In short
How to bounce back after major setbacks, using Anthony Scaramucci’s experiences of being fired (Goldman Sachs, then the White House), rebuilding confidence through accountability, humor, “pro-noia” (optimistic reframing), writing down what’s going right, asking for help, self-forgiveness, and leading by giving power away.
Guest backgrounds
Anthony Scaramucci is a Harvard Law School graduate who failed the bar exam twice, worked at Goldman Sachs, was fired after 11 days as Trump’s communications director, and later founded Oscar Capital Management and SkyBridge Capital (nearly collapsing during the 2008 crash). He emphasizes reflection, emotional intelligence, and servant leadership.
Key claims
Real confidence means telling the truth, not playing the victim, and owning your choices; humiliation is internal self-accounting; asking for help benefits both sides; mindset shifts can change outcomes; forgiveness is essential.
Notable examples
Goldman firing for “not fitting in,” using pay phones/quarters to find work; buying a Citibank alternative fund during the crisis; Tony Robbins’ life-coach “bootcamp” after the White House firing; “Dav os envy” and learned optimism; “pass the ball” EQ leadership.
Written by AI. May contain mistakes. Listen to the episode to check what was said.
Chapters
Tap a time to open that second in VOExploring Confidence and Gender Dynamics
4:08 to 7:11
Discussion on the challenges of confidence, particularly for women, and societal expectations.
“I mean, I'm getting interviewed here, right?”
Navigating Early Career Challenges
7:13 to 12:02
Anthony Scaramucci shares his early career experiences, including failures and lessons learned.
“That's a whole other podcast, a whole other topic.”
Finding Humor in Adversity
12:04 to 14:03
Discussion on using humor as a coping mechanism during tough career moments and the importance of vulnerability.
“You know, Caddy, let me step back for a second.”
Embracing Vulnerability and Accountability
14:03 to 18:14
Discover how vulnerability and accountability can guide recovery from setbacks.
“So it's almost worth being vulnerable and being expressive of the humanity of the whole thing gives the children more space scatty.”
Navigating Career Challenges
18:15 to 22:24
Learn Anthony's journey through job loss and the resilience required to bounce back.
“I mean, I went to law school because in 1985, I read an article that they were paying lawyers$65 ,000 a year, first-year lawyers.”
The Power of Positive Thinking
22:25 to 26:56
Explore the concept of 'pro-noia' and its impact on success and mindset.
“And one of the things I learned is that you're not everybody else's headline.”
Neuroscience of Confidence
26:57 to 28:00
Understand the neurological strategies to enhance confidence and mental resilience.
“One thing is that writing it down, actually neurologists believe this imprints it on your brain more than anything else.”
Changing Neuropathways and the Power of Positivity
28:00 to 32:28
Learn how changing your mindset can help you cope with negative experiences.
“but it's also that you're changing your neuropathways and you can choose to do that.”
Facing Humiliation and Personal Growth
33:15 to 42:03
Discover how to navigate the feelings of humiliation and learn from failures.
“You've spoken a lot about the importance of not caring what people think about you.”
Reflections on Regrets and Marital Lessons
42:03 to 43:11
Anthony Scaramucci shares his regret about communication failures in his first marriage.
“Bill O 'Reilly asked me something the other day.”
Show all 12 chapters
The Importance of Emotional Intelligence in Teams
43:11 to 46:06
Scaramucci emphasizes the value of emotional intelligence over technical skills in his team dynamics.
“Why is that so important in an employee?”
Advice on Self-Confidence and Humor
46:06 to 47:24
Scaramucci offers advice on maintaining self-confidence and the importance of humor about oneself.
“and so therefore I'm giving him more power and more autonomy.”
Transcript
Automatic transcript. May contain errors.0:09Anthony Scaramucci:Hello and welcome to Doing It Anyway, the show where we rethink challenges, build up our confidence and learn how to do it anyway. My guest this week is Anthony Scaramucci. He's not somebody who is shy about failure and facing adversity. He is famous for, as he puts owning his shit and he is very big on reflection and sometimes seems to make it all look very easy. So I wanted to have this conversation to talk about the things that have been hard in his life because he's faced significant rejections, most famously, of course, being fired as Trump's communication director after just 11 days on the job, which he says caused him a lot of hurt, both personally and professionally, and cost him almost his marriage and caused him to have a deep look into the mirror and a rethink about who he was as a human being.
0:59Anthony Scaramucci:As smooth as he makes it look on the surface, I know him pretty well. And I know that there is a lot more that goes into all of this than meets the eye. So today we are going beneath the surface to talk about how to come back from a major upset, like being fired very publicly, how important it is to ask for advice from people, how you can overcome humiliation and realize that you are not everybody else's headline, and why giving away your power actually ends up making you more powerful. I hope you'll enjoy this conversation. I found it super useful, and I loved hearing this side of my brilliant co-host, Anthony Scaramucci.
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4:08Anthony Scaramucci:Anthony Scaramucci. This is so nice. This is a pleasure.
