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Ryan Pineda
You know, I was a baseball player, I played pro baseball, got drafted by the Oakland A's. Thought that that was going to be my journey my whole life.
Narrator
Ryan Pineda has been in the real estate industry since 2010 and has invested in over $100 million of real estate. As an entrepreneur, he has founded seven different businesses that have generated seven to eight figures of revenue. He has amassed over 2 million followers on social media and has generated over 1 billion views online. Before his business success, he was a professional baseball player with the Oakland A's.
Ryan Pineda
And unfortunately, it didn't work out. You know, I spent three years with them, got released because I just wasn't good enough. People always ask, like, what happened? You get hurt, whatever. I'm like, I just wasn't good enough. It's that simple. And I tell business owners that all the time. They're like, I can't succeed. What's the problem? Is it the economy? Is this? I'm like, no, you're just not good enough. Get better. Is that simple. And so, you know, I ended up playing five more seasons in other baseball leagues. But along the way, I was like, look, it's looking like baseball's not going to be what I thought it was, was for me. So I'm gonna have to start making money somehow. I'm married now, and I gotta provide. I don't make any money in minor league baseballs making 1200 bucks a month. I start flipping couches. I randomly figured out how to do that just by buying furniture and furnishing my apartment. And then just thinking, like, huh, I wonder if I flipped all this stuff. I can make money. And then, sure enough, I could. Then I got into real estate investing and I started flipping houses in 2015, and that changed my life. Maxed out all my credit cards and went for it. And then, you know, after that, I spent started other businesses, as you know, and I kept doing that. It was just. I focused on that for many years. And 1 became 2, 2 became 4, 4 became 8, and it just turned into a lot of deals.
Interviewer
How have your failures shaped the successes that you do have today?
Ryan Pineda
Yeah, I mean, look, failing is inevitable in life, especially in business. You know, I learned in baseball, if you fail seven out of 10 times, you're really good. That means you bat.300. I never wanted to live a life of regret, and I don't regret any failures. So even when people ask me, would you change this or change? I'm like, no, because I like where my life's at today. Why would I change it, you know, and I wouldn't be doing the things I'm doing today if those failures didn't occur. Like, I don't want to live in some. What's that movie, the Butterfly Effect, you know, deal where I'm just trying to change my past so that it's like perfect. It's like, no, I'm not perfect. I can relate to people who fail. I've made many mistakes and I've learned from them. And I feel like I'm so much smarter and a better business person because of them.
Interviewer
What would you say, say, is a side hustle for 2026 that people don't know of right now?
Ryan Pineda
Well, I think it just depends what it is you want to do and how much time you have.
Interviewer
Would you say it's better for somebody to stick to one thing before they end up diversifying and going to a different field? Or would you say circumstances are just a little different?
Ryan Pineda
Regarding that, here's what I think. At this point, having gone to lots of different fields, it's really hard to become an expert in one thing, period. So you're definitely never going to become an expert focusing on multiple things. It's literally impossible. What I have done personally is.
Interviewer
The code to winning insights you need today to seize the world tomorrow. Today we are in Sin City, Las Vegas. I'm in the studios of Ryan Pineda. Great, great entrepreneur. I've been following his journey for about four, five years and finally we're in his very studios today. I'm going to give you a brief introduction of who he is. Most of you actually do follow him because we kind of have a very similar form of connection as well. But he did start his real estate journey about 15 years ago in 2010. However, he's been also a real estate investor for only the last 10 years as well. Ryan has built over seven different businesses that have generated seven or eight, eight figures throughout the course of his journey as well. So we're going to go a lot about real estate, more about entrepreneurship, about media as well. This is the episodes for you. So without further ado, the man, the myth, the very legend himself, Ryan Pineda. How you doing, sir?
Ryan Pineda
Dude, we got to get you to narrate some books. You got a good voice.
Interviewer
Appreciate that. Thank you very much. Yeah, awesome, awesome. I mean, so I got to tell you how I first got a hold of you. So I've been to a lot of like Brad's stuff. Yeah, Bradley just down the road as well. But I watched an episode about four or five years ago you had blue hair, I think it was in that episode.
Ryan Pineda
Yeah.
Interviewer
And you spoke about your journey, and from then I've been following you and so forth as well. This year I'm going to attend your conference as well. Wealthcom.
Ryan Pineda
Cool. Awesome, man. That's great.
Interviewer
Awesome. Can you just give my viewers a bit of a brief introduction of who you are when you started your journey as well?
