"He Put A Gun In My Mouth, Then Beat Me Up!" - Molly Bloom (Molly's Game)

They put a gun in my mouth, beat the. hell out of me, and he said, "If you. tell anyone about this, I know where. your family lives.". For the first time in my life, I knew. finally it was game over. I'm Molly Bloom. Dubbed the poker princess. The former waitress who took a small. poker game run out of a dingy nightclub. to the biggest underground poker games. in the world. celebrities to millionaires. They literally made a Hollywood movie. about it. The game turned from legal to illegal. I had become the biggest game runner in.

New York City. Leonardo DiCaprio, Ben Affleck, and. Tobey Maguire, politicians. She was. making four to six million dollars a. year. It was unbelievable. $250,000 buy-in. So, I couldn't sit down unless I brought. $250,000 to lose. That's right. And you saw someone lose $100 million. dollars in a night. Yes. This is where the science of how. you make people feel became a really big. tool. And I would memorize people's lives, the. names of their kids, what they cared. about, favorite food order, drink order. These things can absolutely be used for. good, but I just became obsessed.

What had been about trying to be an. entrepreneur and be gutsy started to be. exclusively about the money and the. power. But I paid a huge price for it. I. started to partner with people that were. not the right people to partner with. In. the middle of the night, I get arrested. by 17 FBI agents, machine guns. They put. me in handcuffs, and they put this piece. of paper in front of me that says "The. United States of America versus Molly. Bloom.". The FBI gives you an ultimatum. They. were going to give you millions if you. snitched on the players in the game. I had 48 hours. What happens then? Before this episode starts, I have a.

small favor to ask from you. Two months. ago, 74% of people that watch this. channel didn't subscribe. We're now down. to 69%. My goal is 50%. So, if you've ever liked any of the. videos we've posted, if you like this. channel, can you do me a quick favor and. hit the subscribe button? It helps this. channel more than you know, and the. bigger the channel gets, as you've seen, the bigger the guests get. Thank you, and enjoy this episode.

Oli, what do I need to understand about your. earliest context to understand you? Going right in. Um. I think. it almost always starts with the family. uh in childhood and. I am from uh a family of you know, my. two little brothers are incredible. humans, but like the craziest. overachievers you can ever imagine. And then I have these two.

incredible parents who were very. powerful influences in our lives. My dad. stood on this platform of you cultivate. discipline and if you have a fear, you. walk through it and you learn how to. suffer constructively for your dreams, for your goals. And then my mom, you know, she was this. she insisted on kindness and integrity. So there's this whole ecosystem of.

extraordinary. and I didn't know how I fit into that at. all. And I desperately wanted a seat at that. table. And probably during the times that we. were raised, there are these ideas of. what success looked like and how you get. there. And it was. genius and talent and specific skill. set. You know, but I knew. that I had to be successful or and this. is not hyperbolic, I literally did not.

want to live. I mean, I remember when I. was applying to law school, I said to my. dad, "If I don't get into an Ivy League law. school, I don't know like how. I don't want to live, you know?" And. Do you Do you mean that? I. It's hard to know what you mean at 18. years old, but. in my mind, you. clear proof and evidence that you're. extraordinary by these accomplishment. accomplishments. And my brothers had. already started to make that happen.

And. Why law? Mhm? Why law? Because one day at the dinner table, my dad said to me, "Do you like to argue and read a lot? Maybe you should go to law school.". And then I And then I started to kind of. read books about the law and fiction a. lot. I I mean, I was I loved stories. Um and and then started to think about. getting paid to argue for a living and.

all the glory that could come from that. if you're fighting for justice or you're. you know, fighting to. save somebody who's innocent, you know, the the sort of high points, the aspirational. points of what it would be like to be. a lawyer in a movie or a book. You're thinking about the glory. Yeah. Yeah. For sure. Why do you think you cared so much about. glory? I don't think I cultivated much.

self-esteem. I don't think I knew who I. was. And I don't think that I believed I. was inherently worthy. I believed that I. had to achieve something big, huge, extraordinary, worldly. in order to. to then. feel. relief from that existential ache of. that I that that followed me around my. whole life, you know. So, you. you go off and try and pursue a a career.

in law, at least that's what you think. you're going to do. Yeah. You're going to go to Harvard, right? Well, I wanted to go to Harvard. I didn't even end up. going at all or even finishing my last. semester and a half at school because. I just couldn't. I couldn't muster the the energy and. ambition it took to go. do all these things. I I just had. I had hit a wall and I think I was. really questioning.

the conventionality of it all. So, I. ended up like not applying to law. schools and then just saying. I just need a year. And. the closest place that was warm on the. ocean from Colorado in a straight line. was California. When you moved here, um your father. again bringing him back into the. picture, he's a very ambitious person. How did he receive this news that you. were. Not. coming to LA? Not happy about it. Not going to. financially support it.

Really disappointed. So, you get here and he's he's no longer. supporting you financially at all. Mhm. So, what do you do to make money? I mean, I got a job. I had to get a job. the day I got here and I went to this. restaurant in Beverly Hills. Went to a. you know, got a job for a couple days. It was terrible. And then I went to this other rest I'm I. went to this other restaurant and kind. of lied and said, cuz no one else was. hiring in this Beverly Hills area. And.

it was a fine dining establishment and I. lied and said that I had fine dining. experience. I got fired. a couple weeks later. My boss said, "You're the worst waitress. we've ever seen and you've ruined like. thousands of dollars of bottles of wine. trying to open them.". He said, "But. you know, people seem to to take to you. and you're a hard worker, so why don't. you come work. for our real estate development company.

as my executive assistant?". Oh, so it was the boss of the restaurant. that. Yes. offered you the job as the exec. Yes, they they had a bunch of holdings. They had some real estate. They had some. restaurants. They had a fund. So, you became his. EA, his PA. Yeah. And this led you to poker. Yes. He came in the office one day and. he said, and they're always zany things. to it sort of like thrown at me. And he said, um. I need you to serve drinks at my poker. game tomorrow night.

And I, you know, I tell this story cuz. it's just. so indicative of of the naivete and. where I was. I I do remember. Googling what kind of music do pick. poker players like to listen to and what. do they eat. And then I proceeded to. make this incredibly embarrassing. playlist with songs like The Gambler on. it. You know, and got this cheese plate. and showed up for this very fancy. uh. poker game in in Hollywood with.

A-list. celebrities. And you know, there's some. names that. of people that have already talked about. being in the game and those are the. names that. I don't mind. naming just to give context. It was Ben. Affleck and Tobey Maguire and. Leo DiCaprio. And then, you know, but apart from the. actors, it was also. the head of some of the biggest. investment banks in the world and the. head of some of the biggest movie. studios.

and politicians who were household names. and. people in the tech world that were about. to take their. companies public. I mean, it was. it was unbelievable. Quite a few people have come out as you. say and said that they were. they played in those games. Yeah. I I was watching a video earlier of like. even Dan Bilzerian I think says. Yes, Dan played. He played in those games. Was was Were those games that legal or. illegal? Cuz. Legal to play in? Legal to play in? For sure. Legal.

I. What when I started running the games. I hired. uh. defense attorneys and had them analyze. the federal statutes and to help me. figure out a way. to do it legally because in the early. days. I wouldn't have done it illegally. That was an evolution. So you start as a basically an assistant. to the games that your boss is running.

These are secret games, right? Right. Very secretive. Very. And take me on the journey of what. happens next. Okay. So that first game. you know, I'm. just shell-shocked essentially. And also really mortified about the. playlist and the cheese plate. from Gelson's, you know. Um. but. but man am I intrigued. You know, getting to be a at 23 years. old getting to be a fly on the wall.

in this room. where the. these conversations are open and candid. and you are. I'm like you. I've always been. fascinated in psychology. I've always. been. an information data junkie. I love to. learn. I love to observe. And so this. was. as compelling as it could be. And then I remember at the end of the. night because people were tipping with. chips. It wasn't straight cash.

