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Dan
Ladies and gentlemen, welcome to a very, very, very special edition to the Money Mondays podcast. Because I have a guest that always turns me down. He turns everybody down for speaking, for podcasts, for interviews, because everybody wants him. But he likes to be behind the scenes where he spends hundreds of millions of dollars with celebrities, brands, TV commercials, and a lot of things that you see in video games and television. He's actually the mastermind behind it. So our guest, Ryan Shimon, I'm going to have him do a quick two minute bio so we can get straight to the money, I think.
Ryan Shimon
Thanks, Dan. Thanks for having me. And yes, the $8.72 that you paid me to be here today is definitely worth it.
Dan
It was $9.
Ryan Shimon
That's all it. That's all it took to get me on the mic. At the end of the day, though, my bio is pretty simple. I started off as a sports agent. I loved it. At 19, I was probably the youngest guy in history to be a sports agent. I did that for a little while. Then I was the CMO of the first publicly traded sports marketing company when I turned 26. And what I realized, what I really enjoyed was working on the brand side versus working on the talent side. Working on the talent side. You're pitching talent all the time. You're kind of selling. My vision was how do I become a buyer? And in 98, I started a company called Platinum Rye Entertainment. And our entire vision was if corporations would buy talent, music and celebrity and athletes the way they bought media through one vertical, you get cost savings, cost avoidance, and value add. So what does that mean? Essentially, it's collective buying. Why does someone like Pepsi use OMD to buy media? Instead of hiring three smart people to buy their media, OMD is buying on behalf of 40, 50, 60 companies. So when they're calling Conde Nast or Van Wagner Outdoor, they're calling NBC. They get cost savings, cost avoidance and value add. And that was kind of the vision behind Platinum Rye, which I sold to 2004 to Omnicom. We sold the International 2000. Seven of them stayed a long time, started a lot of other businesses, digital marketing businesses, a nightlife business, and event marketing businesses, which have all been sold. And Today I'm the CEO of Mayflower Entertainment, which is essentially Platinum Rye 4.0, where we buy hundreds of millions of dollars worth of talent, music, celebrity and music licensing on behalf of brands. And again, Dan, we represent the brands, the ad agencies, the corporations, not the talent.
Dan
Is managing talent like babysitting?
Ryan Shimon
I mean, it was, it wasn't Fun. Especially because I wasn't managing Tom Brady or Rihanna. So at the end of the day, when you have third, fourth and fifth round draft choices or you know, a second round basketball player that you're begging to get a local car deal with, or doing just a trading car deal at the time, much better being on the branding side. But look, a lot of babysitting too, dan. You know, CMOs, CEOs, heads of corporate communications can even be sometimes more challenging than the talent themselves.
Dan
So let's say there's a big brand out there, food brand, makeup brand, hair brand, beverage brand, and they want to go get a JLo, Rihanna, Tom Brady, et cetera. Why not go try to find someone direct to them rather than going through an agency or a big company like yours?
Ryan Shimon
It's a great question. I think here, here's the real reality. I think today with technology, with information, anybody can call and get in touch and figure out somebody's agent, someone's manager, someone PR agent, someone's lawyer. It's, it's not that hard to get to the talent. The secret sauce is a knowing the right talent and what they'll do and what they won't do for the budget. Two, knowing if there's conflict. So if it's a beverage brand, do they already have a beverage complex? So you don't look like an idiot when you call and say I'd like to have you for X, Y and Z beverage. Knowing the price points, knowing the attributes, knowing the analytics behind it. But more importantly, it's having that leverage that I was talking about of spending and the buying power. So if someone's going to be a half a million dollars to do something, I better be getting it for 375 or 400 grand. If someone only wants to do two posts, I better be getting four or five. Someone wants to fly private, I sure as hell hope they're going to fly commercial for me. And that doesn't mean they're best friends with me. That doesn't mean they love me. Or we're, we're really brilliant negotiators at Mayflower Entertainment. It's pure and simple. It's called leverage. And that's it. So we're see biggest commercial buyer. W means biggest commercial buyer. Uta, all the record labels, all the publishers, biggest buyers. So not only do we have that inside knowledge of inside baseball, of really what's going on, but we have the leverage and we also know what they've gotten for other endorsement deals. So I think anybody, like I said, can get to Somebody, it's another thing to know their worth, know what they'll do or not do, and negotiate a great deal on behalf of the brand.
Dan
How do you think celebrities or athletes can stay consistent? Because a lot of them flare up and they fade away or they have one hit wonder and they fade away. They, they, they have a huge career and then they fade away. How can they stay consistent to make you still want to pay them?
Ryan Shimon
I think, I think it's pretty interesting because back when I started, you know, essentially 30 years ago, you'd have to win five Grammys to be relevant. You'd have to be on a TV show that lasted 10 years on CBS. You'd have to have four or five big blockbuster movies. I think the problem now for talent is we live in a world of instant celebrity, which you would know more than I do. Someone we've never heard of today legitimately, in 30 days could have 50 million people following them on YouTube. They become hot for the moment. So what happens with that is we have someone who represents brands and companies. We have so many more people to choose from. It used to be very Casablanca esque. Line up the usual suspects and, and it'd be the same 10 girls, 10 guys, 10 athletes that everyone cared about right now. How quickly can we get on board that train that when someone has a quick hit that goes viral and all of a sudden they're number one, we can't wait six months to do a spot. We got to do something now. Both of our good friend Gary really talks about that all the time at Vaynermedia, which is, what are you doing? We got to pounce on this idea now. We got to pounce on the moment. Now how do we create a piece of content that pairs with what's going on to stay relevant? But I think, you know, it's very hard if you're talent. Like I said, you know, Brad Pitt's not going anywhere, but he's really not on social media. So he's great to be the face of Broni, right? But is he be, is he great to be the face of a new drink that needs people to, you know, post constantly and be out there constantly? But even if you look at what happened a year ago, two years ago, Lizzo was hot and she kind of faded. And then Ice Spice was hot and she kind of faded. Now Dochi's hot. So very few people are Lady Gaga, who, yeah, she has ebbs and flows, but she's relevant for the past 15, 20 years, you know, but a lot of those People now, whether it's tv, film, sports, who have kind of Evan flows, but kind of have been in that pop cultural zeitgeist, are starting their own brands. They want equity. They don't want even $5 million to be in a Super bowl ad. An unnamed talent that I can tell you that's probably one of the biggest female pop artists in the world, one of our brands offered her $20 million to be in an ad. And you know what? She said? No, thank you. Thank you for. Thank you for the opportunity, but no, thank you. So.
Dan
Whoa.