Ryan Pineda
Yeah, I mean, today, I mean, I'm 36 years old. I've got a bunch of businesses, done over 100 million in real estate deals. You know, four kids, married for 12 years. You know, life's good on the personal side, Christian. We've got a non profit, but yeah, I mean, leading up before all of that, you know, I was a baseball player. I played pro baseball, got drafted by the Oakland A's. Thought that that was going to be my journey, my whole life. And unfortunately, it didn't work out. You know, I spent three years with them, got released because I just wasn't good enough. People always ask, like, what happened? You get hurt, whatever. I'm like, I just wasn't good enough. It's that simple. And I tell business owners that all the time. They're like, I can't succeed. What's the problem? Is it the economy? Is this. I'm like, no, you're just not good enough. Get better. Is that simple. And so, you know, I ended up playing five more seasons and other baseball leagues. But along the way, I, um, I was like, look, it's looking like baseball's not gonna be what I thought it was for me. So I'm gonna have to start making money somehow. I'm married now and I gotta provide. I don't make any money in minor league baseball. It's making 1200 bucks a month. And so I'm like, all right. So I start hustling, dude. I mean, I start flipping couches. I randomly figured out how to do that just by buying furniture and furnishing my apartment. And then just thinking like, huh, wonder if I flipped all this stuff. I can make money. And then sure enough, I could.
Interviewer
Those Facebook Marketplace, right?
Ryan Pineda
Yeah, well, I mean, no, Facebook Marketplace didn't exist back then. It was Craigslist. And then they offer up came up later. And then, you know, Facebook Marketplace ended up copying them. But, you know, then I got into real estate investing and start flipping houses in 2015, and that changed my life. Maxed out all my credit cards and went for it. And then, you know, after that, I started other businesses, as you know, and I kept doing that. It was just I focused on that for many years and 1 became 2, 2 became 4, 4 became 8, and it just turned into a lot of deals. But then I started doing coaching, I started doing a tax firm, a real estate brokerage. And you know, during COVID I got on social media and people, you know, started listening to me and that led to more businesses and more things and, you know, tons of stuff and, you know, that's led us to the point we're at today. But, you know, I'll say throughout the journey, there's been a lot of success, a lot of failures, you know, a lot of things that I've learned along the way. So, you know, I'm just glad that I can share it with the world.
Interviewer
And I love that so much. One of the things I do appreciate, and I've also loved a lot considering your journey, is the fact that you don't just share the successes, you stress on the failures as well. Yeah, and I feel like the lack of transparency, especially in social media with how things have been going, people always just fall focus on the wins and the wins and so forth as well. Yeah, you just touch a bit more of like how important it is to be transparent and, and also how have your failures shaped the successes that you do have today?
Ryan Pineda
Yeah, I mean, look, failing is inevitable in life, especially in business. You know, I learned in baseball, if you fail seven out of 10 times, you're really good. That means you bat 300. And so failure was normal to me. And you know, before social media, I was used to failing. I was used to trying stuff and it didn't work out. It's like whatever. It only bec until social media happened that then my failures became public. And then you get people scrutinizing you, making videos and lawsuits and all this stuff. And you know, for me, at the end of the day, does it mean I'm never going to try something new again? Absolutely not. I try new things all the time. I just started a new golf business is what this logo is. Mastermind 19. It's already a seven figure business in three months.
Interviewer
Wow.
Ryan Pineda
It's a golf mastermind. Nobody's doing that like it's a new thing. Like, I don't know when I launched it how it was going to do, but it's been great and I'm sure there's going to be things with it that fail and I'll figure it out and learn from him. But you know, I think failure is really important to do because for one, if you never try it, you'll never know. And so I never wanted to live a life of regret, and I don't regret any failures. Okay. So even when people ask me, would you change this or change? I'm like, no, because I like where my life's at today. Why would I change it? You know? And I wouldn't be doing the things I'm doing today if those failures didn't occur. Like, I don't want to live in some. What's that movie, the Butterfly Effect, you know, deal. Where I'm just trying to change my past so that it's, like, perfect. It's like, no, I'm not perfect. I can relate to people who fail. I've made many mistakes, and I've learned from them. And I feel like I'm so much smarter and a better business person because of them. If you only win, which I've had periods where it felt like all I did was win. Like, I never, like, I would say the first. Like, for example, in real estate, my first 80 deals, I never lost money on.
Interviewer
Wow.
Ryan Pineda
They were all wins. My first, like, probably four or five businesses I started never lost money. They only won. And then it wasn't until as I just kept going, though, oh, dang. Some of these real estate deals started to lose money. The market changed. Oh. Couple of these businesses flopped, and now we got to deal with problems. And like, you know, eventually you will lose and you will fail no matter how good you are. And I learned far more from those than I did from just only winning.
Interviewer
I love that and I think from my journey every time. I've been interviewing a variety of entrepreneurs, founders, business leaders, multimillionaires, billionaires, and so forth as well. Everyone just stresses on the importance of that learning effect that happens when they start failing, you know, because I think without that breakthrough, because if you had had Those wins, those 80 deals, and it just continued that way, the lessons came from those losses that you actually gained as well.
Ryan Pineda
Yeah.
Interviewer
And which kind of segues to the next question. I know you spoke about couch flipping back then. Right now, obviously, things are a little different. It's 2025.
Ryan Pineda
Yep.
Interviewer
And I want to ask a question. Side hustles are something that's just that people feel like it's a way for them to try and generate form of income that they can kind of start something. When I go into as well. What would you say is a side hustle for 2026 that people don't know of right now?