I remember making $3,000 for refilling. some drinks. And so two things became really apparent. to me. One, this was incredible access. to a network of people that I don't know. if I would have ever had access to. And to learn from people at this age of. 23 when I didn't know who I was or who I. wanted to be. And number two, that there. was something that happened when there. was a token or a chip was the was the. economic system that made people very.

liberal. Cuz I'd worked as a wait, you know, I. was a I was a waitressing everywhere. I'd hustle my butt off for a couple. hundred dollars a night. You know, all. of a sudden the chip is involved and. it's not real money. So, I. just became obsessed. And so, I learned about poker. I wanted to learn the rules of the game, the vernacular. I didn't want to seem. like a novice.

Um. and then I started to try to figure out. how do I stay in this room? And. this is where. one of the places where effective. presence became. a really big tool. What's effective presence? Effective presence is the science of how. you make people feel. Everybody has. their own emotional footprint that they. leave on the world. And um there are. really marked things you can do.

to have either positive or negative. effective presence or neutral, which is. also not great. Um. so, I remember talking to my mom. And I remember saying, "You don't even understand how. compelling this is.". And. I don't I want to stay in this room more. than anything, but I don't know how I. could ever confer value in this room. Did you feel like you were going to be. kicked out of the room? I just felt like maybe I was disposable.

Like maybe they would just bring in an. another. woman at some point to serve drinks. Or you know, I just I didn't. I just didn't want to be disposable. I wanted to find some reason. to be. to be valuable in that room to, you. know, and and to be able to come back. And I start I was talking to my mom so. much about everything that I hoped to. gain and and. where my mind was going with this.

opportunity. And you know, that I said to her, "But. Mom, I I have no idea how to bring value. to this room. These people have. everything.". And she said something that was really. profound to me. She said, um. "You know, maybe instead of thinking. about all the things you want to get, you could think about what you could. give.". And then she reminded me of that quote. by Maya Angelou that everyone loves and. loves to quote, which is people are. going to forget what you said and what. you did, but they're never going to. forget the way you made them feel. And I thought about that and it's so.

true. And I guess I had this suspicion that. these people with their power and their. success. and their access. were different from the rest of us, that. they believed that they were worthy. You know, that they didn't have harbor. that secret fear that they weren't good. enough. And what I found. unequivocally is that that wasn't true. And that many times someone at that. level. is even more convinced or needs even.

more. validation. And so I started to try to understand. how to make people feel important, seen, heard, remembered, how to establish. trust, how to establish. authentic connection because something. that I realized. by observing these games is that. everybody wanted something from these. people. That was the nature of the relationship. And so if I could figure out how to.

establish a real connection. You know, there's there's emotional intelligence, right? Which usually has a focus on the. outcome. How to win friends and. influence people. Effective presence is. more about being in the present with. someone, focus on the connection, not the. outcome. And. this is truly what I focused on um for. the first 6 to 7 months. is just. creating a real connection with people. Observing them and and.

you know, trying to. train my mind to focus on what's unique. about this person. What's truly unique. about this person and then getting to a. point where you're vulnerable enough to. say, "God, I'm really fascinated by this. thing that you do." You know, whether. it's at the poker table or in business. or just in life and and focusing in on. the details and and really. getting outside of yourself and becoming. curious and becoming a great listener,

which by the way, you are an insanely. great listener. Well, thank you. Um, and I just have found, probably like. you have, that there is such incredible value in. that and that no matter how much. somebody is celebrated or um, you know, has. has a a public following or whatever, it's so seldom that someone just sits. down with them and listens. Just gets in. it with them. Tiffany, as you were saying that, I was.

just thinking about how much of a. competitive advantage listening is. We. think that the competitive advantage is. had in speaking. Mhm. But I've If I've learned anything from. doing this podcast, it's that to truly. understand someone and then be able to, in this context, ask them a question, but in the world of business, to deliver. them a solution to their problem, which. is getting a sale, to create the upper hand, you simply have to listen. Yes. And you have to listen for as long as. you possibly can. Yes. And this is what what the great thing of. what I've learned from doing this. podcast, but.

even from this conversation is I'm I'm. My next question is going to be so much. better for the fact that I listened to. you. Right. And actively listened. Actively listened. Presently listened. I think we walk. around armored with our egos. And I think that. true connection happens when somebody. when you're able to disarm somebody and. they're able to disarm you and the egos. slip away and it's just two people. So when you go in and you start listing.

off your accomplishments and painting. yourself as this. you know all of a sudden it's like. competition up ego's up and and then. there's not true connection. You can't penetrate. No. that kind of wall can't you? Both built. two walls between yourselves cuz you're. showing off. Right. You need the walls to come down to form. the connection. Yeah. When people hear that they go you know. this this idea of effective presence and. understanding how to be kind of a. different jigsaw shape piece to each. individual to get the best out of them.

or what you want from them. People will say oh manipulation. Mhm. Which you know the the fine line between. sales and persuasion and negotiation and. manipulation it's all there you know. Is this positive manipulation? So. effective presence, EQ, active. listening, all of these things that you. learn can absolutely be used for good or. they can be used for bad. But I think something that is different.

about at least the brand of effective. presence that I value. is it's about your experience connecting. with a human being. It's not about for me cuz I used to do. that right? I used to if. the the way I used to do things is I. would do all my research on you and I'd. come in here with a with a few talking. points so that I could instantly connect. on something with you and show you that. you and I are are the same. And I. I don't really do that anymore although. I don't hate that strategy.

Um. but I think it just depends on how you. use it. I think when you use it in a. manipulative way. I think it's easier. to see. Versus if you kind of take a few breaths. before you go into a room and you say, this. my what I want to do here is to connect. with someone, to have that human-to-human feeling,

and you know, to. to be of service in some way to a uh. in a greater way to humanity. And by the. way, that can also include yourself. You know? But I think it's about. disconnecting from the outcome, disconnecting from the transaction, and connecting as a human being. So, how'd you get from being the. waitress in these rooms serving drinks. to.

running your own poker nights? This is a funny story. Okay, so. couple months go by, right? And I'm like, I don't want to serve drinks in these. rooms. I want to I want to start my own games. I want to own these rooms. You know, this was. someone who felt powerless in the world. If I could control these nine seats, you know, this thing that has so much. control over these people that are so.

powerful, that was compelling. The money was compelling. I had this whole idea of how I would. design the experience, that was. compelling. Um and also, you know, I'd sort of learned in those 6. to 8 months that that I was an. entrepreneur. I was a problem solver. I. could I could think on my feet. I had. metacognition. I could feel a certain. way inside, terrified, nervous, scared, and still.

act with composure. These things that. wouldn't quite present at a dinner table. growing up with Jordan and Jeremy Bloom. to culminate into an idea or uh you. know, sort of like that seat. All of a. sudden, I just started to feel in my. flow, you know? And. so but I was very loyal to my boss. And. he is an interesting character. He was. slightly psychopathic.

Uh. so I I you know, I just bided my time. and I tried to figure out how I was. going to do this and and then he made it. quite simple for me because he called me. and he said, "You're focused too much on. the game. I need you back in the office. I'm giving the game to someone else. Her. name is da da da da da. She's going to. be calling you.". And by this point, I had really kind of. gotten into like I had started to think. about how I was going to build this. game. I had I was keeping. um the books on everyone. I was. uh recruiting players. I you know, I I.

really had I was doing much more than. just waitressing. And. I thought about it and I was like, I got. to take my shot. I can't just. go. I can't just let him take this. Like. this is this opportunity is. too important for me. So. I had developed friendships and. alliances. And so I planned a game. and I moved it to a really luxurious. location.

And I hired a full staff of people and. had them memorize everyone's favorite. food order, drink order, uh. the names of their kids, what they cared. about in life, upgraded my playlist, do a little Frank. Sinatra maybe. I don't remember what it. was, but it was better. Moved out of this dingy basement, had it. catered by, you know, the the best. restaurants in town. Up up you know, like. the best liquors, Cuban cigars. I mean, I. I wanted people to walk into this room.

and feel like they were in Monaco. Or. feel like they were James Bond for the. night. And I I really as the games were on I I. really like. got into the science of scent science. and temperature and humidity and um. food and all these things that elicit. the feel good chemicals. And so and then I invited everyone. except for my boss.