Ryan Shimon
It shows how much money the top AAA talent is making. And what happens is sometimes also, Dan, not to kind of throw you a curveball, but the A minus and B plus list talent sometimes think that they could also do what Kim's done with Kim's or what Rihanna's done with Fenty or what, you know, the Paul's done KSI for, for prime or Mr. Beast with Feastables. That's very difficult. That's the 1% of the 1% of the 1%. And even that, we don't know how long those brands are going to last. So, you know, I would say the biggest faulty of a lot of this talent is when they're hot at the moment, they don't capitalize. They say, oh, I'm holding out for Chanel or I'm gonna hold out for $5 million. And then a year later they're calling back and being like, excuse me, Mayflower, can you bring us some brand deals? And you're like, oh, I thought you were starting your own jewelry company. And now you wanna, you wanna do this? So I think you gotta capitalize. I think the most famous moment was, I remember years and years ago when, when Jeremy Lynn, there was something called Lynn Sanity in New York when he played with the Knicks. And we would bring him so many deals and he would turn down so many deals. And his family, who was kind of involved, would be like, no, no, no, we're holding out, we're holding out, we're holding out. A year later, there was no such thing as insanity. And he should have taken the millions and millions of dollars that were offered to him for people to capitalize at that moment. So the town and their managers, agents have to be managed, right? There's nothing worse than me negotiating or someone on my team negotiating with an Imagine or agent or lawyer. It's good to believe in your client. It's good to believe. Sure, they're Rihanna or Tom Brady or, or Messi, but not everybody is so Pounce, do the deal if it makes sense, and go on to the next.
Dan
So you've done it for a lot of food brands. I remember last year, you did like five or six or seven of the biggest commercials in the world, and you did these celebrity deals. So when a brand comes to you, let's call it a KFC, McDonald's type brand, they come to you and they're like, okay, pick the talent. Or maybe they have a talent in mind. How do you decide? 1 million, 5 million, 10 million, 20 million, equity. Like, how do you come up with these things?
Ryan Shimon
So I don't care if it's food, clothing, cosmetics, tech, you know, video games. We're in every sector. And I think what happens is, you know, there's two business models that we have. One is somebody says, go fetch. I want Dochi. Or, you know, I want Tyler or I want Billie Eilish. And we go fetch. We give them the analytics, we tell them what else is doing. We. We get a price. We kind of look at what else they've done in the marketplace, what they have coming up, what projects they have. Do they have a new record that's hitting? Are they going on tour? How can we tie into them? You know, will they do interviews or not? And then the second model is, I want a Latin comedian or I want a piece of music that sounds like Beautiful Day by YouTube but isn't beautiful Day. What's the modern version of Beautiful Day that's out there right now? And that's where our team really gets to work. You know, we have a sports team, a music team, a Hollywood team, an international team, and all of our teams kind of sit back and say, okay, let's look at. Here's 20 people that fit that creative or fit that brief. Here's what they're doing. Here's what they have going on. Here's. Here's what they're excited about. By the way, that person will not do Burger King because they're vegan, or, hey, that person loves your product because they love fries and, you know, can't wait. And that's their kind of food passion. So we give them all the information, everything that's going on, provide the analytics, give our point of view, but we also like the brands to choose. We give them. It's kind of like multiple choice. Here you go. Whatever fits the brief. What's also nice is we're not trying to step on the toes of their ad agencies or their PR agencies who are coming up with the brilliant creative that the talent needs. To be in, or the brilliant creative that I need to plug in a piece of music to, or the amazing creative that an athlete wants to tie themselves to. And I think what's important is we try to sit at the epicenter. Because when you have the ad agency and the corporate communications agency, they sometimes don't talk. You would think they would, but they don't a lot of the time. So one, sometimes what happens is the pr, corporate communications or digital agency is working on something, the ad agency is working on something. And if we're at the epicenter, we can say, hey, wait, you want this person to develop content and show up at these three things as you're launching a new product? It's the same time as the ad agencies coming up with new creative. Why don't we get one talent to do both? And that way the right marries the left. Is what sometimes happens. We're not involved is ad agency will come up with great creative PR agency will come up with, with great kind of ancillary material and content, which is sometimes even more relevant than the hero spot nowadays. But they're not talking, so we need to kind of be there and say, hey guys, let's all work together and figure out to get the assets you need. Get the assets you need, and here's the right person to do it and go from there.
Dan
So you mentioned that multiple of the companies have been acquired and you've gone off and acquired some companies along the way as well. Why is it important? Why are some of these media companies buying each other? Why are they buying you? Why are you buying companies? Like, why is that happening in the space?
Ryan Shimon
Well, I think at the end of the day, I don't care if it's a CPG company like Pepsi buying Poppy last week or you know, Hershey's buying companies or sources for seven. Everybody's buying companies. I think, you know, P and G buys companies, Unilever buys companies, Colgate, Palmolive. I think what happens is people have bigger companies. We can talk about the media companies in a second. But even in traditional companies, they innovate. But people are risk averse there. People get a great salary or in departments, if they take risks, they're sometimes penalized for it if it doesn't work out. The entrepreneurs are entrepreneurs for a reason and they're not afraid to take risks. They're not afraid to be bold, they're not afraid to try stuff and pivot and see what works. And then ultimately you get acquired by someone who says, wow, I wish we would have Thought of that, developed that, marketing that. And that's also why you hear of when, for example, I was an investor in Sir Kensington and we sold to Unilever. The brand was so great, it redefined kind of a premium condiment, whether it's ketchup or mustard or mayonnaise. But the minute you put it inside a bigger company, it kind of lost its shine, lost its way, and you don't hear about it anymore. And it's too bad because it was a brand that the two founders had had a vision. They, they created ketchup in their dorm rooms, they seasoned it, they thought of the name and the graphics and they were scrappy and didn't have millions of dollars of marketing budgets. Then it goes inside this ecosystem and who knows? So I think the same thing happens with these media companies. I mean, look at, look at our friends Ryan and Chris, who, you know, four or five months ago sold the publicists, right? Could publicists have developed 10 years ago and influence and, and figured out that influencers are the wave of the future and brands interacting with their billions of dollars to spend? Sure. But Ryan and Chris did it better, right? They thought of it. They were bold. They got strategic investments for people like WME who put money in and believed in them. They worked with brands and were scrappy and got more and more and more brands. And then people realized, hey, wait a second. Creator economy really means something. And sometimes it's better to have these makeup influencers than Julia Roberts, because sure, Julia Roberts looks beautiful in a commercial, but she's not doing a post a week.
Dan
Right.
Ryan Shimon
And she's also not posting for a living.
Dan
Right.
Ryan Shimon
Her career is making unbelievable movies. The creators are about creating every day and that's all they want to do. And what is their unique point of view to create? Same thing with event marketing companies who can be really creative. You know, when we sold the brewing capital and engine shop, we were doing unbelievable things for, for imbev and Budweiser and unbelievable things for Mercedes and American Family Insurance and activating at Augusta and at the US Open, doing stadium naming rights deals. And a company, Bruin, which was owned by Bruin Capital and WPP said, we want that and my partners and I, you know, sold. But that's the secret sauce. I think at the end of the day, there's always a place for really, really good agencies that are smart, that are bold, that are hard working. And I think what you see more and more in the marketplace is people like me who have done it multiple times because you have that Entrepreneurial spirit, you can't help but want to do something else.
Dan
Sure.