4:12Katty Kay:I mean, I'm getting interviewed here, right?
4:13Anthony Scaramucci:I know, you're actually getting interviewed. We're going to go, this is the couch session for you. I actually think the first time you and I had a substantive conversation was when you interviewed me on my book, On Confidence.
4:26Katty Kay:That was a great book.
4:27Anthony Scaramucci:And I remember thinking two things. One, that it was kind of interesting that I didn't ever expect you to be interested in that subject. So I was intrigued that you would want to talk about that when I always think of you as talking about politics and business. But also that you'd actually read the Godin book. I was impressed.
4:46Katty Kay:I gave the confidence code actually to my daughter. I thought it was a very good book about self-awareness as a woman. And also, you know, there's a balance, right? You're trying to like, if you were going to level a frame on a wall, there's a bubble. You're trying to get in there where you're confident, but you're not arrogant. and you don't come across preachy or supercilious or something like that.
5:12Anthony Scaramucci:We wrestled a lot with that, actually, when we were doing the research on confidence about whether basically it meant you had to be a jerk.
5:18Katty Kay:Yeah.
5:19Anthony Scaramucci:And that a lot of people obviously don't want to be, and I think particularly a lot of women don't want to come across as the sort of Gordon Gekko type jerk. I mean, how real? But I don't think you do.
5:29Katty Kay:I mean, who's this for? How real can we be?
5:31Anthony Scaramucci:Because let's be real.
5:33Katty Kay:I think women have a much harder time than men with this topic because of socialization. And you can look at studies, Caddy. Young girls are doing great until they get to a certain age. And then they're told that they have to behave a certain way. And young boys are told that they don't have to behave in that same way. And if you forgive me, there's a little bit of people-pleasing that goes into that part of the culture. and there's a little bit of, you know, reticence. You have to hold yourself back in certain settings. And so I think it does impair people's ability to be who they really are, what they're capable of, you know, and it creates some anxiety too, by the way, which I thought you just did a great job of explaining all that in your book.
6:21Anthony Scaramucci:We came across this great quote when we were doing the book, which was, if life was one long grade school, women would be the undisputed rulers of the world. and it's exactly what you hit on. That women, girls do super well in the meritocracy environment of academia where you put your head down, you dot every I, you cross every T and you get an A grade, right? And we do very well in that environment. Then we get into the world of work and somehow the rules change on us and then we don't play so well. And all of the jockeying that takes place and the politics of the work environment and the self-promotion that you have to do some of, to get ahead, I think we find comes less naturally to us.
7:02Katty Kay:Do you believe in masculine and feminine energy?
7:06Anthony Scaramucci:I thought you were going to say, do I believe in star signs? Because I thought that's where we were going to go. I don't think I'm 100 % convinced you of that.
7:13Katty Kay:That's a whole other podcast, a whole other topic. We can make that an ant agony maybe someday. But do you believe in masculine and feminine energy?
7:22Anthony Scaramucci:Yeah, I think I increasingly do.
7:25Katty Kay:Okay.
7:25Anthony Scaramucci:And I used to think when I was young that it was all BS. Not really BS, but I didn't want to believe that there was a difference. I think that was the thing. I didn't want to think there was any difference.
7:38Katty Kay:Yes, you see, I didn't know what to believe, but I think as I've gotten older and life has been humbling in so many different ways, but it's also been revealing in other ways, I think there is masculine and feminine energy. And it's not against the women's liberation movement to suggest that. I think you just have to accept that biologically, hormonally, we're set up a little bit differently. We obviously should be treated equally and respected and so forth. But I think it's very important in the workplace to have men and women in the workplace because I think the perspectives, particularly if the people have a mutuality of respect, you're getting a perspective that I think is necessary for both sides of the equation.
8:24Anthony Scaramucci:Okay, let's dive into your career.
8:26Katty Kay:And by the way, this is probably very self-serving, but I think it makes our podcast work well because there's two types of energies going on at the same time.
8:35Anthony Scaramucci:I think it's not just energy. I think it's also experiences and lived experiences that everybody brings and you bring from your own experience. Okay. I want to dive into your career. You graduated from Harvard Law School, failed the bar exam twice, got hired by Goldman Sachs.
8:51Katty Kay:That's the only thing I have in common with John F. Kennedy Jr. But go ahead. Keep going.
8:54Anthony Scaramucci:It's definitely not height. You were at Goldman Sachs after 18 months of the job on February the 1st, 1991. You were fired from Goldman Sachs.
9:04Katty Kay:You could look it up. It's a Friday night. Yep.
9:06Anthony Scaramucci:You've said that that experience is seared into your memory. Now, what I want to do, Anthony, in this is you are very good today at making things sound easy. The trials that you've been through in retrospect, you've found a way to accommodate them and you almost seem to brush them off. But I want to go back to what it was like at that time, because I think that's what's most useful for the audience.