And at the end of the night. it the game went really late and then at. 5:00 in the morning I got this text. message. from my boss and he said, "Get over. here.". Uh to this day I don't know why I went. I just went. And he made me go wait in this like. bedroom. And he made me wait for a long time and. I I I thought I said to myself, "He's. going to kill me." I mean, I don't even. know what's going to happen right now. Cuz he was a. was a terrifying. individual.

And a very powerful. And just to give you some context, when. I started working for him. I used to always say to him, "I'm really. worried about your soul.". Like you're not a nice person, you know? And and I saw him in a business context. And then later when I got to know him. better I saw him with his family and he. was very kind. But he used to say to me all the time, "You you're going to. you're going to get trampled over. Like you need to toughen up.". And so anyway, so he walks into the room.

and he has this terrifying look on his. face and he looks at me and he goes, "I'm proud of you.". It was like graduation day. For better or worse, you know? It's hard to know how to feel about that. moment now sitting here decades later. So from that moment when you host that. first game, you upgrade everything. You. upgrade the experience for your. customers. Mhm. Um eventually. you set your sights on New York but for. a variety of different reasons, and you. moved the games from being based in.

California and LA to being based in New. York City. I lost the LA game. You lost it, someone took it from you. Yes. Hm, karma. Yeah, totally. Not going to argue with that. Who who took it from you? Uh, one of the most famous movie stars. in the game. Leonardo DiCaprio? No. Uh, someone took the games from you, a. movie star said, "I'm going to go do it. at my house.".

Give me an option first. Um, you can either. start making less money. So, this is very interesting. There was this player in the game. who you can't name. I I won't name. Mhm. But they're big male movie star. Making so much money. Okay. How much money we talking, like. hundreds of millions? Yeah. Okay. But became. I would say logically obsessed with this. game and structuring the game so that he. could win all the time.

So, make sure that he was the best. player in the game and that there were. no other uh, there was no one better. than he was. Dan Bilzerian said that he was kicked. out of the game because he was really. good. Oh, well, listen, I. Dan showed up playing this kind of. ruse that he was just this clueless. trust fund kid, okay? And people bought it. And I sat I sat. there watching him and I'm like, this. dude knows what he's doing, you know?

And I and I said, "Respect, right? Like, you're hustling, I'm hustling, but you. can't play in this game, you're going to. take everyone's money. You're bad for business. I wish you the. best.". So, you kicked Dan Bilzerian out of the. game. I had to. He was too good. Yeah. Okay, so he wasn't he was telling the. truth. Yeah, and yeah, for sure. So this this Hollywood star that took. you that stole your game from you. So he was really obsessed with the game.

and he was obsessed with the money that. he was making and being the biggest. winner. And the truth is at the end of the year. the money that I was making by that. point was millions. And he believed that was money that. should be going into his pocket even. though by this point I was traveling the. world recruiting players. I had a staff. of 20 people. I handled all the. logistics. I handled. credit extensions, collections. I was on. the hook if someone didn't pay. I had I. had a full business. I was paying my. taxes, you know, um there was so much.

work and sweat equity and I had branded. the game in this incredible way and I uh. I you know, I took notes every single. game. Here are the areas that work, here. doesn't. Let me do some deeper research. Um. and you know, just really thinking. turning down. cash and cars and free rolls from the. pros. I to get a seat. to protect the integrity of the game and. you know, like taking paying the debts.

from my own bank account so that to make. sure people got paid faster. I mean. there was It wasn't I wasn't serving. drinks anymore. And so when he said to me, "You're. making too much money, you have the option of making less and. I'll let you keep the game.". Look, by this time I. I had become a strategic thinker. I had. really been able to. get out of emotional decision-making, but I do believe that there's a time and. a place for emotional decision-making.

and and so I knew that turning down that. offer, there was a. large. the odds were I was going to lose the. game, but I knew that accepting that. offer meant no autonomy for me, no. freedom, and no dignity, and. What was the offer, sorry? I had to would have to cap my salary and. make it and and have him approve how. much I'm making. Why would What was he bringing to the. table where you can just kick him out? Was he bringing a lot of. Celebrity power, yeah.

and celebrity power. Yeah, this in this town? So he he was he basically said to you, "Listen, you're making a lot of money. I'm I'm bringing a lot to the table cuz. I'm bringing celebrities and contacts. and legitimacy to this. So. I'll put a cap on your earnings and I. get the rest of what you're making, but. I'll continue to do my part.". Yes. So he kind of wanted to make you his. employee. Right. How did you feel about that? I never want to be anyone's employee. ever again. But how did you feel about him? Cuz when you said it, you looked a bit. pissed off. To be honest. Uh did I?

A little bit. You looked a bit like. there was still a little bit of maybe. resentment to that moment. You know, I think that there's just. conviction to that moment. Right. Of cuz I think we live uh. in a day and age where a lot of people. try to um. not in a day and age it's it's reality. that a lot of people um. try to misuse power. And I think it's really important to. talk about. you know, sort of dignity in the face of.

that and and. and turning the offers down. So you said no, what happens then? Called me about a week later and with. this. almost jubilant. laugh and tone was like, "Don't You're. done.". How could he ensure that you were done? He had colluded with the biggest. whale in the game. A whale in the in a. gambling context with a lot of money. who's not very good, who's willing to. lose a lot of money. And this person had endless funds and he.

had colluded. with him. to have the game at his house and that. was where the money was for everyone. And you asked me a question, how do I. feel about this person? Um. here's my answer. This was a really long time ago. Um. and. I've totally forgiven him. So, you lose the game. I lose the game.

I was. devastated. What's going through your mind at that. moment? I'm done. I'm never going to be able to make this. much money again. I'm never going to be. I'm going to have to go join. some you know, I'm going to have to go. work for someone else. I'm not going to. be able to be my own boss. I'm not going. to live in this. fascinating, adventurous underworld. where I get to, you know, pull the. strings and move the chess pieces and. and. and I have to go join the real world.

where. I'm not extraordinary. You know, I mean, I'm just telling you what's gone through. my mind. Now, when I say these things, it's like. it is what it is, but. So, you eventually moved to New York. Yes. Um 30 years old at this point? I'm 31 at that point. Okay. Yeah. Um so, you know, I. I bet. my parents said this is a great time for. you to go back to school. You've saved. all this money. You've learned all this,

you know, you've gained all this. information. You have this incredible. network. And I said to them, you're absolutely. right. But I have something that I need. to prove to myself, at least. Because. the plan was never to run Poker Room for. the rest of my life. I don't think. that's something that's sustainable. The. lifestyle was not conducive for raising. a family. Um. late nights. you know, crazy adrenaline. It was not. something that I could imagine myself. doing for the rest of my life. I knew I.

needed to walk away at some point. I. knew I needed to parlay it into. something that was. less underground, less gray. But, you know, I have to tell you, there was. something very thrilling about it. Um. but then I got angry. And I had something to prove and there. was just nothing that was going to stop. me. What made you angry? Feeling like I had been disposed of so. effortlessly. Something that I, you know, something.

stolen from me that I had. curated and built and, you know, he said. karma before and and there is. some truth to that, but. I did everything. justly. You know? I left money on the my own money on the. table to curate this incredible. experience. Um I I ran the games with. ultimate integrity. You know, I I wasn't unkind to anybody.

I just felt. it was really unfair. And so, also, I was embarrassed. You know? So, I decided I was going to build the. biggest poker game in the world. Like. five times, 10 times bigger than the. game in LA. And then I would go away. I decided after doing some research. that I would do it in New York City.

cuz it seemed like there were a lot of. gamblers. on Wall Street. There were many problems with my plan. First of all, I didn't really know. anyone in New York City. It's. that sort of like billionaire. Wall Street world is not so easy to. penetrate. Um secondly, it was 2008. So, the economy. and Wall Street had just been brought to. its knees. in the most profound way since probably. the depression.

And thirdly, there were some pretty. scary characters running. games in in New York who'd been doing it. for 20 years. But, you know, it's it's testament to. when. when the. you're obsessed with something, when. when. the end like you'll do anything. unfettered ambition, you'll do anything. to get there. Things are possible for better or worse.

