get on with it. So because I might say something good about Trump and they don't want to
Anthony Scaramucci
hear that I don't get booked on Fox anymore. They book me all the time on Fox. They won't book me on Fox, you know, because I.
Bill O'Reilly
Because you're a critic now.
Anthony Scaramucci
Yeah, but I. But I can also debate and I also can come with some facts.
Bill O'Reilly
Nobody wants that anymore. That's got. You saw it with me, you'll never see it again.
Anthony Scaramucci
But you say nobody wants it, but your podcast is flourishing because everybody wants it.
Bill O'Reilly
That's true.
Anthony Scaramucci
You don't want it on corporate media. The reason you're doing well, you're. You found an audience that actually wants it.
Bill O'Reilly
Right. The marching orders from corporate media is we have the choir. Don't upset the choir.
Anthony Scaramucci
Amen.
Bill O'Reilly
And that's why they book all of this 100%.
Anthony Scaramucci
Okay? Yeah.
Bill O'Reilly
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Anthony Scaramucci
I was very critical of her. I told her to her face the mistakes that they were making. Like what? Well, the stuff on crypto was the most asinine stuff ever. You're blocking an industry from flourishing that could help transform technology. You don't have to believe in Bitcoin, and you can say that's going to zero. But even Jamie Dimon would tell you that the blockchain technology is a valuable tool for creating permissionless transactions that are secure. And it would transform our economic innovation because you and I could go to a restaurant and we could bypass the 3.5% credit card charge. There's so many different things we could do could do that would lead to innovation. So she scripts number the open border was ridiculous because I'm a Milton Friedman person, and I'll quote Milton Friedman here. You can't have a welfare state, which the United States does, and have an open border, because free market forces dictate that people will cross the border to participate in your welfare state. So that's it. To not understand that is asinine. But you see, what they did was whatever Trump was Doing. And this is the problem with Trump because he pisses people off in a way where their hair catches on fire. Whatever he was doing that was right. They did the opposite of just because Trump was doing it. Do you see what I mean?
Bill O'Reilly
That's an interesting point.
Anthony Scaramucci
Yeah, that's so. Hey, man, he's got the border tight. We hate Trump. Let's open the border. Right, okay. No American wants that. Oh, hey, man, Trump is fighting the culture war. You wrote a book maybe 10 years ago, 15 years ago, about the culture war, Culture war area. Okay, okay. So I bought that book in the Manhasset, Barnes and Noble and I read the book and I said to myself, this guy Bill O'Reilly is a general in the culture war. He can see the battlefield that's out there. And if you go back to that book, which is 20 years old, probably by this time, you predicted a lot of things in that book that was gonna happen, Bill.
Bill O'Reilly
A lot.
Anthony Scaramucci
And let me tell you something about Trump. And I told these people this. He is the general Napoleon of the culture war. And hear me out for a second. If you read Andrew Roberts biography about Napoleon, he could see the whole battlefield and he could anticipate where those generals were moving their troops before they even made the decision to move them. Okay? That's how he, he was multi dimensional thinker on that field. Trump does that. Trump understands the transgender thing in sports. He understands the emotion. He gets the woke culture. He gets the anti woke culture. He understands the Bible belt. He told me something once that I will never forget and I'll share it with you. He said, you know, you're a Wall street guy. He said, yes, I am. He goes, I bet you're fiscally conservative and socially liberal. And I said, I am. He goes, you know what my base is? I don't want you to think about this, Bill. Trump said that his base is socially conservative but fiscally liberal. Because a lot of his base are working class people and they need the governmental help. They need the Medicaid, they need the. Which is why he never touches those items like Social Security or medical. He's not a cutter of those items because he's got very good political instincts. But it's also part of the culture.
Bill O'Reilly
Right?
Anthony Scaramucci
Okay. He gets the culture.
Bill O'Reilly
Okay, last question and then we're going to hold you over for our premium members just for 10 minutes. Anything you regret in your life, oh,
Anthony Scaramucci
my God, you don't have enough time for that.
Bill O'Reilly
I mean, just give me one. Give me one regret because you've done an Amazing amount of things. Which is, you know, in this book.
Anthony Scaramucci
Well, that book is an economic treatise. It's not a polemic on Trump.
Bill O'Reilly
No, but economics is part of your profile.
Anthony Scaramucci
That book is an observation of my years on Wall street growing up in a blue collar family, working in politics. We've made some wrong moves. Bipartisan. I'm not indicting you.
Bill O'Reilly
No. But you, Anthony Scaramucci, anything you regret, like, want to pull back.
Anthony Scaramucci
I have a lot of regrets. Well, the first one is my first wife, who I was married to for 20 years. The marriage wasn't going well, and I am a conflict avoider. I'm not like that anymore at 62, but in my early 40s. If you really want to know my biggest regret, I needed to have remediated that marriage more.
Bill O'Reilly
Honestly, personal stuff. I feel like you would be.
Anthony Scaramucci
Yeah, no question. I needed to have been fairer to her to express the issues. Okay. You know, I grew up. My dad was a very tough guy. He was a blue collar guy. He was a little rough in the house, frankly, on all of us. And I think it led to me being a little bit of a conflict avoider because I didn't want to replicate his behavior.