9:33Katty Kay:So that's, you know, that's probably a hindsight thing. It's certainly not what was happening at the moment was extreme anxiety for me. You have to remember, I was shooting so wildly in the dark. And I think this is important for young people to recognize. You may see somebody at 60 confident, but at 20, they probably didn't know what the hell they were doing. And I've told people these stories. I'll share a couple of them. I had no idea what a lawyer did. I thought a Wall Street lawyer worked on Wall Street. I actually went down to Wall Street, Caddy, to get my first job as a paralegal because I thought that's where the Wall Street lawyers were.
10:15Katty Kay:I didn't realize they were all over the city, and that was just a characterization of them. I wore polyester because I went to discount menswear places. I didn't know any better. My parents had no money. So when I had to go for a job interview, I was wearing polyester. I mean, I've gone from polyester to brioni over the course of my career, but I started in poly. And I'm just going to tell you, I didn't even know better. And so the guy that hired me, when he fired me at Goldman Sachs, he told me I was an experiment. And I said, what do you mean I was an experiment? He goes, well, you didn't fit in.
10:53Katty Kay:You don't fit in. The only thing about you that fits in here is that you went to Harvard. Everything else about you doesn't fit in. You don't dress the part. You don't act the part. You don't talk the part. and you certainly don't have relationship transferability, meaning a lot of the people that got hired into the firm had fathers that worked on Wall Street. Their fathers were doctors. I had never seen the inside of a country club caddy when I started at Goldman.
11:20Anthony Scaramucci:When you talk about that now, you wear it almost as a badge of honor, that you didn't fit in and you didn't let that stop you. What did it feel like in the moment not to fit in?
11:30Katty Kay:Well, it's interesting because I don't see it as a badge of honor as much as I see it as an objective observation of what happened. And I think I like talking about it because there are people out there that are in the middle class or you guys would say in England, working class. I want them to know that it's doable. I want them to know that they can find their way. They'll be in that rite of passage. There'll be wild amounts of self-consciousness and wild amounts of stupidity and failure, but they can find their way. And so, yeah, I talk about it not necessarily as a badge of honor, but almost as like, hey, man, this is how it went down.
12:09Katty Kay:You know, Caddy, let me step back for a second. I could tell a very different story. I could say, hey, you know what? I had a really high IQ. I went to Tufts, Harvard, graded well in both places, went to Goldman. You know, the personnel director told me when I got fired, I never had to mention I got fired. They were so generous to me. They told me they were going to mark me down as interdepartmental transfer. So I got fired on February 1st. I got rehired on March 28th, 60 days later. And Tony Infante, who's now retired, was a lovely person. She ran personnel. She said, Anthony, we're just going to mark you down as an interdepartmental transfer.
12:51Katty Kay:So I could have told you the following story. Ready? blue collar tufts harvard seven years at goldman uh right oscar capital management entrepreneur of the year in the financial services category 2011 ernst and young and i could have i could have given you all of these laurels and then what happens is you become another caricature on Wall Street. And I've read more than one billionaire memoir, and they're very self-congratulatory. And look at me, Cady, they're up and to the right, and everything went well.
Read the full transcript
13:30Anthony Scaramucci:They kept climbing the ladder, and it worked out.
13:33Katty Kay:Yeah, and they're great, and everything they did was perfect. And by the way, that really sucks for their children, because you have beautiful children, many of which I've met. I have five children. If you don't expose your vulnerabilities and your humanness to your children, and you've had the level of career success that I've had, and again, I don't have the career success of some of the mega billionaires on Wall Street, but I've had meaningful career success as an entrepreneur, it would cast a shadow over my children, right? So it's almost worth being vulnerable and being expressive of the humanity of the whole thing gives the children more space scatty.
14:11Anthony Scaramucci:I think it's easy for you and I to be vulnerable. And I talk a lot about the mistakes I've made and what it was like going through it, because I do think that's the most helpful thing that we can give the people that are coming up behind us. But what did it feel like in the time? Because it can be so defining to have that kind of a career knock. How did it feel in the time? And how did you in that moment kind of get up the next morning and not hide under your bed clothes?
14:38Katty Kay:I'm going to say this to people. You got to use your sense of humor. You got to find the comedy in life. You know what I mean? It was brutal, Caddy. But let me tell you, because we're talking about confidence, okay? Real confident people tell you the truth. Real confident people, when they get shit canned or they get their ass kicked, they're like, yeah, I got my ass kicked. They don't code it over. They don't go like this, like the scarecrow and the widows of Oz and blame other people. They're accountable for their actions. and real confident people, Caddy, they don't play the victim. They don't sit there and say, oh, woe is me.
15:14Katty Kay:Life is coming at me in the wrong way. You know, when I got fired, the Gulf War had started. And that's the reason I got fired. We were going into a recession. They cut a third of the people. And I was, I sucked at the job, by the way. And so I was part of the lower third. And they fired me. And I said to the guy that fired me, I wish I had some Patriot missile systems to protect me from these scuds that were coming into my little cubicle. And the point is, I didn't, and the other thing is, I don't want to be that guy where I have the woe is me tag on me, right? So all I said to the guy was, I know you're going through a bad day too, firing me, could you do me a favor, please, and be a reference for me?