Ryan Shimon
I think part of my secret sauce is I kind of stay within my lane. I, you know, my team. Laughs I call myself a one hit wonder because I just do the same thing over and over and over again in different iterations. But if you capture the CEO, the cmo, the head of corporate communications ear, and do a great job for them and not try to do 50 things for them, be a specialist, this is what I do. I am not trying to replace this company, this company, this company, this company. This is what I do. And I am the best at this. And I think that's why corporations really like us, is because we're not trying to be something we're not. We're not trying to capture every dollar and squeeze every dollar out of them and we're saying, look, use me for what we're best in class at. And by the way, you need a production company, I'm gonna introduce you to one. You know, you want a great director, I'm gonna juice you on. You want a great PR company. I work with 30 of them. Let me introduce you to the people who've done great by my brands. And I think it's that circle that also us in this community all know each other, respect each other. I know the best five to 10 PR agencies and if one of my clients says, I need a good, great entertainment PR agency, here you go, right? I don't ask for money, I don't ask for commission. What I ask the PR agencies for is, hey, if any of those people ever want talent, think of us for sure on music. They want a booking, they want a DJ to perform, they want someone to give a speech. That's what we do. And I think by staying in your lane, you're going to be really successful in trying to be everything to everybody.
Dan
So you've also done some really creative, cool deals that are in the rapper space and athlete space and DJs and music space where you're placing them in video games. Video games have massive budgets. I don't think people realize the video game industry dwarfs the movie industry. Actually makes it look tiny when you really think about the math behind the hundreds of billions of dollars that happened in the video game space. Talk about going in and getting like the cool rappers and athletes and placing them in.
Ryan Shimon
Naming the, the video game companies we work with because we work with all different ones. Social games, hardcore games, this and that. I think what musical talent. Especially because we also put athletes and Hollywood stars and Influencers in games. But I think when it really comes to music, it's explaining to them that this is a way to hit a different demo, get out there in a big way. It's more effective than radio. I mean look, I mean the days. Why do you think all these labels are getting rid of most of their A and R radio department? That back in the day you'd go and bring the record to a DJ and be like, hey, play this for me.
Dan
That's a way to get exposure.
Ryan Shimon
I think at the end of the day you put a record in a hip game.
Dan
Sure.
Ryan Shimon
Or you put an artist in a hype game, it can make them relevant to a totally different demo. There was a rapper, I wouldn't even call it rapper. A very big hip hop. Hip hop rapper that we used last year in a game and we did a concert with them in the game and we helped age down the people who listened. My, my 12 year old had never heard of this person before.
Dan
Wow, interesting.
Ryan Shimon
All of a sudden they did a concert in the game and my 12 year old's like singing and knowing every record the guy ever did following them. And you would kind of have that holy cow moment that, that piece of content and that record playing and that Visual to a 12, 13, 14, 15, 16 year old, 17, 18 year old to 21 year old who haven't heard of you or heard of you, but aren't that familiar with your music. You're opening back up to a different audience and then you see their Spotify playlists start to get more, you see their social start to get more. And I think, you know, with a lot of the companies we work with, they get pitched every day. Now I think there's not a major label or maybe independent label that doesn't have somebody that's looking into the video game market or gaming market to how do we get our artists played. And I think it's. It becomes a very, very important part of the label or the record or the artist marketing plan is back in the day, if you could land that perfect commercial for exposure, now it's, now it's more about gaming if you can land that game. Because it also a lot of it can live forever in that game. Back in the day, Guitar Hero, which we weren't involved at that Activision had, it was the same thing. People wanted to be on Guitar Hero because that music was going to be played, you were interacting with the game and it was pretty amazing that they were one of the first to really meld music and gaming together. Rock band kind of was an iteration of that. But now I don't care what gaming company you are, think about the youth when they're playing the games. Music is a very natural component. Brands and snacks, yeah, you're eating them and you're doing them, but being locked in and listening and watching and experiencing with your friends and peers, playing while listening is, is a very emotional moment. And who you want to play as is just as important. What kind of outfits you want to wear, you know, what is your costume, who do you want to be like? And it's, it's pretty amazing. And, and also I think a lot of the video game companies are very quick to react to trends. As we were talking a little bit about before, how maybe advertisers are a little slower. I think the ability to, here's a tick tock kind of sound or moment, whether it's a real song or not. How do we get that in game and how do we get it in game quickly and capitalize on that moment or a dance or a saying. And I think these gaming companies are very hip to the fact that hey, we're not going to pay top dollar because no different than the radio stations back in the day didn't pay you a lot of money to play their songs on the radio. We're now a voice to the next generation and the future generations. So you want to mess with us. We're going to figure this out together. What's important to you, what's important to us and let's put a deal together.
Dan
Why do you think it's important for brands to incorporate some type of philanthropy or charity to their brand? Overarching?
Ryan Shimon
Well, I think that's, it's a great question. I think that some brands do it to check the box. We have to do it. It's something that kind of, if you look back, I think Tom's was one of the first to really be out there and have a one for one, buy a pair of shoes. We're gonna be giving a pair of shoes. And Tom was kind of the leader in that. Now people had done it before and given it foundations and cereals or soda or cars, but he was the first to really bring to the forefront doing great projects by doing good.
Dan
Sure.
Ryan Shimon
And having a great product and, and doing good is really important. But I think today's culture and today's consumer knows if it's a check the box right or if it's something that makes sense. What I would also say is when a brand says to me, I'd like so and so to perform. And it's a cancer awareness charity. Why won't they do it for free? Or I know they make a million dollars, but for 100 grand, that's a lot of money for our charity. I don't understand what, what do they think they're too good for us?
Dan
Yeah.
Ryan Shimon
And what I would say, but take a step back, that that person might not have a connection to cancer awareness. That person might have something to do with amfar or that person may have something to do with Alzheimer's or what's important to them or music cares. So sometimes a brand aligning with a charity that wants to align with talent, you have to take a step back and say what's important to that talent? What are the talents causes and why don't we support the talents causes that are important to them and they might support your cause.
Dan
Right.
Ryan Shimon
But again, the days of I'm a million dollars, you should do this for me for 100 grand because I'm a good cause are out the window because there are hundreds of charities which are needed in this country. I'm a big believer it. But I think you also have to listen and understand who makes sense and who has a personal connection to that charity or to that foundation that wholly wants to be a part of it and feels it. Because again, you know a lot of people who speak more than I do. Authenticity, Authenticity, Authenticity.
Dan
Yes.
Ryan Shimon
So you got to have that connection. You got to be able to tell that story and why that talent is going to be there. And you want the talent to want to lean in and not just even take a small pay cut from a million to 500 grand. Find the connection.
Dan
All right, so there's one question that I ask on every episode and I've never, ever, ever gotten the same answer. This is episode, I think 1001800 19. So you build up your company, you go acquire a bunch of other companies in one day, many, many years from now, you become multi billion dollar company. But finally Ryan passes away. What percentage of that billion dollars do you leave to those children?
Ryan Shimon
To my children or children in general?
Dan
Your children?
Ryan Shimon
To my children. Oh, very, very, very good question.
DJ Irie
I thought the children, the children of.
Ryan Shimon
The world, I believe the children of the people. I think it's something I've thought about. Right. I'm 53 years old. I'm not a 23 year old or 40, 33 or 43 year old entrepreneur. So I've, I've had a lot of time to think about it. And I think my answer Changes here and there. And if we're going to talk on a percentage basis, they're going to get a lot of it, but they're not going to get it all at once. They're not going to get it on their 18th or 21st birthday. But I want for my kids to wake up every day and be as passionate about what they are doing as I am for what I do. So if my 12 year old son decides to be a high school lacrosse coach and that's what he's passionate about, I don't want him to ever worry about a mortgage, a car, maybe sending his kids to private school or camp. I don't want him to worry. But he's got to work. Sure, he's got to work hard and he's got to be passionate. Same thing with my two daughters. I have a 14 year old and an 8 year old. And what's nice is my 14 year old listens to my conversations. It's almost like in the movie Sabrina the Chauffeur getting tips from, you know, from the heroes of it, from Harrison Ford and Greg Kinnear, but at the end of the day or back in the day, Humphrey Bogart. But for me, my 14 year old listens. Her and her friend Violet want to, want to form Gravy Entertainment. Her name is Grace and it's Violet and they're already talking about their company at 14 years old.