So, you know, I made moves. I did research. And I interviewed poker. players. And I found out who the right people. were to talk to, and I found out. what was wrong with the current system. What was wrong with the current games. and and where I could improve on that. I. already knew I could I already knew I. could bring the branding and the. experience, which was meaningful. It. truly was meaningful. Um but what I found is in these big. games in these New York games, a lot of.

the game runners were kind of running a. Ponzi scheme. If they didn't get paid, they wouldn't pay out. They're playing. in their own games. Whether they were. winning or losing would dictate the rake. of that night. And the rake is the. illegal tax that most of the game. runners were taking. And so, it was a matter of treating. people fairly. It was a matter of being. trustworthy and consistent and um having. integrity. And and then I and. you know, the biggest thing I could do.

to instill that trust and to have. integrity and to eradicate the fear was. to become the bank. I would now MDB Inc. would now become. the bank. Guarantee the games. Pay if there is. um if somebody stiffed, I would pay. What does a stiff mean? Meaning they. lost money in the game and then didn't. pay the debt. Okay. I I understand that. Surely to get the. chips they have to pay that for them up. front. No, when you run a weekly game,

ultimately you establish a credit. relationship with someone. Okay, right. Um, because otherwise like these people. would have to bring $5 million in cash. to every week. It's just not reasonable. It's not feasible. So, tell me about the peak of your New. York games then. So, when you're at the. peak, what does that look like? So, I started this big game. Called? They're all just called Molly's Game. Okay. Yeah. Um, So, it was a $250,000 buy-in. And then. this was the game that someone would.

ultimately end up losing $100 million in. one night in. Say that again. Someone. Explain explain all of this to me like. I'm a chimpanzee from that documentary. you talked about before we started. recording. So, when you sit down to play at a poker. game, there are a couple. numbers that matter. What's the buy-in? My LA game, the buy-in to sit down and. get chips and get a chair was $50,000. I. started at $10, I raised it to 50. The New York game was $250,000.

So, I couldn't sit down unless I brought. $250,000 to lose. That's right. Then, the other. relevant numbers are what are the. blinds? Meaning, what do you have to bet. um, each round. to. to to to play the game. To start at the start of the round. Yeah, and there's a small blind and a. big blind and it just goes around the. table. Yeah. And and so, these games played so big, there was so much action, the blinds. were so high that, you know, that.

initial buy-in would be gone with some. people in the first 20 minutes. So, then they'd have to come to me and. say, "I need another 250." And I would. have to decide in that moment, "Can they pay this? Are they good for the money?". Um, and so, I would have to. start to establish this relationship, this financial relationship with people. based on trust a lot of times. But, there are a couple things that kept. that kept me safe. Number one, to stiff this game was. social reputational suicide.

People would start to say, "Oh, they don't have money anymore." Number. two, there wasn't a game like it where. you could play with some of your biggest. heroes. I mean, there was so much. business that got done at these games. The things that I saw created, you know, was mind-blowing. But also, And you couldn't just go to the police. if they stiffed you, right? No, there's there's no recourse unless. you're willing to go to. um. muscle. Mafia? Yeah. Organized crime.

Why couldn't you go to the police? Because it's not. illegal to stiff me or a or a or a game. It's illegal to stiff You need a. gambling license in order to have those. types of privileges. So, you can go to jail in Vegas for. stiffing. your gambling debt. But you can't go to. jail for stiffing me. Okay. I gave you the money. It's a loan.

So, what you're saying you you saw. someone lose a hundred million dollars. in a night? Yes. How how how did that happen? The game was playing huge. They were. also playing backgammon. They were also. betting sports. Obviously, I didn't I can't guarantee a. hundred million dollars. So, I'm out after a certain point. But. and that was shortly. before I got in trouble, but that game. that I established, the the combination.

of the the big game in LA and the big. game in New York. sort of joined together and became a. billionaire's game, and people over. a year's time would lose a billion. dollars. People were I mean, there was rumors that a couple. billionaires went broke. playing in that game. Fully broke. And this. Here comes to a part. of this story. that. is I think really important. I started to see something I could not.

unsee anymore. Which was. in the beginning, I just believed rich. people. could never lose their money, knew what. they were doing. Um and that this was just their form of. entertainment. And what I started to see. is that a. a vast majority of the players in these. games, particularly the big games, were. gambling addicts. Totally owned by the addiction of. gambling. And.

I at some point. had to decide. whether I was okay. with playing my part in that. And. my answer by my actions was clearly yes. But I paid a huge price for it inside. And I that. sort of started to enable me to make. other decisions that were not aligned. with my integrity. And that had a directly inverse. proportional effect on how much I liked.

myself, how much I. my self-esteem, how much I believed in. myself, the kind of person I started to be. And um. what had been up until this point. about trying to be an entrepreneur and. be gutsy and make money and and you. know, sort of like source power and but. do it in in a a way where I'm retaining. who I am and integrity.

started to be exclusively about the. money and the power and the status. And I started other games in the city. and I. didn't. care. if somebody could afford it or not. And I was drinking a lot and I was. taking a lot of. um. pharmaceutical pills like Adderall to. stay up and Xanax to come down and. um you know, just started to live.

this life of of very little. self-analysis. You compromised your integrity. I did. Big time. How? I'm not I don't. have judgments. whether or not like. you know, that sports betting just. became legal. Sports betting so many. people on my indictment got indicted for. sports betting. Now it's legal. Now if.

you live in New York, New Jersey, you can download an app, connect it to. your bank account, watch a tennis game, pretty much everything that happens in. that game is a bettable moment. You can. also do that with a Charles Schwab. account. I harbor no judgment for. DraftKings whoever the companies are, the CEOs are. It matters who you are. Right? For me, once I realized that what I was doing. was. using all my resources, all my skills,

all my intelligence. to do to. to push an activity. that was ruining a lot of people's. lives, that was a insult to my integrity. That. that was getting out of alignment with. who I am and what I care about in the. world. What were you good at? So at that peak. moment, when you do a skills order of. why you were successful, Mhm. what appears on that skills order?

Very good at strategy. Seeing a problem, coming up with a solution, setting a goal. that has, you know, most of the time. pretty slight odds, figuring out how to. get there. So, I'd become very good at strategy. I'd become, um, really good with people. I became so good at it that I became. manipulative. And I was. using those skills to manipulate people. for my personal gain, period. It's not a.

win-win. And all of these things, the the. lifestyle that you've chosen to live in. the way you've chosen to live it, you. speak of the internal conflict this. creates. Yeah. Right? Um Were you depressed at that. point in your life? How was if I was a fly on the wall when. you were going home? What would I have seen? What would I, you know, if if I was a fly on the wall. that could. feel what you're feeling, what would I. felt? And what would I have seen?

I was very depressed. Very disappointed with myself. Um. and completely. powerless over these forces. Money. At the By this point, drugs. And when I say drugs, like I wasn't. I didn't like the inconsistency and the. unreliability of street drugs. I liked. the the consistency and formulation of.

of, um, pharmaceuticals. They allowed me to be. productive and not feel myself. Not feel the world. Um, I was drinking a lot. Why didn't you want to feel the world? What were you escaping from? Myself. What I was doing. The. the way that I was living. What was it you were so ashamed of about. the way that you were living outside of. the games? I had stopped. really communicating, showing up for my. family.

At times didn't treat people. that worked for me. as well as I'd like to. I started to have. you know, New York was a was a trip. I. had. all these beautiful, interesting, compelling women that worked for me. And although I always wanted them, I. always wanted to mentor them and. and provide them with opportunity, the. truth is is that I just made sure they. made enough money so they stayed in that. darkness with me.

And I didn't. hold myself to the same accountability. that I would hold myself now to in a. friendship. I pay them so much money. I don't have. to show up for their birthday, right? It was a it I had even if I didn't act. like it, in my mind there was a. hierarchy. So I had no authentic. relationships or very few. Um. Those were the reasons. Were you in a relationship at this. point?