15:57Katty Kay:Because I'm actually a good person, I'm a hard worker, I just wasn't good at this job. There's going to be another job that I'm good at, Could you at least give me a reference on my character and my personality? But it was brutal, Caddy. And I had no money. And so I took a loan. The day I got fired, I was so nervous. I was 27 years old. I had no money. And I took a loan out from a Goldman Sachs investment banker. I paid him off. But I went to a guy that was in the division. and I said, you know, I'm not sure if I'm going to be able to pay my school debt and my rent and stuff like that until I get on my feet.
16:39Katty Kay:Would you lend me$5 ,000? And he was so generous. He said, you know, I have a Dreyfus Money Market Account. I'm getting 3%. I'm not going to charge you a loan rate. Whatever's in my Dreyfus Money Market Account, I'm going to give you five grand. Pay me back that plus the 3 % interest. And it took me a year and I paid him back. But if you really want to know, I was panicked. And I was up at night and I went to the bank. I got fired on a Friday. I went to the bank on a Saturday and I got four rolls of quarters,$40 worth of quarters. You say, well, why would I do that? Well, I was going back into Grand Central Station and there were no, I didn't have a cell phone.
17:21Katty Kay:I couldn't afford a cell phone in 1991. I was using those quarters at pay phones in the train station. I was putting quarters in and calling. Hello, Caddy. Hey, how are you? I lost my job at Goldman. I'm looking for a job. Do you know anybody that is in this place or that place? Or there's a job available here or a job available there. And then finally someone called me and said, hey, there's a job at Goldman on the 29th floor. and it's a sales position in the investment research area, you would probably be really good at that. And then I called my old boss. I said, remember I said I need help?
17:59Katty Kay:And he said, oh, you'd actually be good at that job. And then I took a 40 % pay cut caddy to take that job. But it allowed me to stay at Goldman. And it got me in an area that made me better, that I was really good at that job actually.
18:14Anthony Scaramucci:Did being at Goldman as a status symbol matter to you?
18:20Katty Kay:No. This is, again, so crazy. I mean, I went to law school because in 1985, I read an article that they were paying lawyers$65 ,000 a year, first-year lawyers. My dad, my pops, was making$32 ,000 a year. So I was like, okay, that's more money than I could ever need. I'm going to go to law school. I'd like to tell you it was super analytical and strategic. It wasn't. When I took the job at Goldman, the lawyers were getting, at that time, the prices were going up. The lawyers were getting$82 ,000 a year up from the 65. But the Goldman Sachs starting salary for an associate investment banker was$110 ,000.
18:59Anthony Scaramucci:So it was just about the money.
19:01Katty Kay:It was. And you know what? If that makes me shallow to people and if that makes me superficial, so be it. I didn't have any money, Gaddy. And I was like, okay, how am I going to pay off these loans? and plus my parents even at that time in my life were relying on some level of supplemental income from me and i and i'm i'm i'm going for the money so if lehman brothers had paid more than goldman i probably would have gone to lehman you know i i wasn't i mean i don't know i want caddy you don't run your own business on wall street of your status conscious okay because when you go to the cocktail party you're running your own business you know i mean you when you i remember uh one of my buddies when i when i left goldman he was like well how the hell are you going to go to these what are you going to tell these people these cocktail parties you're you're working at what see that's a status oriented person i wasn't like that i didn't give a shit
19:56Anthony Scaramucci:so then you start skybridge your own firm and no i started something called oscar capital management
20:01Katty Kay:and so i left i left in 90 sticks i had a partner his name was andrew bozart is a terrific guy if you took the b off of the first syllable of his name bozart and the s-c-a-r of my name it was the worst name in financial services history we called it oscar capital manager was so stupid but anyway we did very well we were we had very good chemistry and we built a very nice business. And right after 9-11, we sold the business to Neuberger Berman for a lot of money. It was a nine-figure sale. And it was a differentiator. My life had changed my entire life. And then I went to work at Neuberger. Neuberger got bought by Lehman.
20:44Katty Kay:And then in 2005, I left Lehman to start Skybridge.
20:48Anthony Scaramucci:And in 2008, the financial crash hits and Skybridge almost went under. And you've spoken about what that moment of crisis was like, because you didn't then have to be just your own job that you were worried about. You were managing clients and you were trying to keep your business afloat. How afraid were you and what did that fear feel like?
21:14Katty Kay:A lot of sleepless nights. I was convinced we were going out of business. business, I actually had two guys came to me and said to me, we were in this building, but we were upstairs. I had a little tiny conference room, and they were ex-Goldman partners. They both looked at me and said, you should declare bankruptcy or fold up the business or close it down. I said, why is that? Well, your assets just went from$400 million to$200 million because of the crisis and the redemptions, and you don't even have enough money to pay the staff. And I looked at them. I said, yeah, we're not doing that. And so I took no pay for that year, me personally.