Dan
I love it.
Ryan Shimon
And she asks questions, she listens, she learns, she gives me advice on who's cool and who's not. Because as you know, Dan and I don't want to admit to many people that don't know me, but I'm not on social media on any form. I've never been on Facebook or MySpace or Hot or Not, you know, all the big ones. Never been on a dating app either. But at the end of the day, the reality of it is is I want my kids to work, to be driven, but to do what they love without the worry of their next paycheck is going to X, Y and Z. So it's not an exact number, but it's a number to be comfortable but still want to work hard. And that's what's important to me, I think now more than ever with what's going on in the world, you focus on to me three or four things. Health, family, friends, experiences and, and again, I know it sounds cliche but you know, again I started, I'm 19, I'm 53 now. I feel like I never worked a day in my life. Our Motto, this is not easy to do it due to, you know, if companies and agencies could get talent or music.
Dan
Sure.
Ryan Shimon
For the price that they want, for the usage that they want, with the deliverables that they want, I wouldn't have a job.
DJ Irie
Right.
Ryan Shimon
So nothing's easy. But we solve problems with enthusiasm. That's always been my motto. Let's solve these problems with enthusiasm. Let's find a way. Let's always kind of be straightforward. Let's not go like this and let's do the right thing. And it's, I think probably if you said, but you didn't ask, but I'll answer anyway. What am I most proud about of Mayflower Entertainment, my current company that's in its ninth year right now, and probably most of my other companies and my partners that I've had, we have very, very, very little turnover. In nine years of having almost nine years, our ninth year of having Mayflower, we fired one person. We had one person that didn't want to be in business affairs anymore and they wanted to be an account lead. We don't have account leads. So they went somewhere else. And we had one person go to a client who was servicing that client. The client loved them so much, they brought them in house. That's it.
Dan
Wow.
Ryan Shimon
Nobody really leaves because, again, from a cliche thing, you know, a lot of people talk about their family as we're all, this is my family. It's my work family, my family. I think if you put me aside, put me in the back room and interviewed all our employees, they would all say, yeah, we're really a family. We love what we do. Ryan doesn't micromanage. He lets us do our thing. We're empowered, we feel heard, we feel respected. And look, we just brought on someone new. Started Tuesday. What day is today? Thursday. Two days. Newest employee has been there two days. And in the interview process, they don't come to me first. I let them go for four or five other people. They interview them both ways. The potential employee interviews my employees. They interview, and it's more of kind of an interaction. Are you the right fit to become part of this family? Because you just can't come in. And I don't want someone who's going to be here a year, two years, three years, or four years. I want someone who's going to be committed to learn and be a part of our family and not leave. You know, kind of like Hotel California. You check in, but you can never leave. But we don't want you to leave. And I think that it's very hard. We're in a very specialized business, very hard to train new people, very hard to bring great people aboard. There's very few specialists that do what we do in music, sports, or Hollywood or licensing. And when we get them, we don't want to lose them. And. And if you ever do want to leave, you know, I hunt in rye. We probably. We had over 100 people, and in like, 14 years, I can count on two hands how many people left quit or got fired. And when you're ready to leave. One person in my sports group wanted to go to Golf Digest. I'll make the call for you. One wanted to be a yoga instructor. I don't know where that came from. Let me help you. Couple of them wanted to start their own businesses. Let me seed you. I learned that from Julian Robertson at Tiger. If I have great people and I believe in them and they want to go off on their own and do something tangential to my business, how can I support you? How can I back you both financially with. With monetary capital, but also human capital? Let me find you good employees. Let's talk. How can I help? And I. I think that's what I'm the most proud of. And. And I look back at my career, which is very, very far from over, because it's a blessing and a curse. I'm kind of never satisfied. I'm always still hungry for the next deal, the next thing. And my wife will say to me, wow, that spot of yours was amazing with Jennifer Aniston. Didn't you love it? I said, I worked on that deal three months ago. It's over. It's on TV. Great. I've done 80 deals since I forgot that one already. But that's terrific that you're enjoying it. And I think it's. It's staying hungry, staying on top of things, training great people, surrounding myself with really freaking smart people. You know, it's very easy to get a 1080 on your SATs, which I get. So I make sure that everybody else is at least above that. But. But as you can tell, I'm very enthusiastic. I'm still bullish about our business. I think more and more brands, no matter what sector you're in, want to use athletes, celebrities, influencers, music to sell.
DJ Irie
Right.
Ryan Shimon
Because what am I really doing? We're helping people become aware of products and sell.
DJ Irie
Right.
Ryan Shimon
We want consumers to buy what we're selling, using talent, using celebrity. But it works. It's always worked. It's going to continue to work, and it's becoming more and more relevant. I don't know a new brand out there that at least doesn't want an influencer to talk and shout out and get to their audience. So I think our business has a long way to go to continue to evolve and morph and change, but I've never been more bullish on it.
Dan
Ladies and gentlemen, Normally I would say go follow our guest on social media, but he doesn't have any. He is behind the scenes being the magical wizard of Oz, spending these hundreds of millions of dollars like you've heard about celebrities, brands, TV commercials, video games, everything between Mayflower Entertainment and some of the things that he's been working on, you will see out there on television for the rest of your lives. Cause it sounds like he's still addicted to working for a few more decades. So as you guys know with the Money Mondays, the whole goal of this is for you guys to have real life discussions with your friends, family and followers. We all grew up thinking it's rude to talk about money. I think that's ridiculous. We've got to talk about loans, taxes, bank, bank accounts, balancing a checkbook. Those are real life things. In your business and in your household, you've got to have blunt discussions with the people from your past, present and future. So share the podcast themoneymondays.com I would say check out Ryan Shinman, but why don't you just listen to this podcast and really think about what he's told you? Because there's very few characters on the planet that have done what he's done over his career. 30 years of being in this game and you can learn a lot. You might want to share this with your friends, family and followers. We will see you guys next Monday on TheMoney Mondays.com Foreign Ladies and gentlemen, welcome to the Money Mondays. This is a very special near and Dear to my Heart episode because I have one of my dearest friends here. Like a brother to me, he is someone that travels all over the planet and I just happen to catch him. We're in his hometown, but he's barely ever here because he's flying this way, this way, this way. Performing in every city around the planet with celebrities, athletes, hosting his own events, hosting his big annual charity event for I don't know how many years, like 10, 15 freaking years now. He is one of those rare humans out there in the entertainment industry that built up a personal brand from being positive and smiling all the time.
DJ Irie
Which.
Dan
I absolutely love his energy. That's also why so many brands, venues, celebrities, all have an affinity and gravitate towards him because of his energy, from his smile, from his laugh. So what we're going to do is on the Money Mondays, we cover three core topics. How to make money, how to invest money, how to give it away to charity. But first, we're going to have DJ Iri give a quick two minute bio. So we get straight to the money.