Ryan Pineda
Well, I think it just depends what it is you want to do. And how much time you have and what your goals are because they all work, right. I actually did a YouTube video recently about this and I said, man, these are my top five that I really think for 20, 26. One of them was still couch flipping. I was like, look, I have people every day tell me they got started flipping couches because they saw my video from five years ago and dudes be making $20,000 a month from literally flipping couches. And there's like no risk. It's very easy. Anyone can do it. Yeah, you might not make 20, but you can make five, you know. So I still think flipping literally anything is a great side hustle. I mean, that's all I've ever done my whole life. I flip houses, I flipped couches, I flipped cell phones, trading cards. I mean, look at the rise of these trading cards and these streams and, you know, sports cards and Pokemon cards and all this stuff. Like it's all just trading, it's all collectibles. So I think that there's huge opportunity in flipping in general. Pick what it is you want to specialize in with flipping if you're going to go buy random items. But you know, I also said I still love wholesaling and flipping houses. I think that those are massive opportunities. You know, I'm still wholesaling to this very day. I'm still doing the same thing I was doing 10 plus years ago because it's still a great business and real estate's not going anywhere. So I love those as side hustles. And I like real estate more than flipping stuff because you know that real estate can build long term wealth. Exactly right. You know that. Yeah, I could flip couches and make, you know, extra five grand. But it's never long term wealth. It's just time for money. Whereas with real estate, I know that it could eventually become millions. I know that you could buy them and hold them. I know that one deal can make $50,000. Like so I like real estate for that reason. That's why we've taught so many students over the years, because I just still believe in it. But I would say the other thing I would focus on if it wasn't those two. So let's just say flipping couches and stuff is like the easiest make money, quick solution.
Interviewer
Fair enough.
Ryan Pineda
Real estate is the best long term solution. You could still make money relatively quick. You can make a big check in the next, you know, three to six months. Right. I would say the middle ground solution is getting really good at AI and marketing. You know, I Just think there's so much opportunity right now for businesses who need AI, who need marketing, and whether that be learning to run ads, whether that be learning to create social media content for businesses, whether that be learning how to implement AI into their business, for following up with customers and phone sales and. Well, it's not quite there yet on phone sales. It will be soon, but like setters and text messaging and all that stuff. So I think there's huge opportunity in that field as well. And I'd be honest, like, if it was me, it just depends how much money I got. Like, if I need money tomorrow, I'm flipping a couch. If I wanted to build something more long term, I'm doing real estate. If I wanted to pick something in between, I'm probably doing the AI thing.
Interviewer
And then just with the real estate thing, there was a booming in Covid time with Airbnb, the arbitrage and and so forth as well. Things have died out, I think back then, even in 2020, 2021, you throw something, it will just stick. People were killing it. You know, they were in that mojo where the trajectory was just upward and non stop, and then boom, everything just came down like 2023 or so forth as well. Where do you think the trajectory lies with Airbnb?
Ryan Pineda
So I was really early on Airbnb. I bought my first one in 2017. And back then, literally it was like a new thing.
Interviewer
Was it arbitrage or was it.
Ryan Pineda
No, I bought it, okay? And I remember I was. I accidentally fell into it, kind of like flipping couches. And it's kind of weird because in that span of. I started flipping couches at the end of 2013. I started flipping houses in 2015. Then I bought my first Airbnb in 2017. So like, in the span of like a few years, I did three different things that were like really important moments in my Life. But in 2017, you know, I was like, man, I'm doing really good flipping houses. Like, I had made a lot of money and I was like, I'm gonna buy a second home. Like, that would be really cool. One of my investors was like, dude, you should kind of get like a vacation home. Like, don't go crazy. But like, you could rent it out, it could break even, and it'll just be a good investment for you. I was like, you're right, that would be cool. So I just started looking around Vegas and I'm like, where would be a cool second spot in Vegas? Like near Vegas. And I stumbled upon Big Bear, California, which is in about a two and a half, three hour drive from Vegas. And it's cool. They got snowboarding cabins, they got a nice lake, all this stuff. And I started looking at the prices, and back at that time, I mean, dude, the prices were like 200, 250 grand for a cabin. And I was like, that is so cheap for California. Like, mortgage is going to be like 13, 1400 bucks a month. I could easily rent this out and break even. So I started looking into it deeper and I started to realize I'm like, dude, these things are renting for like 3, 400 a night on the weekends and like $200 a night on the weekdays. Like, if this is rented all the time, I mean, this thing's gonna rent for like five, six, seven grand a month. Like, is this real? Like, because I'm looking at Airbnb, which at that time was still very unproven, and people were, like, kind of skeptical at staying at other people's houses. I'm like, I don't know. The only way to find out is to do it. And so I found a deal, bought it for 200 grand, put about 30, 40,000 into it, put it up for rent, you know, refinanced it, all that good stuff.
Interviewer
And.
Ryan Pineda
And I kid you not, from the get go, it started just renting for four grand a month.
Interviewer
Wow.