21:55Katty Kay:I had to trim up the staff, unfortunately. And then I had to figure out what to do. And so one of the first things I did was all the big banks were leaving the conference business gap. And so I said, okay, they're all leaving the conference business. Let's start a conference business. Because if I'm right, the conference business is going to return. If I'm wrong, it'll be like the farewell party on the Titanic. It'll be our last party.
22:21Anthony Scaramucci:How did you keep your ego out of that failure? How did you, because I always have this, I've had plenty of failures in my career, and some of them would be quite public. And one of the things I learned is that you're not everybody else's headline. And there is a temptation to think when something goes wrong that it's all about you and everybody's talking about you. And actually, most people are way too busy with their own lives and their own problems to be thinking about your problem. But how did you manage that? How did you keep – how did you stop this being about you?
22:53Katty Kay:You are a dear friend and very generous to me. I didn't manage it well. I wrote about it in my first book, Goodbye, Gordon Gekko. I called it Davos Envy. Okay, I was at the World Economic Forum at the invitation of Michael Dell. And I was sitting in a room. I was 43 at the time. I think Mark Zuckerberg was 23. So we were separated by 20 years and$20 billion. And I remember talking about ego, I felt this small standing next to him. And I remember going back to that dodgy three-star hotel room, which you've experienced in Davos and I've experienced. And I remember sitting there in the hotel room and saying, oh, wow, I'm not making it.
23:38Katty Kay:I'm failing. I'm failing here. And I remember getting a piece of paper out and I was writing down what was going wrong in the business. And then I said, okay, let me flip the page and let me write down what could go right in the business. And there's a term called pro-noia. Have you heard of this term?
23:55Anthony Scaramucci:No.
23:56Katty Kay:Okay. So if you look up the word pro-noia, it is the opposite of paranoia. Okay. So pro-noia means that the universe is bending towards you and that the people around you are helping you to succeed and that you find favor and fate and the universe. So – and I tell my kids and I'm going to tell your viewers and listeners, you want to be a pro-noiac. You don't want to be a paranoiac. That's a waste of time. Okay? And you've heard me joke around saying I'm too short to see the glass anything other than half full. When I look at the glass, it looks full. and so I made a decision.
24:34Anthony Scaramucci:Did you teach yourself that? Did you teach yourself to be a pro-Noiak and how did you do it? I did because I come from a family of the glass is half empty.
24:45Katty Kay:I come from blue collar. Let me tell you something. You grew up in a blue collar neighborhood like me. Look, these are the people voting for Trump. The world's against me. The system is rigged against me. Of course, I'm buying into the conspiracy theory because that'll explain why I'm not doing well, and the glass is half empty. And I read a book in 1990 or 1991 by Martin Seligman called Learned Optimism.
25:11Anthony Scaramucci:Yeah, famous book.
25:12Katty Kay:Okay. And I said, oh my God, this guy's so right. And I've got to build the habits right now. I know you've talked to Adam Grant or guys like James Clear. I got to build the habits right now. I got to break out of the family.
25:26Anthony Scaramucci:And how did you do it?
25:27Katty Kay:One day, one minute, one thought at a time. That's the only way you can do it. You can't just say, oh, I'm going to go do it. It's like, I'm going to lose 20 pounds. Okay, well, you got to eat this amount today and that amount tomorrow, and you got to do it one day at a time. And when I got fired, I said, hmm, learned optimism. I'm going to make the best of this situation. So that was my first big test. Then I got rehired, and then I did well. Now the crisis has come, and let me again be very candid with people. I had some dough, Katty, because I sold the first business, and I had some dough. And so I made a decision.
26:08Katty Kay:I'm putting that dough into the business. Okay, so this is the stupidest or perhaps the smartest thing I ever did. When the crisis came, a lot of these banks had to shed assets. And so I bought from Citibank an alternative investment fund, and I put up all my money. So I had money in the bank. I liquidated it. I liquidated my stock account, and I used the money to buy the Citibank business. Now, that was a very high-risk thing to do because who knows? We closed in July of 2010. Who knows if the market would have fully recovered? but that's what you sometimes have to do as an entrepreneur but that's a pro-noiac a pro-noia decision i like that i'm gonna make the bet that the universe is gonna work this out with me and by the way if you change your mindset to that you do better you know henry ford's so true henry ford's probably a bad dude okay we could talk about his history but i have a quote from henry ford if you went to my ski house up in windham and you walked into the library there's a quote and what does it say it says if you think you can or you think you can't you're right if you think you can or you think you can't you are right okay and I tell my kids that all day you gotta believe that you're gonna do it even in the depths of something going badly
27:38Anthony Scaramucci:so you've you've said two things that we found and I don't know if you knew this from research but when we were doing all of our research on confidence, a couple of things. One thing is that writing it down, actually neurologists believe this imprints it on your brain more than anything else. So you write a list of the things that are going well, you write a list of the things, successes that you've had. It's extraordinary what it does, but it's also that you're changing your neuropathways and you can choose to do that. I always envisage it like water is coming down a stream, down the hill, and you want to change the direction of the stream.