DJ Irie
Let's get it, man. Let's get to the money. DJ Iri, listen, thank you so much for such a kind intro. I appreciate that, man. And listen, when family calls, family shows up, right? So. So we are here. Listen, I'm a. I'm a kid that just loved music, right? And music has taken me on such an incredible journey. Started collecting records. Had an opportunity to DJ an event. This is like literally like my senior year of high school.
Dan
Oh, wow.
DJ Irie
Right. Ended up working out because everybody was drunk, right? And it ended up being the general manager of Planet Hollywood that did the event for. And he was really impressed by what I was doing. Ended up giving me an opportunity at Planet Hollywood. This one. Planet Hollywood was like the. Wow.
Dan
The Vegas casino.
DJ Irie
No, no, in Miami.
Dan
Oh, the restaurant.
DJ Irie
The restaurant. Yeah.
Dan
Okay.
DJ Irie
Yeah, yeah, yeah. That was. That. That was one of my first opportunities. And then from there I went to. To the skating rink. And then next thing you know, I'm on the radio. Y. I get a call from the Miami Heat. Hey, we need to talk. Right? And in 1999, 2000, I was the first official D, not just of the Miami Heat, but any professional sports franchise.
Ryan Shimon
No way.
DJ Irie
You know, that it didn't exist before that. This. This is the 1999, 2000 season. You know, they had just moved from the Miami arena to the American Airlines arena. Y and the marketing team was like, hey, let's do something really cool and different. And they came up with the idea of having an official DJ and, you know, start asking around town and ended up, hey, I think Iri's the guy that we should. We should start this with. And funny thing about it was when keeping it real goes wrong. Well, almost went wrong. I said no at first.
Dan
What?
DJ Irie
Yeah, I'm. I'm an idiot.
Dan
Hello, Miami. Miami Heat.
DJ Irie
Man, this guy needs to be committed, Right? Yeah, I thought. I didn't think it was really on brand for me at the time, right? Because, you know, understanding, you know, who their season ticket holders were, which is really like, you know, what they focus on, you know, I was like, these aren't the folks that are listening to my radio show. They're not the Folks that are coming to my nightclub events. And then I woke up and said.
Dan
Hey, this is an incredible 15,000 people a night.
DJ Irie
Yeah, I was like, there, there's something here, you know, and thank God I did, you know, three championship rings later, right? And just the most incredible experience of my life, you know, so that. That worked out really well. And then, you know, here. Here we are today, you know, started the Ivy foundation, started Ivy Weekend, which is on its 19th, 19th year. 19th.
Dan
Sorry, I said 10 to 15 years. 19 years.
DJ Irie
19 years. That is. That is definitely something, you know, 19th year of IRI weekend, artists related, which is our events and talent acquisition firm. And. And yeah, and of course I read Music Corp, which, you know, handles my appearances and, you know, traveling all over.
Dan
The world, all over the planet.
DJ Irie
And yeah, and we're here. This is the most important place to be is right here, right now.
Dan
So when venues try to book you or events try to book you, how do you determine? How do you fit it all in? Because your schedule's so crazy, how do you decide when you're gonna say yes, when you're gonna say no?
DJ Irie
Well, it's a lot different now. It's a lot different now. Well, first of all, I don't put too much time and energy and focus into like just regular nightclub night nights anymore. The focus is really a lot more on, you know, private events and corporate. The cool thing with that is, you know, clubs are great, don't get me wrong. That's. And that's, you know, where I started. I wouldn't be here today if it wasn't for all the support I got from my clubs, you know, but from where I. Where I am now in my career and in my life, it's more than just going out and playing some songs, right? You know, the relationships and what we're looking to create, you know, opportunity and business wise is a lot bigger, right, than just an event. And that's. That magic happens in the private events world and in the corporate events world, right? So that's the first thing is the nature of the event, right. You know, second thing is because I don't ever want to just show up, play some music and leave, you know, great even for, you know, good in amount of money. That's cool because, you know, money's important, right? But that same amount of time, I'd rather put that into something where I can create a relationship that can create a much bigger opportunity, right? Whether it be on the event side, whether it be on the. On the talent side, whether it be on, you know, brand side, there's always another opportunity to come out of an event. If you look at. Look at it as a platform and springboard rather than just, you know, hey, I'm gonna go and play a couple songs, get to check and leave.
Dan
So there's so many interesting characters from sports, billionaires, models that all try to become DJs.
DJ Irie
Sure. Yeah.
Dan
Right?
DJ Irie
Yeah.
Dan
What do. What do you say to them about how they can actually get good at it so they're not just trying to check a box and like, I'm a DJ now and be able to stay dj?
DJ Irie
I'll tell you. I'll tell you exactly how. And I'll give you an example, because there's really. Listen, when it comes to the motivation behind doing this, a lot of people have different motivations. Right. But there's only one motivation that you'll literally excel. Right. And. And be embraced because people understand authenticity. Right. And I think the best example I could probably give you and. And it's very near and dear to me because I taught him how to dj, is Shaq. Okay. I can't take. Listen, I don't have enough fingers on two of my hands to tell you how many celebrities I've personally had conversations with that they want to become DJs.
Dan
Really?
DJ Irie
Oh, yeah. Oh, yeah. I'm man, man. But I want to focus on. On Shaq for a minute.
Dan
Sure.
DJ Irie
Because Shaq, when he first came to Miami, this is 2004 or 5, right? Shaq comes to Miami. We had known each other before, right? Just, you know, being around the scene. But he called me and he's like, hey, man, come by the house. He just bought his house in Starling. Come by the house. I want to build out a studio. Right. And I thought he just wanted, you know, he was always rapping. Right. So cool, I'll come. I'll come help you out. So I go over there and he's like, no, no, no. Like a DJ studio. I want to learn how to dj. I was like, what? He goes, yo, I really, really love it. I want to learn how to dj. I said, all right, cool. So we put the equipment in, and you know what? He would go out and do like an away game. Get back to Miami, like 2:00 in the morning. He's calling me up, hey, man, meet me at the house. And he's ready. He's putting the time in. He's putting the time and putting the time in. Putting it in, putting in, right? He didn't want to fake the funk, right? He didn't want to just, you know, have the, have the look. He wanted to truly, truly understand it. And the dude put in countless, countless, countless hours, right? And you can. And it shows because you see where, where he's at today, right? And he said, that's something he told me. He says, hey, man, I want to play what I want to play, right? And I want to travel the world, I want to tour, I want to really, really, really do this, you know, and if you don't have that level of passion for, it doesn't matter what your name is, you know, yeah, you might get a gig, you know, here or there, but you're never going to truly excel. Like Shaq has excelled at a DJ Diesel is a thing for sure. DJ Diesel is a hard ticket act, for sure. That's not easy. It's not easy, right? It's not easy moving thousands of tickets, you know, especially as a dj. And he's doing it and he's not doing it because of, you know, his past, you know, doing dunks, right? Or, or, or NBA championships. They're doing. Because they love what he's playing, right? And how he's playing it. And he's developed that, you know, he's honed that over, over years, right? So if you don't have that approach, honestly, you can forget about excelling.