Ryan Pineda
And my mortgage was like 1300 bucks. And I was managing it myself, just like learning the game. And I realized, and I furnished it myself and brought all the furniture up from Vegas, because, you know, dude, I saw that couch flipping, like, mentality, you know, I got all this stuff and brought it to Big Bear, and I could not believe how much money it made. And we got to stay there. We enjoyed it. Then I saw another deal a few months later, bought it, bought another one, bought another one, another one. But, you know, within a couple of years, I had like 10 of them, and we were doing like half a million dollars a year in just revenue, cash flowing. I don't even know, six figures plus.
Interviewer
Wow.
Ryan Pineda
And then it's funny, at that point, it just became a business and less of a second home. I'm like, yeah, I don't really need to stay in them. It's all good. Like, they're just kind of like assets. And I sold most of them about five years later because most of them have either doubled or tripled. And it was a good investment. And the reason, partly why I sold them too, was I just realized that Airbnb was in less demand, that guests expected more, that there's more competition and more regulation, and all these things were happening. And Big Bear passed more laws because I started getting on social media telling people to buy in Big Bear because I was making a killing and they didn't like me. And so they basically passed a law saying, hey, an investor can only own one property on Airbnb. And I was like, all right, that's not going to be good for this economy. So I was like, I'm going to start selling them all.
Interviewer
Awesome. And right now, with. With everything going, I don't know how the housing market looks like in Vegas, but it's. It's been atrocious down in Utah. It's been awful in California. I lived in the Bay Area for a while as well, closer towards Sacramento and Francisco in between then. But where would people see an opportunity in terms of investing right now with how crazy the market has been in housing?
Ryan Pineda
Yeah, I mean, look, these last three years in real estate have been the hardest three years of my lifetime. And statistically, a lot of people don't know this, but, you know, we think that the worst time in real estate was in 2008 with the great Recession, and yet the prices dropped the most then because it was inflated by fake loans and all this stuff. But the last three years have had the lowest transaction volume in, like, the last 30 some years. So to think about that, like, 30 years ago, there was more housing deals being done than there is today. When there's way more housing, that must mean that, like, not a lot's happening. And when there's no transactions happening, that's bad for everybody. That means realtors don't make commissions, lenders don't do loans. Refinances aren't happening with high rates. Title companies don't close deals. Wholesalers don't have people to sell to. Landlords aren't buying. Primary residence owners aren't selling because their rates are too low and they can't afford anything else. So we've created this weird environment where it's, like, frozen. People just are not transacting. Now, all that being said, you still can make money, but it's just a very hard environment compared to what it was in 2020, 2021, or even 2015 when I first got started. It's harder today than it was then. Now, will that last forever? No. I think that once rates start to lower, you'll see transactions start to go. I think that, you know, you're already seeing foreclosures happen. So people who had low interest rates, they can't even afford them anymore, and so those will start going away. But I would just say I wouldn't look at it, like, from a certain market perspective. I don't do enough analysis to say these markets are the ones on the rise. Like, in the end, I think you could pick any market, and you just got to get good deals. Pick Vegas, pick Utah, pick the Bay. Just get undervalued real estate, and you have instant equity from day one.
Interviewer
Oh, I love that. I love that. And I want to kind of segue right in towards, like, media and building a team right now. I know when I was speaking with. I'm close to some of Andy's. Andy's guys, and they speak very highly of you and your team and all that. I want to kind of talk about, obviously, building a team and how important it is to hire the right people as well.
Ryan Pineda
Yeah.
Interviewer
I want to give an example personally for me. So I have about four editors, two in Utah, two outside of Utah, and often people ask me, okay, now that you've got these guests like yourself and many others, what's the hardest thing about running a podcast? I tell them it's the editors because I watch your podcast, I watch Brad's, and then I watch Stephen Bartlett, obviously. Three, I love you guys all interview differently. You know, you guys have different ways of engaging. I love your very laser, very nonchalant approach on how to interview people. I love Brad's humor and sarcasm. I love Stephen Bartlett's very professionalism.
Ryan Pineda
Yeah.
Interviewer
So, like, there's three people that just are so different but are so good at what they do, which kind of segues to my question. How important is it today to build a solid team?
Ryan Pineda
Yeah. I mean, no matter what you're trying to do, whether it's podcast, whether it's flip houses, you know, do anything, your team is going to be what matters. And so I always kind of teach people like this. There's three investments that you have to make, and they go in this order. The first investment is in yourself. Right. Like, if you don't make enough money and you don't know, you know, you're not where you want to be, it starts with you. Like, all it simply means is, I said this earlier, you're not good enough. You don't make as much as you want, you're not good enough. You just don't have enough talent yet today. You don't.
Interviewer
Right.