28:11Anthony Scaramucci:and you can do it. You can do things. There are tricks that neurologists told us about. Like you have, you remind yourselves when things are going badly, you remind yourself of the three things that went well. For everything that you're thinking that's negative, you've got to have three positive things. And it's a boring, it's like doing, it's like working out. It's like you and I train with Ray. This is like doing a mental exercise and it works.
28:35Katty Kay:When I read your two books, I gave them to my daughter and I talk a lot about the elements. A lot of the stuff I'm saying to you has actually come out of your books, but it's in that neuroscience of believing and thinking for yourself. But I think there's a bigger message and that is from Jackie Robinson. And so for viewers outside the US, who is Jackie Robinson? Jackie Robinson is the first African-American athlete to play professional sports. We had a racist society. They wouldn't let the blacks into football, baseball, et cetera. He crossed the color line April 15, 1947. And so you can't see it right now, but I have a picture of Muhammad Ali in my office, and Jackie is over here.
29:22Katty Kay:Those are my two heroes. Why? Because they took on so much risk to do that. But Jackie said something that people should really listen to. You are at your best when you're helping and serving others. You are at your best. You will feel the best. You will feel a karmic positivity from that. And you can become a leader. If people believe in you, that you're there to help them, then they'll let you lead them. They will let you lead them. And Jackie understood this better than anybody. And I'm going to tell you something because you'll appreciate this, Caddy, and we know each other now pretty well.
30:01Katty Kay:Somebody reached out to me, very high-profile person. And it would be inappropriate to bring up the person's name on your show. But somebody reached out to me, doesn't know me from a hole in the wall, saw me on Instagram discussing some of my trials and tribulations. And they were going through something. And they knew that we had a mutual friend. And so they say, you think he would be inclined to take a call from me? I'd like to get some advice from him. And of course, my friend said, yeah, of course he would. And when I got off the phone after talking to that person about their situation, uh i i felt really good caddy of course okay i felt really good i'm like oh my god okay you know i was able to relate in an empathic way to that person right you you know the word sonder right sonder is s-o-n-d-e-r it is a german word and it means that you have a life and all your trials and tribulations and the concentric circles around your life Well, guess what?
31:02Katty Kay:I got that too. And oh, by the way, there are faceless, nameless people walking around here in Manhattan, but they all have their own sonder. And if you're in touch with that level of humanity, you can become very empathic. And I'm telling you, was I like that at age 40? No. Was I like that at age 20? No. After I got the living daylights beaten out of me at the White House, did I become more like that? I absolutely did.
31:33Anthony Scaramucci:Okay. So let's talk about that other big event in your life, professional event. And I, by the way, I always, let's flip this because I always say to young people, don't be afraid of asking for help because actually people get so much pleasure from giving help that it frees you up then to ask for help. You're doing actually the person you're asking from, you're doing them a favor by allowing them to help you.
31:58Katty Kay:No, no question.
31:59Anthony Scaramucci:Okay, we're going to talk about your other big failure that was so public, the one you're well known for, and that is being fired by the White House and that experience. We'll take a quick break and come back and talk about that.
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33:15Anthony Scaramucci:Okay, let's talk about the White House. You've spoken a lot about that. You've spoken a lot about the importance of not caring what people think about you. You have that great phrase from your grandmother. about it's none of your business what other people think of you. And yet I know that that was a humiliating experience. So how did you weigh those two things, the humiliation of being fired, and it was so public, along with that side of you that didn't want to care about what people thought of you?
33:47Katty Kay:Well, it was humiliation on a number of different levels, okay? One of the things was, let's just face it, I failed at that job. I'm not blaming anybody other than me. I was probably not qualified for that job. And I guess my ego attracted me to the job. And then if I really did have appropriate self-awareness, I wouldn't have worked for President Trump in a situation like that. And I was just seeking the job to fulfill my own ego and my own pride. so there's that part of it that you have to deal with that in itself by the way is self-humiliation right because now you got to look in the mirror and say wow you're really no better than anybody else you're as weak as all of the you know we sometimes sneer at the other people caddy right we read about their shortcomings or their moral failures or so it's not us but when it turns out that it actually is you that is the humiliation right so it's not what other people think of you it's what you think of you caddy does that make sense and so i'm i'm looking at me thinking of me saying wow you suck you know you did not handle this well uh you uh were not empathetic to your wife and the situation around your family you were too egomaniacal to take the job you're too prideful and so the humiliation was there so when you talk about external humiliation like Like comedians ripping you up or the press ripping you up or people trying to malign your character or your moral purpose on earth.
35:20Katty Kay:Yeah, all of that stuff is humiliating. Don't get me wrong. But the facing the music inside your own personality, staring into the mirror and having to accept your frailty and shortcomings, that's where the real humiliation lives, right?
35:35Anthony Scaramucci:How did you do that? But how did you look in the mirror and realize that this was about your choices and something you had done wrong and not being the person you wanted to be?