Dan
So someone out there is listening to Money Mondays. Maybe they're a DJ or a music artist and they're going out there performing for free at first, right? They're going to wherever they can go to the W hotel ballroom, the lobby, they're going to the restaurant, they're going to the places to just DJ or perform for free to build their name.
DJ Irie
Yeah.
Dan
What's the turning point when they can finally say, pay me 500 bucks or pay me a thousand dollars or pay me $2,000.
DJ Irie
It's very simple. When you're out doing that, that date for free and you also have a call to do something else and you're getting five bucks for it, now, you know you're on for something, right? Because it's your time, right? It's your time and you have to put a value on your time, right? So you're right. Those, all those, those, those dates we did for free, that wasn't for free. That was you investing in yourself, Right? Right. That was an investment. Investments, when done correctly, guess what, yield a return, right? So now you start getting that call, hey, I want you for this date. Ah, you know what? I have some on there. Well, shoot. Will you consider My offer. I want to pay you $2,000.
Dan
Guess what.
DJ Irie
Yeah, maybe I'll do this instead. Yeah, right. And. And. And that's what it is. You know, you get out there, you get your name out there, you get People start hearing your style. You get people to get a taste of what. What you can do and start creating that demand, right? And creating that demand will yield that return.
Dan
So you're going through this journey and you decide 19 years ago to start Irie Weekend, start the foundation. Why is it. Why still stick with it 19 years later and have guys like Shaq show up, Dwayne Wade, etc, come to your golf. Golf tournaments?
DJ Irie
Honestly, you know why? Because. Because it's not easy, right? It's not easy, and it's necessary. You know, the thought process behind doing it in the first place was I was getting calls constantly. Dan Marino. Hey, man, we're having something for the kids. Would love for you to come out. They'd love to see you if you can be a part of it. Absolutely. Let's do it right? You, Donna Haslam. Hey, man, we have something going on. Let's do it. Alonzo. Hey, let's do a check. Would call, right? All these amazing, you know, Dwayne, you know, and I'd always try to be there. You know, the Special Olympics, you know, big brothers, big sisters, make a wish. Would all, hey, we're having something. As long as it was physically possible for me to be there, I felt it incumbent, you know, upon myself to do it as my form of giving back, you know, and moving around and seeing what's going on in my community. I start noticing areas where like, well, I don't think this is getting enough attention. Right? I don't think this area is getting, you know, any kind of visibility, right? And I think this is important. And I was like, well, I'm not one to be like, well, hey, someone should do something, right? I'll do it, right? And how do I gather the resources to start, you know, focusing on things that I believe are important, you know, in society and that is. Okay, well, shoot, maybe I should make some calls and see if they'll come and support me, right? And the most amazing thing about it was when I figured out what I wanted to do, I started making some calls, and it was absolutely, of course I'll be there, right? What else can I do? And it was just over. Over overwhelming, you know? And that's how, you know, we got it off the ground. And, you know, year after year to see, you know, to me, success is how many kids can we help?
Dan
Sure.
DJ Irie
Right, sure. How many, how many scholarships can we send out? Right. How many kids can we get? Cars. Right. You know, how many things can we do to support them to be successful in their endeavors? Right. And get them out of their situation. Right. And as long as we can do that and, and, and convert these lives and put them on a path to success, this hard work is worth doing and we're gonna continue doing it.
Dan
So a lot of people interface with celebrities, athletes, business people, etc, but I think they get their phone number where they take a quick picture and they don't actually build a relationship.
DJ Irie
Yeah.
Dan
These are your friend friends we've all seen on your social media. The Jamie Foxes of the world. You travel the world with these people. You'll film with them, perform with them, not post them. Sometimes. Sometimes they're posting you.
DJ Irie
Yeah.
Dan
There's hundreds of times you've not trouble with that, man. And I always want to push you. I'm like, dude, you're just, I know.
DJ Irie
So bad, man. I'm so bad. I'm so bad. I'm so.
Dan
But you're so good at building the relationship where they want you there.
DJ Irie
Yep.
Dan
For someone that's trying to build a relationship with someone that's bigger than them, maybe it's a bigger business person, a bigger celebrity, a bigger athlete, a bigger music artist that they aspire to be like, or they just want to be closer friends with them. What would you say about the relationship part? Make people feel comfortable with having you there?
DJ Irie
You know what, it's a great question, right. And it's funny. I was talking to a friend of mine just the other day. I won't say who, who he is, but he's worth about 6 billion, right. And he's a really, really good friend of mine and we go on vacations together. He lends me his yacht. Like it's, it's, it's, it's unreal, you know? And I'm like, you know what's funny? He called me. This is like two days ago. He was telling me about a situation. He wanted to get my advice on something, right? And he sent me out a situation of someone who I know as well. And he kind of gave me the rundown and I was like, damn, like, this is kind of a messed up situation because it was a really close friendship that kind of went, are we over, over money? Right? And I was like, wow, Never once. Listen, I've been Dan, listen, man, I'm blessed. Super, super, super, super blessed. Right? But you, I'VE had tough times.
Dan
Sure.
DJ Irie
Right? And I'm sure a lot of people out there have had tough times, Right? You know what is something that's funny? In my tough times, and don't get me wrong, if I was in a situation where, you know, I couldn't put food in my family's, you know, mouths, you know, I would do whatever I had to do to do that. Right? But I've never been a situation where I didn't have to worry about, you know, where my next meal is going to come from. Right? But it would have been really, really, really convenient for me to pick up the phone and call my billionaire friend and say, hey, man, I need X amount. You know, can you help me? Right? And honestly, you know what? They probably would. They probably would. But you know what? I still wouldn't.
Dan
Right?
DJ Irie
I still. I still. And this. This is me talking for me.
Dan
Sure.
DJ Irie
Right? One thing I never want, you know, one of my wealthy, you know, friends into think is that he's around because he needs something from me. Right? And I know if I really, really needed it, I could.
Dan
Sure.
DJ Irie
But it opened my eyes hearing that situation. Right? It's like they're just. They're people, right? Whether it be famous, but they're still people, right? And they want to be valued as a person first and foremost, right? And you know what? If I didn't mention, oh, hey, man, I'm going through a tough time, whatever, they'd be the first ones to be like, hey, got you what you need.
Dan
Right?
DJ Irie
You know what I mean? I. I got you, you know, but for me, it's more important that we're buds, right? We're buds. I got you. We could talk about anything. We hang, we have fun, you know? One thing I'm never going to be is you're dependent.
Dan
Yep.
DJ Irie
Right? Never going to be. Maybe some other people around you, you know, you might need that. But me, I work for mine. I figure it out, and they respect that. You know what I mean? They respect that. They respect it. And even for me and other people that see it around me and I know certain things, I respect that, you know? And if you. If you stand for that, that's something that will carry you a long ways in that kind of circle, you know? Don't ever be in that circle as someone that looks. Looks at. Okay, what. What can I get, you know what? Oh, they got it. So I can ask for it. Don't ever, ever, ever be that way. Ever.
Dan
The godfather of my baby is the founder of Marvel Studios. Sold it to Disney for, you know, $4 billion and ended up being $8 billion. Deal. And my sister, 17 years. We've been close friends. And my one rule that he doesn't know about is I don't do business with him.
DJ Irie
Yeah.