Ryan Pineda
And so I always tell people, you got to first learn skills. That means investing in yourself. The second investment is once you have the skills and the knowledge, you Then invest in the business. And so does the business actually have what it needs to succeed? Does it have the mics and the cameras and the lights and the studio and, you know, all the things that it would need to actually succeed? Same thing with real estate. Do you have leads? Do you have softwares? Do you have all the things that are needed to succeed to hit the goals that you want? Because is impossible to hit certain goals if you don't have the right tools and inputs. Once the business is invested in, the third investment is then in people. So once you have skills and knowledge, you know what needs to be done, you know what works, then you have business that you've invested in, you have all the tools and resources needed to succeed. The last piece is investing in people. And that means time to train them, to interview, to set culture. It means what you pay them. It means all those things. And, you know, I'll give you a perfect example. For me, my media team right now, I think we have, like, five people. They're all in house, too. You know, none of them are virtual. And I think that a lot of people have, like, virtual teams, and they wonder why communication's tough, why they can't get ahold of them. You know, for me, in this podcast, what did I do? I just finished, you know, a meeting. I've been in meetings all day. I walked straight down. You were already here, set up the team and set it all up. You know, my assistant took care of you. I didn't talk to you to book this. Like, I'm here. You just saw, like, five different pieces of the puzzle all come together. And my time is now here, and this looks great. And so, you know, the team's good. But for me, recently, we just started my golf channel, you know, for the new golf business. And so that's a whole different style, a video. You know, they don't understand golf the way that I do. They understand podcasting, they understand YouTube, but they don't understand the nuances of golf yet. And I needed to hire more people. We're now finding that it takes longer to edit those videos because it's four hours of footage across multiple cameras and GoPros. And it's a lot. And, you know, I find myself getting frustrated that they keep making similar mistakes.
Interviewer
And.
Ryan Pineda
But I also remind myself that this is all new and that it's just going to take time invested into them for them to get it. And, you know, I'll guess that in about six months, all that time will be good and worthwhile. And I Won't have to spend as much, you know, down the road, and we're going to have a better product, better everything, and they're going to get it. And so, you know, I think it's time and money when it comes to team. You gotta spend time setting the culture, hiring them, developing them, all those things, understanding they're going to fail, being okay with it. And then also, too, you spend enough time with them, you'll know whether they're the right person or not. And if you need to get rid of them, because spending time will tell you that. And then, you know, you gotta have the money to pay for good people. You know, you get what you pay for. And so if you don't have talented people, I always say, I'm like, well, you know, something went wrong because there's plenty of talented people in the world. You either did not prospect properly and get enough, you know, so, like, hiring people is just like getting a customer.
Interviewer
But, like, just. Sorry to cut you off just to add on this thing. The only problem I'm having is what if they don't have the same passion that you have? I sleep four hours. I like this whole thing. I watched a lot of your episodes before I came inside. Yeah, I wanted to make it a bit more unique. I don't want to talk about the very similar stuff you've spoken to. Like, what if they don't have the same passion that you have?
Ryan Pineda
They won't. Why would you expect them to? Why would they work for you then? If they were so passionate and so just hyper, you know, all these things, they'd probably have their own thing going on. Right? I mean, you got to just understand that when you're going to hire people, Most people are nine to five employees. They crave security. They like being told what to do, and they like clocking in and clocking out. Now, I've got people who, yeah, we are nine to five physically. But, you know, I'll text them in the middle of the night, I'll text them in the morning, and, like, they understand that that's gonna happen with the job. Sometimes they respond, sometimes they don't. But they know what I'm thinking. But, you know, it's like, I don't expect them to have the same drive that I have, or else they would be me and they wouldn't work for me. They'd be busy being you or being whoever. So, like, it's just an unrealistic expectation. So I have these guys who are like, you know, let's just say they're in their 30s or even their 40s, and they're still single. And it's like, bro, I just want a girl who, you know, it's like that. That traditional woman and wife and everything else and doesn't want me for just my money and, you know, xyz. But she can also. Like, she's. She's also got her own thing going on. I'm like, you realize they're not the same. Like, it's literally impossible to get what you're asking for. Because if you want a girl who's got her own business, her own thing going on, why in the world would she want to be a traditional wife? Like, it doesn't make any sense.
Interviewer
Unrealistic expectations.
Ryan Pineda
Yeah. I'm like, what you're asking for literally makes no sense. And I was talking to one of the guys on my podcast, I won't say who, and he. It was like the light bulb went off. He was like, oh, I never thought of that. Like, it just didn't occur to me that, yeah, those two things just don't go together. I'm like, yeah, dummy. You think that, like, what you're asking for would never happen. And I was like, the traditional wives got married. When traditional wives get married, they got married young, very young.
Interviewer
19, 20, 21. In Utah. Yeah, 18.
Ryan Pineda
My wife. We got married right when my wife turned 21. And so, like, duh. So it's just like, you think about that, and you're like, it's just unrealistic sometimes when we put these expectations, like, we're looking at incompatible things. Like, dude, I want them to have the same drive in this and that. And I, you know, I want to pay them this amount of money. It's like, bro, nobody is taking that amount of money with that amount of drive. Like, you want somebody like you, well, what do you make? That's what you're gonna pay them?