So I was in a relationship for most of. the LA game and that ended right around. the same time that my game ended. And then I went to. New York and had sort of a secret. relationship. One of the big player's little brother. who kind of did my role in the beginning. of handing out chips and everything. I found to be this deeply fascinating, brilliant. heart-centered person and so we were in.

the secret relationship but I didn't. want anyone to know cuz he was. he didn't measure up to the. the persona that I was trying to sell. Which was very hurtful to him. How did he know? I told him we can't tell anyone. Did you tell him why you can't tell. anybody? Said it's bad for business. Is that what hurt him? You just saying it was bad for business? Cuz if you said that to me and we're in. a relationship, I'd think, "Okay, you. Okay, you don't want to com- uh.

complicate the dynamics. You don't want. some people to know that someone you're. in you're involved with romantically is. also kind of attached to the game." So, Yeah, I mean, I think in the beginning. it made sense, right? But down the road, I think it became very clear. And we we had conversations about it. Mhm. At some point, the the mafia show up. Yeah. So, here's the kind of uh. levels and stages of the. the train wreck.

So, the first thing that happened was I. I had just recruited these guys. They were Russian-American businessmen. They had the air of being Ivy League. Seemed so legitimate. I had people vetted within an inch of. their life. I used to hire the same. people that vet politicians, for. instance, to vet people. I had bank employees on my payroll to. find out people's liquidity. I mean, it. was a whole process, you know? It's a. lot of money. And. big risk to bring some a stranger into a. room with important people.

And their stories checked out, but there. is something in my gut that told me it. was off. And it turns out that they were running. the biggest insurance fraud scheme in. New York City history. And they had alleged ties to the Russian. mob. So, then the feds start to pay attention. to this $100 million poker game where. people can show up with. millions of dollars in cash and get a. check. Right? Pretty ripe for a. corruption. Um and interesting for them.

The next thing that happened was I had a. Yeah, I had a run-in with Italian. organized crime. And I I guess naively I thought that. I knew that. gambling was always one of the ways that. organized crime earns. But, you know, I was having the games at. the Plaza Hotel with billionaires and. players for the New York Yankees and I I. just believed that there was enough. separation. But by this time I had become the. biggest game runner in New York City and.

they didn't care. They didn't care who my clients were. And they. were really clear with me. Uh. you know, if you want to continue to run. these games, you're going to have to. give us a piece. And. we all know Vinnie in that movie, right? And I tried to politely I politely. declined their offer and. tried to explain to them in business. terms why that wouldn't work for me and. and just went on my merry way. and started to avoid their calls.

And uh they didn't just go away. And they sent this terrifying guy to my. apartment. And he put a gun in my mouth. which is. something that you just never forget. And he beat the hell out of me. And um took everything that was in my. safe including photographs. The you know, a couple things I had from. my grandmother.

And. you know, he said. I think your answer will be different. next time. And if you tell anyone about this. I know where your family lives in in. Colorado. And so. a couple things here. First of all, if somebody comes into. your apartment in the you know, in the. real world, in real life. and puts a gun in your mouth and steals. things from you and beats you up. cracks your ribs. you have somewhere to go.

You call the police, you call your. family, you call your friends. It was. undeniable now that what I was doing was. so deeply dangerous and underground. And I was completely alone in it. I I. was too afraid to to tell anyone. And so I'm trying to like. And also. now I'm not just putting my own life in. danger, right? Like I'm in way over my head. And my family's a danger in danger now.

And I'm just I mean it is so heavy. and so much and for the first time in my. life. I don't have any strategy. I don't. I have no idea what I'm going to do. And then I got so lucky. Uh you know, my only contact with. outside world was. food delivery um. and and then and the New York Times. And. a couple days later I got the New York. Times and it said 125 arrested in the.

biggest mob-related takedown. in New York City history. And I never heard from them again. But you know. disaster is a coming. It's just. And the the last thing that happened. before the whole thing blows up was um. you know, for most of my poker running. career I was I was running these games. legally. according to this playbook that had been. written for me by. by my attorneys.

And one of the biggest ones that. differentiated me from a lot of the. games in the city. and LA was that I didn't take a rake. I didn't take a a percentage of each pot. at the end of the game. you winners tip. You know. I'm extending people millions of. dollars. I'm in charge of the nine seats that. people are. a lot of them are. pathologically addicted to. At the end of the night I I got paid a. lot of money. I was making four to six. million dollars a year.

And um. Just from tips? Yeah. So what where did that. four to six million dollars a year come. from from. The winners. So the winners would play. in the game and if they won, you know, they would tip a percentage, 1 to 5% of. their wins. Games were huge. Then I was running multiple games around. the city. Paying my taxes. I have an event.

planning company. But, you know, I was a mess. And. I started to get reckless about who I. was letting in the games and. and and who I was letting play and my. debt sheet started to get bigger and I. started to take a rake. I started to partner with some people. that, you know, were not necessarily. the right people to partner with and um. and the the feds had thrown a.

confidential informant in the games by. that point. And he tracked that. And so, around the. end of that year, I got a text message. from one of my employees at one of my. games and they said, "The FBI's here. looking for you. Don't come here.". And so, um. you know, I. I knew finally it was game over. It was game over. Mhm. And you realized that when you got that. call saying the FBI are here looking for.

you. Yeah. How did you feel at that moment when you. hear Someone calls me and says the FBI. are looking for me. Terrified. I want my mom and I want my dad. I want. to go back in time. I don't want to do. any of this. Don't even know how to process this. And then, a couple hours later it got even worse. I got um. you know, I went back to my apartment. and the whole time, I mean, it's like. you're in a movie. You're.

up. looking around every corner. Is Are they. going to be there to apprehend me? And um. I packed a bag and grabbed my dog and. you know. tried to book a plane ticket to Denver. from JFK. And. my credit card got declined which was. strange. And then my debit card got. declined which was really strange. And I logged into my accounts and the. account balance read negative nine. million nine hundred ninety nine. thousand ninety nine dollars in all of. my accounts.

Why? Because the feds had seized every single. penny. And then some. So what happens then? Did you manage to. get out of New York? I did. I managed to get out of New York. I got home to Colorado. I'm at my mom's house. My attorneys are. talking to. the feds and they said. basically in in this country.

you as a person have the presumption of. innocence. but your property does not. So someone can't just come get you. unless. it was under some of those like. after 9/11 or whatever but you know. let's let's just keep it simple. Someone can't can't just get you, throw. you into jail, say that you're guilty. You have. the right to a trial. With your money, with your property, it's different. There's a division of the government. called asset forfeiture that can just.

take it. And then you have to go into. legal proceedings to try to get it back. And so basically what that would involve. is me going on record talking about this. game and telling how I made this money. which for the most part I'd made it. legally. but you know, the past several months I. hadn't and it would be an admission on. record of a crime. So I couldn't. I couldn't do that. And at this point they said we she we're. not interested in her as.

you know, we're we're not pursuing. anything criminally against her and if. we are, we'll let her know. So, I just went I just. I just went home. What do your parents think of you when. you come home at this point? I don't even know what they think of me. I think they're extremely worried. I think that. my dad had been writing me handwritten. letters every year telling me that what. I was doing was going to end badly, pleading with me to do something. different. Um So, I think my dad was angry.

Um my mom's just scared and I think. they're also relieved. Right? Like. they were you know. They knew that what I was doing was. dangerous. They knew it was. I was up late at night running around. with large sums of cash. I mean, they. had many sleepless nights. At some point the FBI gives you an. ultimatum regarding.

becoming a snitch. Oh, okay. So, it took 2 years. For those 2 years, I moved in with my. mom. I got sober. I. At 35 years old? No, I'm not 35 yet. I'm. 33? 33. Um got sober. Trekked to Machu Picchu, did some soul. deep soul searching. Um finally got a. job, moved back to Los Angeles. 7 days later, this is 2 years later,

okay? I don't think anything's coming. I. have. rehabilitated myself, you know, and I've. been living with my mom and my grandma. in the mountains of Colorado. So, I move back to LA 7 days later, in. the middle of the night, I get arrested. by 17 FBI agents, machine guns, high. beam flashlights. They put me in. handcuffs and they put this piece of. paper in front of me that says The. United States of America versus Molly. Bloom. I'm thrown into this wild indictment.