35:45Katty Kay:Such a great question. And in the beginning, I did not do that. In the beginning, I said, okay, wow, that was a real big bummer. I got fired. I really do love Deirdre. Deirdre and I are in the middle of about to get the divorce. So how are we going to fix this? And then Tony Robbins, I don't know if I've ever told you this story, but Tony wrote the forward for my book upon entrepreneurship. And Tony said to me, look, I've met you and your wife. You should come to my house. You should come to date with destiny. I'm going to hire you a life coach who has been with me forever. He's a great relationship expert.
36:22Katty Kay:His wife is also a relationship expert. If your wife really wants to divorce you, it's over. And so a result of which you're going to have to be a man and make sure the divorce is done as amicably as possible. But if she doesn't want to divorce you, you're also going to have to be a man and you have to pull the thing back together. And so the life coach that I hired beat the daylights out of me. It was like going - How?
36:48Anthony Scaramucci:What did he say?
36:49Katty Kay:It was like going to a psychological bootcamp. He said the hard truths. He told me things about myself that we have a tendency to code over. Robert Greene wrote a great book about human nature and power. One of the books is called The 48 Laws of Power. Robert's a friend of mine. He's been on my podcast. The reason why people like the book is they're reading about the positivity and the sinister nature of human beings. There was the life coach explaining to me my sinister nature. And that was tough, Caddy, because now I have to face the music and I have to own the weaker parts of my character, the weaker parts of my personality.
37:34Katty Kay:But like he said to me, which I firmly believe, if you don't do that, then you have no hope of fixing that. And so I said, okay, you're right about that. I want to fix that. How do I go about fixing that? and that requires self-awareness. It requires dropping your ego, like you said, getting yourself off the, you're not the story. You're just another sonder out there like everybody else and it requires you to have some stoicism. You have to accept that you're changing. You have to accept that whatever's in the past is over. Now you've got a day to start forward again and it took a while for me and Deirdre to repair our relationship and thankfully that went well.
38:23Katty Kay:But then as I did that, as I built those habits, then it became more comfortable to talk about it. I would be lying to you if I said to you, oh, I got fired on July 31st. On August 1st, I'm talking about it as comfortably as I'm talking about it right now. I was effing shell-shocked.
38:43Anthony Scaramucci:Is there anything? I mean, you really are somebody, Anthony. who strikes me as somebody who is profoundly self-aware and confident. Is there anything that still stings? Is there anything you still feel you need to work on that still takes that repetition and mental process?
39:04Katty Kay:There's always things that you have to work on. You have to manage your primordial aspects of your brain. To suggest at times you don't feel envy, you're lying to yourself. Suggested times you don't feel some pangs of jealousy. Well, guess what? You're lying to yourself. You're in this primordial vessel, okay? If you read Jeff Hawkins' book on intelligence, this thing was created over millennials, thousands and thousands of years. And then there's a piece of it, and it's the top of it. You've heard me talk about it. It's six playing cards in height and width. That's the dimension of it. It's right here.
39:42Katty Kay:It's called the neocortex, right? It's the new cortex. It's probably 500 ,000 years old. And in that little piece of cellular activity is your conscience, your self-awareness, what they would call your sentience. And so every other part of your brain, though, you're hitting people with the head of a rock. Oh, that guy's got a nicer cave than mine. Let me go over there and hit him in the head of a rock and take his cave. You know what I mean? Why he left? Because that's what we do.
40:11Anthony Scaramucci:It's so true. That's where the amygdala comes in.
40:13Katty Kay:That's where the amygdala comes in, right? So you've got the front part of the brain and the amygdala. And the Buddhists would tell you you're an animal with a spirit. And the Buddhists would tell you that you have to get to that transcendental moment where you're breaking free from the primordial aspects of who you are into something that is more sublime, right?
40:38Anthony Scaramucci:I actually think it's also you've said something that I think is very helpful to people listening, which is that you give yourself a bit of grace and actually realizing that you still have vulnerabilities, you still have jealousies, you still compare yourself to other people and recognizing that you are, we did a whole episode for this series on self-compassion and the ability to treat yourself as you would treat your best friend. And that's what you're pointing to as well, which I think is super helpful.
41:05Katty Kay:So listen, you know, I'm a Catholic and you know, I've still practiced my religion. And what are we teaching that religion? Forgiveness. but you know what we don't really talk about? Self-forgiveness. Okay, and that is the number one thing. If anybody gets anything out of this conversation, Caddy, how about forgiving yourself? How about admitting that you did something wrong, number one, and then number two, okay, I did something wrong, doesn't reflect well on me, but I'm going to forgive myself. And I often tell people, there's a millstone. You have a choice. You can hang it on your neck and you can walk around with it and it can cow you.
41:41Katty Kay:Or you can take the millstone of regret and the millstone of woe off your neck. I don't wake up in the morning and say, oh, man, let me kick myself in the pants today. I got fired from the White House. Let me kick myself really hard in the pants today. I don't do it. I've forgiven myself for that part of my life. I've forgiven myself for indiscretions in my personal romantic relationships. Bill O 'Reilly asked me something the other day. I went on his podcast. and he almost fell off the chair because he said, okay, what is one thing that you totally regret in your life? And I looked at him, you know what I said?