Interviewer
No, I love that. I love that perspective. And it's very, very accurate. It's so true. It's so true. And I think that's. That's the hardest thing as well, because I think. I think it's. When I. The first book I read was obviously Rich Dad, Poor Dad. Then I went to the catchbow quadrant, and you start learning about the Es and you start seeing the bi and how you want to try. And people are often stuck in the S. They become the small businesses, but they end up, like, doing everything without. End up delegating without getting the right people, without, like, you know, finding the right team as well. To try and get to a B. And so I think structure is so important in business and I think it's easy once you get the fundamentals. And I want to touch on this a bit. Again, the fundamentals to try and just use that same system in opening up a newer business, a new field as well. Would you agree on that?
Ryan Pineda
Oh, yeah. I mean, business is business. So everything that I've ever done with all the different businesses, I mean, it's the same principles. It's marketing, it's sales, it's product, it's hiring, it's fulfillment, it's financials. Like, they all literally run with the same fundamentals. It's just, you know, they're all different in how you do those different things, how market's different, how we, you know, the type of customer we attract is different, the, you know, landing page is different, the fulfillment looks different. And so. But the, but the fundamentals are the same.
Interviewer
And then would you say it's better for somebody to stick to one thing before they end up diversifying and going to a different field? Or do you say circumstances are just a little different regarding that?
Ryan Pineda
Here's what I think. At this point, having gone to lots of different fields, it's really hard to become an expert in one thing, period. So you're definitely never going to become an expert focusing on multiple things. It's literally impossible. What I have done personally is I have focused on one thing for, you know, whatever that period of time was before. I then focused on another thing. And in most cases, I was able to delegate that one thing to somebody else so that I could then focus on the next thing versus, like, just quitting the thing and, you know, starting a new thing. That's what a lot of people do. Like they spend all this time learning this thing, they get burnt out, and then they quit and they go start from zero at the next thing. So, like, for me, if I was to give an example of, let's say, learning new skills, so I spent pretty much all my life learning baseball. And, you know, I become good enough to get drafted and be a pro, that's very difficult to do. I must have been pretty good. And while I'm doing that, I am not making money. And so I say, look, man, I gotta make money. So I just devote all my time to learning flipping couches. And that was all I did. I just flipped couches. And that was cool. But I was also training for baseball in the off season. And so it's not like I gave up that eventually I learned how to flip houses. And at that point, I just start flipping houses and learning that game. And I'm still flipping couches, too, to make active income and all this stuff. Baseball's still happening during this time, but I added this new skill set eventually. Flipping houses replaces couches completely because it's just so much better. And it's not like I forgot how it was. Just like, bro, this is just not even worth continuing to do now that I do this. And so, you know, I focus on houses. After about my third year flipping houses, I retired from baseball, and I devoted all my time and energy to just taking house flipping to the next level. And what's interesting is, you know, my first year flipping houses, I did five. My next year to 20, the year I retired, about halfway through the year, I did 50. And then my first full year as an entrepreneur, no baseball, no nothing. Just focus solely on flipping houses. I did 150. So, you know, there's something to be said about focus. And I literally just only worried about flipping houses from 2015 to basically 2020. Then I get into content in 2020, because I see this big opportunity with COVID and TikTok and YouTube. I'm like, dude, I think that this is, like, gonna be a really big deal. And so I just devote myself to learning content and learning TikTok. And, you know, at this point, TikTok is not proven. We don't know that YouTube shorts and reels are going to be a thing years later, But I just really believed that it was. And I spent that full year and for the next probably three years just learning how to make organic content. And it ended up paying off tremendously. And so I did that. And then, you know, along the way, I learned how to do education, business and other businesses and build teams and know all this other stuff. And then I would say the last couple of years, I really kind of devoted myself to learning paid ads because I got really good at organic. And I said, we don't even run paid ads. How the heck are you supposed to do that? And so I learned how to become a marketer on that side of it. And so why am I saying all this? Well, all the skills I possess today were focused on for years at a time before I finally was like, okay, this skill is, I don't want to say mastered, because it's never mastered, but it's at a level that I deem sufficient. And now I'm going to go focus and learn another skill.
Interviewer
Love that. And I'm glad you mentioned paid ads, because I Know, you kind of. You guys have a Facebook paid ad. It's kind of like, okay, which I want to touch on. So I want to give you a brief example. So when I first started off, I think, you know, we spoke about it before we started the podcast. Obviously, my first guest, my first three guests helped put my podcast on the map, if that makes a bit of sense. Because considering the fact that it was a very saturated market, so you want to make sure you don't. You make it worthwhile for people that are going to be watching. However, I was not doing things the right way. So obviously I went to college in Idaho. Byu. Idaho. And what happened when I was in byu after I had gotten all these guests? I'm like, listen, let's try and be a bit more creative. Let me start doordashing. So what I would do, I printed out a plan for it. At this time, this was not my logo yet, I think could have been after this, print out my logo. And I started doordashing, started telling people, hey, listen, don't tip me, don't do anything. Just subscribe to my YouTube channel with a QR code. So I'm out there driving everywhere. I'm just driving, like in Pocatello, driving in Idaho Falls, telling everybody, listen, this is the QR code. Do not.
Ryan Pineda
How long ago is this?
Interviewer
Two years ago.
Ryan Pineda
Wow, that's crazy. Okay.