I'm looking at real time in prison. How much? The press release said 90 years. I think. realistically it was more like 10. Um but. um. you know, I have a day and a half to get. to New York City to find an attorney. that's going to represent me in the. fight of my life and I don't have a. dollar. My dad and I aren't speaking. Why? Because he got mad at me and I got mad. at him. Because the.

the age-old. unexplored resentments. and rife. you know, came to a head. This is my biggest fear, right? Failing this spectacularly. in front of the world. The tabloids are. covering it. So, I had a day and a half to get to New. York City to find an attorney. And you know, I don't have a dollar. My.

mom just put her house up to bail me out. of jail. My dad's and I aren't speaking. So, my best friend, you know, loaned me a little money, but. I'm. sitting down with people who are quoting. three to six million dollars. And. 250 to even look at it. And so, I have. like eight meetings that day before the. indictment or before the arraignment. And. seven out of the eight all said, you. know, Molly, I really wish you the best,

but without a retainer I can't represent. you. And then I met Jim Walden. who. uh was at a very prestigious. law firm. and kind of like listened to my story, looked at my mom, and said, "I'm going to help you.". And Jim and I started working together. And I'll never forget something he said. to me. You know, I went in and I said, "Look, I. don't have the money to fight this, so.

but. I can't do 10 years. You know, and I I I have to have a life. after this. So, what is our strategy and. what is our angle?" And he said, "You. know what? Integrity is going to be our. strategy and our angle.". I'm just sitting across from Jim Walden, who is nothing but integrity, who is. this attorney who has spent his life. fighting the good fight, who continues. to fight the good fight, who spent the. first part of his career in the Eastern. District of New York fearlessly going. after the five crime families, who's. looking at my indictment and saying this.

is [ __ ]. Right? And um. and taking on this case and and fighting. for me because no one else would. And. he's talking about integrity, and I just. had this moment of like. it all hit me, you know? Who I wanted to be, how far I had come from that, and for. what? And uh. I made a decision in that room that day. that I.

could never ever abandon myself again in. that way. I could never abandon the. things that I knew to be true to my to. who I am. And and one of those is is is. integrity and doing what I believe to be. the right thing. And. you know, a couple weeks later. the prosecutors wanted to meet me, and they really wanted me to be a. confidential informant. Snitch? Yeah. And you know, Jim believes this is the. whole reason that they brought the. indictment.

So that you would snitch on the players. in the game and. Yeah, and they didn't care about the. mobsters. or the people running the insurance. fraud scheme. I think they already had. what they needed on those. They cared about inside information that. I could potentially provide them with on. the billionaires, the bankers, the. celebrities, the politicians. And I you know you spend enough time. with people you do get that inside. information. Now I want to be really. clear about something. If there was someone in my game that was.

doing really bad like if Epstein was in. my game and I knew that he was. trafficking children or whatever like I. would have given that information freely. and before this. But what I knew. Was Epstein in your game? No. you were saying. No no no I'm saying if there was a. character like him right? I would have. Never protected someone like him. Mhm. But the things that they were interested. in to me. Who's booking sports?

It's about to become legal in two years. in New York and New Jersey. You're going. to drag somebody's family through the. mud and I'm going to be the you know. your your your accomplice with that? Did they offer to restore your bank. accounts if you. to give me all my money back. Which was how much money? Millions. So they were going to give you millions. if you snitched? Yeah. And also. They were going to give me a deferred. prosecution which would have kept you. know sort of given me a guarantee that I. would stay out of jail.

And I went home and I. You know I had a very short amount of. time to to make this choice something. like 48 hours. And here's where I got to with it. This place that I was in was 100% my. fault. I did all of this. I had near perfect. information about the law. I had great. parents. I had a college education. almost completed. I had all the. opportunities in the world. And I had chosen this and I had chosen. this path. And.

I had to own that you know and turning. around and. Ruining the lives of people who had. played in my game who'd made me very. wealthy. Many of them I saw their kids. grow up. To get out of the trouble of my. own choices did not feel in alignment. with. my true self. So, you ultimately get sentenced? I get sentenced. I get a judge that's very disappointed.

with me. And um. but ultimately a. pretty reasonable guy who said, "Listen, you were running poker games and it. seems like you've done a lot to change. your life. I'm not I'm not going to sentence you to. prison.". Which. it's hard. to adequately express to you how big. that moment is. Because you can do all you know I I used. to say to. Jim all the time, "Whatever, I'll go to. federal prison. I'll learn a new. language. I'll mentor some women." And. he's like, "That's not what it's like.

in the prison system, you know?". People are dangerous and a lot of the. guards are dangerous and women get. raped. It's not It's not a country club. And in my mind I was just like, "I can. handle it. I can handle it. I can handle. it." But in that moment when you get. sentenced to not go to prison and you. not you're not going to lose your. freedom, um you don't realize. how big it is until. that happens, you know? And probably. would have been even bigger if it went.

the other way, but. I mean, I felt like. I I mean, I I lost my feet, you know? And. oh man, you know, here. here we are going to dinner. after the sentencing and there's. my best friend Ali who stuck with me. through everything and my family and. even my old boss came. And I'm looking around the table and. everyone's living their lives. having kids. My brother's a heart surgeon. He's in. residency.

He just graduated Harvard. My other. brother just got inducted into the. Colorado Sports Hall of Fame. And I'm just sitting there and I'm like, "Here I am, the family felon. You know, I'm 30 Now I'm 35 years old. Millions of. dollars in debt. A convicted felon. A social pariah, to some degree. Like, I'm all in for. for a comeback, but how does that even. happen? Where do you go from here?".

So, I just remember going back and. walking the mountains. You know, going. back, moving in with my mom. Walking the. mountains, walking, meditating, trying to figure out what is. the way out here. You know, one of the things I always. always talk to my friends about is as. you become more and more successful, you. get to see behind other curtains. Mhm. I call it, you know, it's like a. Totally. Yeah, like you It's a curtain you didn't. even know was there. And you meet this. other group of people and you find out. that they're making money in this other. Yeah. set of ways. And you go, "What the [ __ ].

Like, you guys have been back here doing. this stuff all the time?". So, I I can so That. That so resonates. Yeah. these money games that I didn't even. know existed. Like, you do this and you. trade this and you do this and you flip. this and. And And you go, "What the [ __ ] I was. like I was earning like minimum wage. over here. And you billionaires around. here just like doing billion-dollar. things with these little games that I. didn't even know existed.". Um and that's what I've come to learn in. my life is like. Yeah. I got to see behind a lot of curtains. and I was like, "Oh, [ __ ] I can do I. can earn this much money without doing. any work? Or you can do like this?" And.

What are those things that you came to. learn about when you got to see behind. the curtain? Couple things. First of all, I thought behind that. curtain I was going to find. the most contented, generous, non-petty, like, extraordinary people. And that's. not what I saw. for the most part. There were. exceptions. Um. I just saw people who were kind of like. unwilling to fail.

Because. I don't know. Cuz they're obsessed with. money. Uh I I mean, you know, it's just. drive a lot of a lot of times. Or being dragged. Or being dragged. Right. Was it more being dragged than drive? Or was it more drive than dragged? I Could they Could they stop if they. wanted, you know, could they Were they. in control of their obsessions? Dragged. In that in those settings. Mhm. It's what I've tend to tend to find. Yeah.

I've met a lot of billionaires, and I. with the odd exception, I'm like, damn, unhappy. Yeah. I can't stop. Yeah. Have Have you ever read that book, The Psychology of Money? Yeah. Yeah. Don't you love that story in there? I love it. I don't know what story in. particular you're talking about, but. Don't remember when. Joseph Heller's at the house of the. of the billionaire, and someone walks up. and says, "Heller, like, this guy just. made in one day what your. gross sales were for Catch 22, or. whatever." And Heller just goes, "Yeah,

but I have something he'll never have.". He goes, "What could that possibly be?". "Enough.". Boom. Mhm. That's peace. Most of these people that I knew do not. have peace, and peace should not be. underrated. Peace, contentment, the ability to find. joy in small moments. And then have the big moments. I am all. for adrenaline. I still chase it.