Dan
He's the godfather, my child. We've been around the planet together. We hang out 30 times a year. Right. And I ask him business advice, and he asked me life advice. And he's asked about, like, can I invest in this, can I invest in that? And I've skirted around it without ever telling him my one rule.
DJ Irie
Wow.
Dan
And some of those companies have worked out great. And he's joked about it, but he doesn't actually know why I don't do it. And I just don't want to ever have that situation where, mm. He puts in 100k or 10 million or a million, whatever the number is, into a deal.
DJ Irie
Yeah.
Dan
And whether it works out or not, I don't want to have that interaction.
DJ Irie
Where I'm with you.
Dan
Many of my other friends, I do want that.
DJ Irie
Sure.
Dan
They're like, I want that relationship. I want to help them make money. But him putting in a million and getting back 3 million changes nothing.
DJ Irie
True.
Dan
And so there's not as much of incentive for me to help.
DJ Irie
For sure.
Dan
He doesn't need to make money. Doesn't care about that. He wants life.
DJ Irie
Exactly.
Dan
He wants experiences.
DJ Irie
And guess what? That's what you can bring to the table. A lot of times people don't realize, you know, you have to understand how different people fit into your life. Right. And what is of value to them.
Dan
Experiences are what their value.
DJ Irie
Absolutely.
Dan
I invite him to charity events.
DJ Irie
Absolutely. Absolutely. And I bet you that's made that that has enriched his life more than money ever could.
Dan
I still fight to pay for the dinners before he can get to the bill, by the way. Right.
DJ Irie
It's funny. Listen, some of these folks, they don't even know what that's what that is. It's just. It's just they automatic automatically whoever they're with expects them to handle it. You know what I mean?
Dan
His eyes are bugged out when there's no check.
DJ Irie
Wait, what? But that's. That's the person I want to be.
Dan
Yeah.
DJ Irie
Right. When it comes to being in those circles, you know, And I think that's, you know, why I've become, you know, I mean, not only we become family and stuff, but you. They look at you differently, you know, and, and, and, and here's the thing about it, too, that is like, you Know, for me, I love music, Music is my business. But I, I, I'm a businessman, you know, I, I operate a, and, but first and foremost, I'm a dj and I'm a DJ that have entered this world of music, right. And have created other opportunities. But here's the thing about it. When I go in these circles, a lot of times people look at me and be, oh, that's, that's the dj, right? That's the talent, that's the entertainment. And that's all they'll see. Right. And I know I have bigger aspirations in terms of what I want to talk about.
Dan
Of course.
DJ Irie
Right. And the opportunities I want to explore. Right. How do you change that perception? How do you change that conversation? Right. And it is a, it's a process. Right. And one thing I'm most proud of is that, you know, a lot of these folks are talking about that, you know, have gone on to be incredibly successful and multi billionaires. You know, I may have met them because I was hired to perform an event, but a year, two year, three years later, we're business partners, right? For sure, we're business partners. I've been given an opportunity to invest in a product that they're doing. They may have gotten involved in something that I'm doing, but I've over time been able to change that perception and change that conversation. Right. And that is so important. And that's, that's for me. But there's other people out there that are in different fields that maybe get into, you know, introduced into a situation. Being viewed as one thing does not mean you have to stay in that position. Right. Use your, your knowledge, your intellect and you know, put it out there, your, your aspirations and you people will be receptive to that. And next thing you know, you're, you're in different rooms having different conversations than you ever even dreamt about.
Dan
So there's a couple key restaurant, nightclub groups that we know of. Right. That the public knows about because there's front facing figures. You have Jason Strauss on this side, Noah Tappenberg over here, Dave Grutman in Miami.
DJ Irie
Yeah.
Dan
There's certain main characters in the key cities, you know, Miami, Los Angeles, Las Vegas, New York, etc.
DJ Irie
Yeah.
Dan
And there's smaller pockets where someone will start off like Tosh would start off in Phoenix and then boom, now he's all over the country, right? He's got to Madera all over the place. Boston, you have Randy Greenstein.
DJ Irie
Yeah. Big night, right.
Dan
There's certain main characters that run a city, right. They've got five to 20 venues, and they are the man, right. Or the woman.
DJ Irie
Yeah.
Dan
And so how are some of these characters lasting for 10 years, 15 years, 20 years, 25 years? 30 years in a space where most restaurants, nightclubs fade away after one or two years?
DJ Irie
Yep, yep. So here's the thing. That's one thing to just have a great concept. It's another thing to really understand your market, right? And understand what drives your market. And at the end of the day, not only do you understand the makeup of your market, but you have to, have to. Have to. Have to be dialed into people because it really comes down to people, right? And if you really look at these different operators that have really gotten a super great hold, you know, on their respective city, right? If you dissect what's going on, not only you'll find great concepts, right? You find great, you know, customer service, whatever, but you will find people that have been a part of these organizations that, you know, what, if you strip away everything else and put them on their own, they would be doing their thing, Right? You know what I'm saying?
Dan
Sure.
DJ Irie
Right. So if you really look at it, you have all of these, you know, kind of micro leaders, right, that are incredible in their own. Right? But now they're part of this bigger operation, right?
Dan
So you're saying, like, the guys that are the movers and shakers, like J. Rock, Mr. Miami Purple, are.
DJ Irie
Exactly.
Dan
They're out there. They're the driving force behind the Grutman empire. Right?
DJ Irie
But you put it all together and it works, right? And it works, right? And you might have, you know, somebody go off and either go to another market or go out and somebody else is ready to come up. Right, Right. Because you take a. Let's look at Miami. Yeah, right? There's a young promoter out there right now making a name for himself. Right? There's a young operator out there making a name for himself. You know, matter of fact, you know what? There's a guy. I'll call him out, a guy named Chris Cuomo, right? I met Chris. He was working with. Got him Chef be at Niara. Chris was an incredible restaurant. I mean, incredible. The guy just. He just gets it right. Grutman tapped him and said, hey, man, need you over here.
Dan
Time to come to the big leagues, right?
DJ Irie
Come, come, come. And you know what? And he's been a superstar. Sure, A superstar. You see. See Dave, when dam pull over and say, hey, man, what's Chris meant to your. To the business, right? And he'll tell you he's been a huge part of the business. Right. So that, so understanding when it comes to leadership. One thing great about David, he understands talent. Right? Nurtures that talent and puts them in a position to win. That's the key. And in my opinion, and of course, having great contents, that's super important, sure. But you, you, you identify that, those that superstar talent, and you put them in a position to win, give them the resources to win. You'll be around 10, 20, 30, 40, 50 years, 100%.
Dan
All right, guys, as you know on these podcasts, the whole goal is to talk about money, business, and for you to have these discussions with your friends, family and followers. We grew up thinking it's rude to talk about money in our households, but actually it's rude not to talk about it. You've got to talk to people around you about finances, accounting, taxes, balancing a checkbook so that you don't go out there and not understand what to do for the irs. Not understand what to do if you should lease a car or buy a car or how should you get a loan. Not understand all the basic things that are real life. Your checkbook, groceries, all those things are real life things. You need to have discussions with the people in the past, present, and your future. So what I want you to do is make sure to share and follow this podcast with your friends, family and followers because we've been running it ad free for you for like 120 episodes now. I want you to enjoy the podcast and when you hear things or see characters on this podcast that impact other people's lives, if you know someone in the entertainment field or the music space or trying to come up in their category, well, you should share a podcast with someone like Irene because they're going to get tidbits in here that could literally change the course of their life. Like, literally change the course of their life. It's the Butterfly Effect is insane. So check out DJ Irene across all social media platforms. Visit us on themoneymondays.com we'll see you guys next Monday.