Bill O'Reilly
Bill, anything you did with your five kids, you regret.
Anthony Scaramucci
Yes. The way I handled that divorce. Okay. I have kids with Deirdre. I have three adults.
Bill O'Reilly
Yeah. Coming out of it.
Anthony Scaramucci
And so the way I handled that divorce, I think hurt my children. I don't think I handled the divorce well. It took me probably seven or eight years to repair that. I think I've done generally a good job of repairing that, and I think that comes with reflection.
Bill O'Reilly
Divorce, always rough on kids, no matter what happens.
Anthony Scaramucci
How's that for honesty? Okay. That's actually creating.
Bill O'Reilly
That's why you're here, Anthony.
Anthony Scaramucci
It's creating. Forehead, sweat.
Bill O'Reilly
Okay. I tell all of our guests, look, just don't lie to me. You know, Barney Frank passed away a couple of weeks ago.
Anthony Scaramucci
I remember that. I remember that.
Bill O'Reilly
Barney lied. And I had. But I felt bad about it to this day. So we're going to hold Anthony over for 10 minutes for our premium and concierge members if you would like to become one. And it will enhance your life in many different ways. Billoriley.com Very easy, and it's very reasonable. Thank you for watching and we'll see you next week.
Air Date: June 11, 2026
Guest: Anthony Scaramucci
Host: Bill O'Reilly
In this candid and wide-ranging conversation, Bill O’Reilly sits down with Anthony Scaramucci—the financier best known for his tumultuous 11 days as Trump’s White House Communications Director—to discuss Scaramucci’s upbringing, meteoric rise in finance, political journey across both major parties, and, ultimately, his regrets and lessons learned. The dialogue combines personal storytelling with sharp insights on American political and financial culture, offering listeners an inside look at the intersection of business, politics, and power.
Blue Collar Beginnings:
Scaramucci grew up in Port Washington, Long Island to a working-class Italian family.
Education and Drive:
Academic journey from a modest upbringing to Tufts and then Harvard Law, propelled in part by a guidance counselor’s advice and his father cashing in a life insurance policy to help pay tuition.
Breaking into Finance:
Entered Goldman Sachs without high-level connections, leveraging political fundraisers and networking to build a client base.
Influential Connections:
Built relationships across politics and business, notably with Rudy Giuliani and Ken Langone. Giuliani’s mayoral campaigns and introductions helped launch Scaramucci’s New York profile.
Republican Roots, Bipartisan Donations:
Despite calling himself a lifelong Republican, Scaramucci acknowledges pragmatism in political donations, supporting Democrats like Barack Obama, Hillary Clinton, and Chuck Schumer for business reasons.
Relationship with Obama:
Knew Obama from Harvard Law; donated to his campaign and noted Obama’s personal charm and political acumen.
Philosophy vs. Practicality:
Scaramucci underscores the difference between philosophical alignment (leaning Republican, socially libertarian) and pragmatic support dictated by the realities of operating in Democratic-dominated New York.
Pivot Away from Obama:
Disagreed with Obama’s government intervention in the GM bankruptcy, citing respect for property rights as critical for the economy.
Early Skepticism About Trump:
Initially supported Jeb Bush; met with Trump, doubted his seriousness as a candidate, but was struck by Trump’s conviction.
Joining Trump After Bush Drops Out:
Trump recruited Scaramucci for fundraising and finance operations following Bush’s exit from the race.
Reaction to Trump’s Win:
Both Scaramucci and Trump were shocked by the 2016 election results.
Roles and Office Politics:
Appointed (then blocked) for Public Liaison, ultimately appointed as Communications Director. Admits to being unqualified, driven by ego and pride after the snub.
The 11-Day Stint:
Dismissed after a profanity-laden New Yorker interview, but also for cultural misfit in Washington and inability to operate within the more backstabbing political world.
Trump’s Style and Exaggerations:
O’Reilly and Scaramucci discuss Trump’s penchant for hyperbole; Scaramucci refused to exaggerate on Trump’s behalf.
Impact on Personal Life:
Brief White House tenure led to intense public ridicule and impacted his marriage; notably, he missed the birth of his son while at a presidential event.
Staying Loyal, Then Changing Course:
After being fired, remained publicly loyal to Trump until the president attacked his wife on Twitter.
No Longer Backing Trump:
Pivoted to support Biden out of personal principle, despite disagreements with Biden/Harris policies.
Media Dynamics:
Discussed how cable networks book critics of Trump for their own agendas, while Fox stopped booking him after his break with Trump.
Policies in Disagreement:
Scaramucci was openly critical to Biden/Harris—especially crypto regulation and open border policy.
Trump and the Culture War:
Trump’s instinctive grasp of the “culture war” likened to that of Napoleon on a battlefield; his base is seen as “socially conservative but fiscally liberal.”
This episode stands out as an honest, unscripted, and sometimes self-deprecating conversation about the realities and tradeoffs of success in finance and politics. Scaramucci isn't afraid to address his mistakes, shifting loyalties, and the bruising fallout from high-stakes political drama—nor does he conceal his ongoing critiques of both parties and the American media ecosystem. O’Reilly’s persistent, “No Spin” style ensures a focus on personal integrity and real-world consequences, making this interview both revealing and relatable for listeners seeking an insider’s view shorn of pretense.