I have to chase it less, now that I'm a. mom. But I chase it in healthier ways, you. know, heli-skiing, whatever it is, climbing mountains. Um. but to sit, lay your head down at the. end of the day, and be able to say, "I. know who I am.". And. there may be times where I. lose sight of that, but I have a process. for that. And, you know,

I've made these living amends to these. people I love so much. What else did you see behind that. curtain? Um. of dissatisfaction with life? Yeah. Um. I saw a much bigger world than I knew. existed. And a much more malleable world. That's super key. That's that malleable. point. I thought like. the walls were a lot more solid. In life generally? Yeah. But you realize success is something. that we can all bend, control,

manipulate. I think all is a pretty powerful word. I. think if we are willing to do the work. that it entails, um on ourselves, uh. yes, I think success, money, abundance is is. is much more available. than than I originally thought. Is that because you see very ordinary. people. achieving very extraordinary results?

And you And then once you see how. they're doing it, you go, ah, okay. Yes. Precisely. Mhm. That's also what I feel. Yeah. Yeah. That's cool. I've I haven't. thought about that, and that's really. cool. I like that. And this next the way that my story ends. really. kind of. speaks to that. Um. or not ends, but, you know,

That chapter. begins again. Yeah. Um So, I'm walking around the mountains, I'm thinking to myself like, what's the. way out? And I just realized. there's a unique story here. We've seen. this version of a story, it just usually. has a male. star, right? Wolf of Wall Street or something. Right. Right. Right. Right. And um. so, So, like, I'll write this book, and it'll sell so well and my life will. change, you know. And went to New York. publishing and there was a lot of. publishers that wanted to give me a lot. of money for a celebrity takedown book.

And I wasn't willing to do that. So, I. got rejected a lot, but I just kept, you. know, I was just persistent and I got. this book deal. I I got my my own press and everything. and I waited to. for this, you know, I released the book. and I I waited for my life to change and. I think like. 100 people read the book or something. Really? Maybe maybe a little more than 100, but. not enough to even earn back my advance, which wasn't that big. And then I said to myself, I still believe in this story.

I still believe that the story is the. way out. I just believe it. I could see. it. I'm going to have to bring in the big. guns. And I said to myself, I need to. get I need to. go speak to one of the most powerful. filmmakers in Hollywood. I had a bunch of meetings and I was. like, it can't be something small. It has to. be something big. And so, I made this. short list of people who really come. who really are successful, who who are.

the A-list here, you know, and it was. like Shonda Rhimes, Steven Spielberg, um. you know, Aaron Sorkin. And there was another. component that this person had to have, another feature to their personality. They had to be fearless because there. were so many people, as you can imagine, in. the political world, in Hollywood, in um. you know, the billionaires making calls. saying like, "Don't make this. Molly Bloom movie.". Because they don't want to take the risk.

at all, even though I'm. you know, I I went to bat for them, they. don't want to take the risk at all that. they could be portrayed in this movie. Anyway, so I you know, I loved The West Wing and. I loved Social Network and I loved the. characters that and and the a of like. message and humanity that comes out from. his writing. So, I was like, "I need a meeting with him.". With who? Aaron Sorkin. And he happens to also be the. highest-paid screenwriter in Hollywood. So, he's a good bet. Right?

That that number doesn't come from thin. air. So, most people laughed me out of their. office. They're like, "Your book sold 10. copies.". You know, like this It was in the press. a couple years ago. Aaron Sorkin's never going to look at. this. And. um I just kept with it. I was just. persistent. Cuz I had seen. you know? As you'd seen. I'd seen. how people get successful.

Which was. Persistence. Of course you have to have a good. product. Of course you had have a good. story. I believed in the story. But. I got rejected so many times, you know? So, finally I get this meeting with. Aaron. And I remember trying to mentally. prepare for it. I'm living with my mom. You know, I'm by all societal measures. the classic loser. You know what I mean? Like I'm like living in my mom's. basement. I have no money.

I don't have all any of the trappings of. of the world and the success world, you. know? But I said to myself, "You walk in there with humility of. lessons learned, but you walk in there. like. you are wor- you like you're worthwhile, you know?". Isn't there some famous quote that he. said about how you were the most. confident down-and-out person he'd ever. met? Oh, yeah. So, when I was like when when. when I was done telling him my story, he. said, um. "Well, I'll tell you one thing. I've. never met someone so down on their luck.

and so full of themselves.". So down on their luck and so full of. themselves. I certainly was not full of myself, but. That's what you were giving. That's what I was. And yeah, I mean the TLDR of that is. he he takes it on. He drops what he's doing. He takes it on. He decides to make it. his direct royal debut as well as. writing it. The movie comes out. It's nominated for. every award, BAFTAs, Oscars, Golden.

Globes. Um also, I had. done a lot of really good negotiating on. my part on the money part. They wanted. to give me nothing up front and promise. me back end and I did enough research to. know that that wasn't. ever going to happen. The back end in. Hollywood is notoriously. When you say you did well, what do you. mean? Give me something some How can I. gauge that? So, I can just tell you that I got.

15 times. what someone normal normally would have. gotten in my position. And your position was? A book that didn't really sell. You were the owner of the IP, I guess. Yeah. Life rights. A life rights deal. Like if that book had become a best. seller and it already had a built-in. audience and I had. a million followers on Instagram and you. know, there was this compelling package. Sure. So, how well did that movie do? It did extremely well. I mean 50 million. people saw it.

Do you have an idea of numbers of like. value? Do they Do they give you a. a value? Cuz I know they say oh, opening. box office was X. Like lifetime value? Yeah. Um they don't because you have a back. end They they they give you a sort of. convoluted. Okay. back end number. But every everyone made. money on the movie. And it got nominated for awards and um. you know, I'll never forget. getting the the bank wire again and it. it takes a really long time. You know,

you don't just get paid up front. You. get like 50 grand. and then you get the rest of it 3 years. later, 4 years later, whenever the movie. gets made. And it was a rocky road to. make the movie cuz it was all set up at. Sony. Everything was going smoothly. It had. this big budget, like big movie studio. budget. And then. Kim Jon Un. got pissed about the interview. Remember. the Seth Rogen movie? Oh, yeah. Yeah. And he hacked Sony Studios and the. chairwoman was Amy Pascal and she was. the one that really believed in the.

movie and she had to step down and then. the new chairperson wasn't that. passionate and so then we had to set it. up kind of like. at festivals. So, you know, nothing's ever a smooth ride. So, you get a big check from this movie. I do. Um but I'm still. I still owe millions. Not not today. sitting here, but at that point. So, I. had to figure out like. what is.

what's the next move? And um. I remember the first time I didn't even. think about speaking, you know, like a. speaking career or anything. Um I just remember the first time I got. hired to speak. It was in front of. thousands of people for Google. Mhm. And I had never spoken publicly. And I. think I just got on that stage and just. blacked out. Yeah. So awful and I was so bad at it. But the money was compelling.

The adventure was compelling. And so, you know, it allows me now to. make a really great income and then also. work on the other things I'm working on, which is. um. a podcast and a community called The. Smart Girl's Guide to Everything. It's basically using the strategy, the. access, the network, the resources that. I've been able to accumulate in my life. and applying it to real life. And then I'm writing that a book on. effective presence.

And um I have a 1 and 1/2 year old at. home. Which wasn't a straight ride, right? No. You I read that you had IVF nine times. Nine times. People don't understand the pain of. having IVF even once and then it not. going to plan. Yeah. To have it nine times. Yeah. It's It's the It's the mental. anguish. You know, it was interesting for me cuz. and I think this is important to talk. about and I'm glad you brought this up. So, I froze my eggs at 36. Um.

and I was told. "You're going to be good. You have a lot. of eggs. You're young, you know, whatever." And I cuz And my point is. here is I I think it's a big. money-making industry and I think they. oversell the technology and it's not to. say don't do it. but to do your own research. Mhm. In my case, what I realized is. doing three rounds of an egg freezing. procedure would have probably. given me a a much better shot. The. technology is getting better but eggs. are 80% water. So, freezing a flying is.

is kind of tricky. Anyway, so I thought. I had purchased this. insurance policy on my fertility. And then when I met Fiona's dad. I was 41 and I said, "Okay, great. Let's. thaw out these magical eggs." And none. of them worked. And I was 41 and my fertility metrics, basically the doctor said, "I'll give. you a 4% chance of making this happen.". And. nine rounds later, um.

it worked. And I'm so happy I didn't miss it. But that was a special moment. Oh. Also terrifying. Terrifying moment. The most vulnerable you'll ever be in. your entire life. Up until the point. that Fiona was born. I thought to myself, I believed, I went. through life believing, But, after everything that I had to go. through, there's nothing I can't handle.