Interviewer
And so the problem was happening. I was getting these subscribers, but my watch hours were down because people were just subscribing because they liked the fact that, hey, this guy's actually putting himself out there. And that's when I met a gentleman who used to work in Google, like, dude, what are you doing? Have you heard about, like, paid ads, promotion, blah, blah, blah. And then I got to a point where I started promoting ads, doing some paid ads, and then I qualified for a YouTube partner manager. And. And then we started doing, obviously, perf max campaigns and all that kind of stuff. But I'm glad you spoke about paid ads. And I used to do things the hard way rather than the smart way, when I could have done the smart way as well. How important is paid ads today and what have you learned from that?
Ryan Pineda
Well, I think that how you're going to market is obviously the most important thing you're gonna do in business. Cause if you have no leads, then you have no business. And so however you're going to choose to get attention, you got to be really good at. And so for me, I chose to get attention through organic content in, you know, the early days. And Look, I will say that organic will beat paid every time because it doesn't cost anything. You know, there's infinite amounts of customers you can get if you're really good at making content. So, you know, literally, I mean, when I make videos and people just buy a $10,000 product from me and it cost me nothing to acquire the customer, that's like a very profitable thing. At the same time, paid is also really important because there's lots of people who don't know me who don't see my organic content, and then they become aware of me. And then, you know, when they become aware of me, a lot of them start following. And then eventually they do become a buyer because they started off as paid, then they get nurtured through organic, and then eventually they become a client. But then there are people who see paid and they just buy right away. So both are very, very important. One thing I'll say is if you have brand and you have good organic content, it will always amplify paid. Paid is very difficult if you don't have a brand. You know, when people try to just run ads out of the blue, they have no content, no one knows who they are, and everything else, it's hard because the way the world is, everyone's very skeptical today. So if you see a paid ad for something, the first thing you're going to go do is look at the person's profile. You're going to look at what's going on, and if they don't like what they see, they're definitely not buying. So, you know, for me, they both go hand in hand. They're both necessary. I don't think it's a one or the other type deal. I think it's a you need both type deal at this point. And it didn't used to always be the case. It used to be, call it five years ago, even more 10 years ago, you could literally run ads because no one was doing it on Facebook and YouTube and everything else and just go crush it. There was tons of gurus doing that who had no, like, organic content or anything, just crushed it from their commercials and their ads. Then in 2020, when Covet happened and you started to see the rise of influencers and business personalities, they started to wash those guys out of the market because, you know, you see guys like, like you said, Stephen Bartlett and Brad and Hormozi and Cody Sanchez and me and whoever coming out and, you know, like, I know, like, and trust those guys. I see really good content with the. I'll I'll pay for what they got. Who are you? I never heard of you. And that becomes the thing. And so because business people got so good at content, it forced the paid ad people to either get good at content and do that too, or get out. Some have gotten out, some are still around.
Interviewer
I love it's fact. It's funny that you mentioned all those names. That's my algorithm on Instagram right now.
Ryan Pineda
They're all the same. I mean, I tell this to. I tell this to people. Like, it's, it's. We're kind of in a weird environment now where, you know, when I started tik tok in 2020, lots of random people were popping up on the feed, like, because very few people were creating content. And business owners, smart people started to see that. Man, dude, the social media thing is really powerful. I need to start creating content for my business. And sure enough, they did. And they had resources, talent, money, staff, all these things to outperform anyone who wants to compete. And so, you know, when you look at that and you just kind of like envision the future, it's like, yeah, dude, it is tough to break through on social media and be like one of the known people. Now. I still think that even if you have a small following, you can make a ton of money on social media. You could have 5,000 followers, make a million bucks for sure. Especially if you're appealing to a very niche audience where you're the authority in that niche. But, man, if you want to be one of these biggest people that I was just naming, it's gonna be tough to compete because all of them have this. They all have money, they all have years of being known. They'll have credibility. They all have collaboration, relationships, all these things that make it hard for somebody new to break through.
Interviewer
But one thing I did like that you mentioned the beginning is that you don't have the talent or the whatever it may be right now. In other words, there's availability where you can invest in the coaching, where they could. The nice thing about coaching is that people help you see a way and help you shortcut and prevent something that they wouldn't have prevented as well. And I think it's important because. And do you think there's a future in streaming? Because right now, if you see right, streaming, all the streamers have become the new celebrities.
Ryan Pineda
Like, yeah, I agree. It's like, I think streaming is an interesting one. I've been thinking a lot about that. I was just on one of our masterminds, so mastermind 19 is, you know, my golf mastermind. And so we have a lot of. Well, you have to be making over seven figures in your business to even qualify.
Interviewer
Exactly.