Podcast Summary: The Money Mondays
Episode: How Celebs Lose Millions by Saying “No” | Ryan Schinman & DJ Irie 🥂 EP117
Release Date: April 14, 2025
Host: Dan Fleyshman
Introduction
In this special edition of The Money Mondays, host Dan Fleyshman welcomes two distinguished guests: Ryan Shimon, the mastermind behind major celebrity branding deals and CEO of Mayflower Entertainment, and DJ Irie, a renowned DJ with a significant impact in the entertainment industry. The episode delves into the intricate dynamics of celebrity endorsements, branding strategies, and the pitfalls that can lead celebrities to lose millions by declining lucrative opportunities.
Part 1: Interview with Ryan Shimon
a. Ryan Shimon’s Background
Ryan Shimon opens with a succinct bio, highlighting his evolution from a young sports agent at 19 to the CMO of the first publicly traded sports marketing company at 26. By 1998, he founded Platinum Rye Entertainment, focusing on collective buying to maximize cost savings and value for brands seeking talent endorsements. This venture was later sold to Omnicom in 2004, setting the stage for his current role as CEO of Mayflower Entertainment.
Notable Quote:
“My vision was how do I become a buyer... So if someone's going to be a half a million dollars to do something, I better be getting it for 375 or 400 grand.”
— Ryan Shimon [00:40]
b. Managing Talent vs. Branding
Ryan discusses his preference for working on the brand side rather than managing individual talent. He emphasizes the importance of understanding what celebrities will and won't do, negotiating favorable deals, and leveraging collective buying power to benefit multiple brands simultaneously.
Notable Quote:
“It's pure and simple. It's called leverage. And that's it.”
— Ryan Shimon [04:47]
c. The Importance of Leverage in Deals
Ryan explains how leveraging buying power allows Mayflower Entertainment to negotiate better rates and terms for brands. This approach ensures that brands receive optimal value, whether it’s through reduced costs or increased deliverables from the talent.
Notable Quote:
“We represent the brands, the ad agencies, the corporations, not the talent.”
— Ryan Shimon [02:23]
d. How Celebrities Can Stay Consistent
Addressing the volatility of fame, Ryan highlights the challenges celebrities face in maintaining relevance. He contrasts the traditional metrics of success—such as Grammys and blockbuster movies—with the modern landscape of instant celebrity via social media and viral moments. Ryan advises celebrities to capitalize on their peak moments promptly to secure enduring brand deals.
Notable Quote:
“You have to capitalize. I think the most famous moment was... he should have taken the millions and millions of dollars that were offered to him to capitalize at that moment.”
— Ryan Shimon [06:32]
e. Media Company Acquisitions Importance
Ryan delves into the trend of media companies acquiring each other and the strategic reasons behind these mergers. He underscores the entrepreneurial spirit that drives such acquisitions, noting that risk-taking and innovation often lead to successful exits and expansions.
Notable Quote:
“There's always a place for really, really good agencies that are smart, that are bold, that are hardworking.”
— Ryan Shimon [16:46]
f. Philanthropy in Branding
Discussing the integration of philanthropy into brand strategies, Ryan emphasizes authenticity over mere checkbox compliance. He argues that aligning with causes meaningful to both the brand and the talent fosters genuine connections and enhances brand image.
Notable Quote:
“Authenticity, Authenticity, Authenticity.”
— Ryan Shimon [25:51]
g. Personal Insights and Leadership
Ryan shares his leadership philosophy, focusing on maintaining low employee turnover by fostering a family-like work environment. He highlights the importance of empowering employees, supporting their growth, and maintaining long-term relationships built on respect and mutual support.
Notable Quote:
“We fired one person... Nobody really leaves... We are really a family.”
— Ryan Shimon [31:00]
Part 2: Interview with DJ Irie
a. DJ Irie’s Background
DJ Irie recounts his journey from a passionate music enthusiast to becoming the first official DJ for the Miami Heat in the 1999-2000 season. His commitment and relentless effort led to significant success, including multiple championship rings and the establishment of Ivy Weekend, an annual charity event celebrating 19 years of dedication.
Notable Quote:
“And three championship rings later, right? And just the most incredible experience of my life.”
— DJ Irie [38:35]
b. Building Relationships with Celebrities and Business Leaders
DJ Irie emphasizes the importance of authentic relationships over transactional interactions. He shares anecdotes about maintaining genuine connections with high-profile individuals like Shaquille O'Neal, illustrating how mutual respect and shared experiences can lead to long-term partnerships.
Notable Quote:
“I still wouldn't [ask for financial help]… One thing I never want to be is you're dependent.”
— DJ Irie [51:36]
c. Staying Authentic in the Entertainment Industry
Highlighting the value of passion and authenticity, DJ Irie advises aspiring DJs and artists to invest in their craft genuinely. He cites Shaq’s dedication to learning DJing as a testament to how true passion can lead to excellence and enduring success.
Notable Quote:
“He wanted to truly understand it. And the dude put in countless, countless, countless hours... he's developed that.”
— DJ Irie [42:34]
d. Philanthropy and Charity Work
DJ Irie discusses his commitment to philanthropy through Ivy Weekend, focusing on supporting youth and community initiatives. He believes in using his platform to create meaningful impact, reflecting his personal values and dedication to giving back.
Notable Quote:
“Success is how many kids can we help. How many scholarships can we send out... this hard work is worth doing.”
— DJ Irie [48:28]
e. Advice for Up-and-Coming DJs and Music Artists
DJ Irie advises emerging artists to see early gigs as investments in their future, building their reputation and creating demand for their services. He stresses the importance of valuing one’s time and expertise, transitioning from unpaid performances to paid opportunities as their brand grows.
Notable Quote:
“Those dates we did for free, that wasn't for free. That was you investing in yourself.”
— DJ Irie [45:02]
f. Sustaining Long-Term Success
Discussing longevity in the nightlife and entertainment industry, DJ Irie attributes sustained success to understanding the market, nurturing talent, and maintaining strong leadership. He cites examples of prominent figures who have built lasting empires through strategic relationships and exceptional service.
Notable Quote:
“If you identify those superstar talent, and you put them in a position to win, give them the resources to win... you'll be around 10, 20, 30, 40, 50 years, 100%.”
— DJ Irie [60:26]
Conclusion
Dan Fleyshman wraps up the episode by reiterating the importance of open discussions about money, business, and philanthropy. He encourages listeners to share the podcast with their networks and engage in meaningful conversations about financial literacy and strategic branding. The insights shared by Ryan Shimon and DJ Irie provide invaluable lessons on leveraging opportunities, maintaining authenticity, and building lasting relationships in the high-stakes world of celebrity endorsements and entertainment.
Closing Quote:
“Use your knowledge, your intellect and put it out there, your aspirations and people will be receptive to that.”
— DJ Irie [56:14]
Key Takeaways:
For more insights and expert discussions, visit themoneymondays.com.