And then you have a baby. and you realize. losing this this little life. is something that I don't think I can. handle. And of course. there are people that do and they do it. with grace, but you just know in that. moment. that there is something that would that. is changed in you that will never be the. same. Terrifying. Ladies and gentlemen, I'm interrupting. this podcast with a very special. announcement. Two years ago I started. writing a book based on everything I've. learned from doing this podcast and.

meeting all of the incredible people. that I've had the privilege of meeting, but also from my career in business, from running my marketing businesses, my. software business, my investment fund. and everything else that I've been doing. in business and life. And from this I've. created a brand new book called The. Diary of a CEO, The 33 Laws for Business. and Life. If you want to build something. great or become great yourself like the. guests that I've sat here and. interviewed, I ask you, please, please, please read these 33 laws. The book I.

always should have written. If you like. this podcast, this book is for you and. it is available now in the description. of this podcast below. And every single. day until it's out later this month, one. person that pre-orders it, that takes a. picture of their pre-order, uploads it. to their story on Instagram or social. media and tags me, will win a gold. version of this book signed by me. And there's only 33 copies of these. available. So, pre-order it now, tag me on social. media when you do.

And 33 of you are going to win a very. very special book. Fiona comes to you when she's 18 years. old, she says, "Mom, I would like to be a success.". Mhm. What advice have you got for me, Mom? What do you say to Fiona? Well, we're going to be having this. conversation well before she's 18. I want to. I want to help her cultivate. her passions, her talents. I want to.

teach her. about her mind. the ways that I have had to learn. um how to manage that mind. How to manage fear, how to manage. the internal critic. Um. I want to teach her to sit with hard. emotions, not to run. run from them, to figure out what they. can teach us. I want to teach her to go. into the shadows, the parts of ourselves. that we don't want to look at, and look. at it. Don't wait until you get beat up.

by the mob, federally indicted, you. know, like. addicted to drugs and alcohol to finally. go into those shadows to look at the. demons that you haven't dealt with. Um all these things that I learned. through. the trials and tribulations of my life, I want to teach her at a young age. I. want to teach her that her worth is not. dictated by the things that she. produced, but she is inherently worthy. At the same time, it is.

she will not be happy unless she has. purpose in life. I believe that to be true. I I don't. know who said it, but it was very. succinctly said to love and to work. You know? I believe that people need a reason to. get up in the morning, to go into the world. and feel a purpose. I I don't care if that purpose is. stay-at-home mom or president of the. United States. Will you teach her anything that you. learned specifically from being in those. rooms with the billionaires, athletes,

politicians? Absolutely. I'll teach her about risk. What will you teach her about risk? You know, I've seen thousands of hands. of winning and losing poker, and I've. kept spreadsheets, Excel spreadsheets on. people for years. And I've then watched. the choices they make and how they get. to the numbers that I look at the end of. the year. Is it the business choices or. The The choices they're making in the. game and then in their greater life. A lot of times when people lose,

they become. Mhm. unwilling to take another big risk. And if you aren't willing to take risks. in life, over time, you will lose the. game. The people that took calculated risks, over time, won. People that took impulsive risks, didn't. But people that took calculated risks.

over time and didn't let a past failure. or uh. an external condition stand in that way, won the game. I think a healthy relationship with risk. is super important. I think um. being able to stay composed when there's. chaos inside, chaos outside, is incredibly important in those rooms. I think being able to. know when to use your emotional mind to.

make choices and know when to use your. in your rational mind and being able to. toggle between the two in an intentional. and and uh. smart way is super important. And I think ego and greed. is the reason that I've seen so many. lives come undone, including my own. The person that sits before me today, you know, been on a journey to say the.

least, lived many many lives in many. different chapters. Um. what are you most proud of about. yourself now? When you reflect on the. person you are versus the person you. were, what what are what are the some of the. things you're most proud of about. yourself? I'm I'm proud that when I. that I that I stay self-aware. And when I believe that I'm wrong or. believe that I'm. behaving in a way that is.

is not aligned with who and what I want. to be in the world, then I'm willing to. either say sorry or do that work. really deeply, relentlessly do that work. to change. I'm willing that I mean I'm proud that I. just continued to. I'm proud that I stayed. open. Is there anything you're not proud of? From my past or in the present? Yeah, I mean there are little things. that I'm working on, but I wouldn't say.

that I'm not proud of of them because I. think having grace for yourself and. learning how to forgive yourself and and. treat yourself with compassion. is a huge. is something that I had to learn as a. survival skill. back in those dark days. Um but something that I continue to. practice. Uh the only times that I'm not proud of. myself. are if I'm staring straight into. something that I know that I'm.

totally ignoring that's causing harm in. the world. To myself, to other people. Well, we have a closing tradition on. this podcast where the last last guest. leaves a question for the next guest not. knowing who they're going to leave the. question for. And the question left for you. is. what is the message you needed to hear. when you were younger. that you didn't hear? And who was the best person to.

say it that didn't say it? Um. Okay, that's a great question and a hard. question and I think. I think. the answer is. stop searching for the evidence that you. were worthwhile, that you're good enough. and just start to believe it and I think. the person to say it to me is me. I think I was my own worst critic. Um you know,

we all have certain challenges in our. life, but I think at some point taking. responsibility. for your own [ __ ]. is the most important thing a human. being can do. Are you there now? Like are you there at. the point now where you know. your self-worth is isn't going to come. from glory? Not 100%, but I'm like. 90. Do you think Do you think we ever.

overcome. these desires to to seek, you know, these things cuz they they feel to be so. hardwired in us, especially if they come. at a formative age from people that are. important to us like our parents or the. context we're raised in. It's almost. like a an oven. It's like if you think. about anything that you bake. Yeah. You can't unbake the thing. Like you can't unbake. You can't unbake a cake. You know, there's lots of things you can like you. know, separate using various chemical. processes. Yeah. Um. I think maybe if you're willing to go. live a monastic life and just meditate.

all day and like not live in the real. world, even then I I know that for me. ev- anytime I think I have something. completely figured out, something fixed, something else will happen in life and. it'll crop up. So that's why I think. it's so important to have a process for. how you deal with these things and I. think anybody that says I did this work. on myself and now I'm fine. isn't being fully truthful. I agree. I completely agree and I think that's. the the most honest answer to give and. also I think it's the true answer. It's. the answer that all the psychologists.

and. psychologists and psychiatrists that I. sit here with tell me as well is it's. the answer I've seen in my life that. it's more about management than it is. about taking our traumas or our. hardwiring to zero which. and I think that's important to say. because people that are struggling with. the same recurring patterns in their. life hear that and go I can't thank god. it's not just me. Yeah. You know, I cuz they'll beat themselves. up when their therapy doesn't work or. the podcast they listen to doesn't. change them. right or like when staring at the sun. and sitting in an in an ice cube bath. doesn't fix their like. they're still toxic after their ice. bath.

You know what I mean? And they're like [ __ ] they want a. refund. Molly, thank you so much. Thank you so much. Thank you for your wisdom, your honesty. Um you don't have to be so honest. And I. in particular the amount of life lessons. you've been able to draw from this. experience I think is of tremendous. value. So it's no surprise you're a. speaker. It's I've I'd bet extensively. on your podcast being a huge success as. well. And I'm really excited about this. book because I really do think that. effective presence is clearly one of. your absolute, you know, dominant skills. Um just from meeting. you today as well I when the minute you.

said that explain it to me I was like, "Oh yeah, I get it.". So and that's an unbelievably powerful. skill because all we face in this world. is other people. Yeah. And so knowing how to get the best from. those people in whatever context that. might be is ultimately the superpower. that anyone could possess. It's funny. Every year around this time. of year for whatever reason I go on a. little bit of a psychological shift. And. that psychological shift I think is. somewhat inspired by summer, but it's. also inspired by the fact that I want to. feel strong in this season of life. And. as I age, strength training is my number.

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