42:15Katty Kay:I said, in my first marriage, I grew up in a very combustible blue collar family. My dad was a very aggressive guy, batted us around the house. I became a conflict avoider to the point where I didn't tell my first wife where the problems were in the marriage. And they stood and they manifested themselves. I owed her that. And I didn't have the gumption to do it because of my upbringing. And so Bill, you know what my regret is? I wish I had the skill set that I have today. I'm still a conflict avoider, as you well know, but I'm not as horrifically. Yeah, but I'm not as horrifically a conflict avoider and i did my marriage and i did my first wife a disservice by not fully explaining what i thought the problems were they built up like a big balloon and then when the balloon burst the marriage was over you can't be more honest than that katie i mean there's
43:16Anthony Scaramucci:no way to give you know you know i agree and i think that's actually i want to just as we close we've got a few minutes left and i want to give some advice you to give some advice to people because one of the things I think you have found in your career and through your own experience, because you have become very emotional, I would say you're a very high EQ person, you seem to me to value in your employees, particularly in your young employees, emotional intelligence as much as you value their IQ or their technical skills. Why is that so important in an employee?
43:55Katty Kay:Because I have a small team and like you think about the Knicks, okay, you know, a soccer team's got 11 people or a football team has 11 people. The Knicks are five people. So they got to be selfless and they've got to subordinate themselves to each other. And they got to play on a team. And so if you have really good EQ, you know that you are not better than the coalition. And so to me, good EQ is I can pass the ball. Good EQ is that the rest of politics, US doesn't work without caddy K, just doesn't. Okay. And so good EQ is pass the ball. And I want the kids out here, the men and women out here to pass the ball to each other.
44:41Katty Kay:You know, somebody, you know, Tony Pastor, who you and I know, know really well, I had lunch with him. He's like, how are you writing books, running conferences, doing podcasts, managing money? And I said, because I'm doing none of those things. Because I have a staff that I am in a servant leader position in, where I have a John Darcy running the conference, a Brett Messing running the portfolio, a Marie Noble running compliance. And so I'm serving them. I'm like, okay, where do you need me to be? What do you need me to do as opposed to me being a bottleneck to those people? You see what I mean?
45:17Katty Kay:Now, that is confidence, by the way. I'm not trying to pat myself on the back here. But you have to have enough self-confidence where you don't have to have the insecurity to believe that you're the guy. You don't have to do everything. You don't have to do everything. You have to be, hey, I am confident enough where I want Caddy to get the credit for this. I want Marie to get the credit for this. I'm confident enough. You know the way you become super powerful, Caddy? Give the power away. The more power you give away, the more powerful you become because now the people around you are like, hey, this dude's trying to help me.
45:59Katty Kay:It's important for me that John Darcy has a great career here and that he does better here than he would do on his own. and so therefore I'm giving him more power and more autonomy. You want to be powerful? Give the power away.
46:15Anthony Scaramucci:Okay, we have one minute left and the last thing I want to ask you is something we have asked all of our guests which is what is one confidence piece of advice, one confidence code piece of advice that you would give to the people listening to this podcast?
46:30Katty Kay:The main thing is don't take yourself that seriously. Have a sense of humor about yourself. If someone points out a flaw about yourself, go with it. Who cares? You know, Gary Lineker, I said, you know, this guy's 5 '1", and Gary Lineker looked at me, you mean the same height as you? And I said, yes, Gary, the same height as me, except I'm on platform shoes so I don't have to look at your nose hairs, okay? I mean, you know, my point is you're never going to get harmed if you're willing to take the essence of who you are and everything with it. How are they going to pick on you? You go, yeah, okay, that's true.
47:03Katty Kay:Okay, let's move to the next thing. self-confidence and self-deprecation and sense of humor are all in the same family tree and learn that and if you learn that you'll go really far i think that's the key from this
47:19Anthony Scaramucci:conversation is how much you can learn and that these are choices you have you can make these choices of course 100 anthony scaramucci thank you very much yeah i like being interviewed by
47:30Katty Kay:I've got to do this more often.
47:32Anthony Scaramucci:We'll do it again. Thank you all so much for listening. I've had a great time doing this series, and I will be back next week with Mika Brzezinski for a final Q &A, because you have sent in so many brilliant questions we wanted a chance to answer them. A reminder that this episode will not appear, though, on the Rest is Politics US podcast feed. So if you want to listen to this Q &A, do search for Doing It Anyway with Katty K wherever you get your podcasts and hit follow so you don't miss it. See you next week.
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From the publisher
*Doing It Anyway with Katty Kay* How can giving your power away make you a stronger leader? What is the best way of asking for advice? How can you stand out to an employer?
Katty Kay is joined by Anthony Scaramucci to answer all this and more.
Email: doingitanyway@goalhanger.com
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