Ryan Pineda
So we got seven, eight and nine figure guys. And so we were, we were on our trip in Florida last week. Actually, I just got back last night and I was talking to two guys who are doing seven figures. One guy's about to do eight figures this year on, you know, the, the live selling on TikTok shop and whatnot. And like, I've heard Gary Vee talk about it and other stuff, but I mean, dude, they're selling trading cards and golf gear and all this stuff 12 hours a day on these apps now. They themselves aren't doing it. They're businesses. They have streamers who they pay, who literally their job is to go sell, like basically on these live shows. And I was like, this is really interesting. And so they started to show me like literally while they were with me golfing, the stream going on. And I'm like, so that guy just bought that putter for this. That guy just bought that head cover. That guy just bought that trading. Like, this is crazy. Like, yeah, you know, we do X amount per day pretty consistently on these platforms. I was like, wow. And it cost them no money because it's free to stream. I was like, that's crazy, but it makes sense. And then, you know. Yeah, you see all these other guys streaming who it's not like live selling, but you know, whatever. The Kaiser nets and the show Speed, you know, all these guys, right. And it's interesting because I'm like, what do they do? And they're like, I don't know, they just hang out with people. And I'm like, what? Because it used to be streaming was like playing video games.
Interviewer
Exactly.
Ryan Pineda
That's what I always Call of Duty.
Interviewer
And stuff like that.
Ryan Pineda
Yeah. And I was like, yeah, those guys like Ninja and whoever were like the biggest thing. They got paid mega money. But now streaming is like, from what I see, just like hanging out. I'm like, this is crazy. But okay. So yeah, I mean, dude, these guys are making bank. I'll be curious to see if that translates to business though. Like to the business owner type universe.
Interviewer
You know, it's funny because I was like, I said I had just finished interviewing one of a politician in Utah and I just saw a massive group just flooding. I'm like, what is going on? Ishowspeed was in in Utah that time, close to the capital and stuff like that. And it's all these young kids that are just following like losing their minds, getting super excited. And in my mind I started seeing because obviously apart from the business stuff that I listened to with those five names that you mentioned of the podcast and all that every now and then, for instance, like my Tesla's in is in Salt Lake, but they gave me a loaner car which is like a Model Y which same range as what I have drive down here.
Ryan Pineda
Lucy.
Interviewer
My long drives I'll listen to something to tone down rather than business. I listen to like my sports. But now streaming is a big sports thing in the UK as well. And so it's like I think that is the future personally for me. I think streaming is. But again they, it's how they figured out the niche because I show speed targeted the biggest celebrity in the world, who is Cristiano Ronaldo, started building a brand off Ronaldo and by getting that thing started getting a following outside the United States. And so like everyone in South Africa knows speed. They don't know Kaiser Net as well. People in the uk everyone knows Speed. People that listen to some of the streams in soccer every like he's. I think it's how you figure out a niche marketed and like you're known for something specific. So he was known as Ronaldo's biggest fan. Ronaldo being the biggest sports athlete, the LeBron James of soccer outside the United States. So I'm curious as well to figure out where streaming goes. Regarding that. I feel like it's not. Not as big in the business and entrepreneurial world yet. I haven't come. I'm trying to look for a specific streamer I could listen to because I think I want to try and do that as well by January in terms of collaboration and try and see if there's a potential opportunity for that. But there isn't, you know.
Ryan Pineda
Yeah. Here's what I think is it's definitely huge for just. I call them consumers. Yeah kids and normal everyday people because they just watch entertainment. Right. Like it's just, it's a new form of entertainment whatever. Right. That's why I think like these, these shows that sell stuff is just entertainment. Right. And so when you kind of just look at business and what business people want to watch, like we actually just want to watch tactical things that can improve our lives. And so it's literally impossible to do that on like an eight hour stream. Like it's just, it's just not going to be that. And the other part is we don't have eight hours to go watch this whole thing. And I Have two things I've thought about because it has been done before in business. One is, you know, Dave Ramsey's had his radio show for literally 30 years. Dude's been live streaming for 30 years straight, you know, three hours a day. Clearly it works. You know, Charlie Kirk had his show that he was doing every day. Like so live streaming has worked with higher end people for sure. Well, you know, people who listen to Dave Ramsey or even the news and politics. Maybe not as high end for that, but you know, Patrick, but David starting to live stream more. You know, I've seen Hormozi start testing out streams and you know, he, he basically livestreamed for like 72 hours when he did his launch.
Interviewer
Yeah, exactly. 100 million dollar book. Yeah.
Ryan Pineda
Yeah. And you know, he, he basically was selling for 70 hours straight. Like that's no easy task. So, you know, I don't know what it looks like. I think it's a good thing to potentially do for a launch or something like that. But I can't see it being a thing like speed or these guys where it's like how a business person just does it. Like, I just don't see that.
Interviewer
And I couldn't agree more because like I said, I only end up listening to those podcasts when I have the time, you know.
Ryan Pineda
Exactly. And you want to watch it on 2x speed and you know, all this stuff like that just can't happen on stream.
Interviewer
Awesome. Now let's get back to the question, shall we?
Ryan Pineda
Yeah, joking.
Interviewer
These are my favorite podcasts when I have about 25 questions and I haven't even asked the first. Yeah. So I wanted to figure out actually in terms of how do you decide which opportunities are worth pursuing or worth or versus like passing on as well in terms of business and also real estate.
Ryan Pineda
Yeah. I mean, I used to define it as, hey, does this thing have the potential to make me more than what I'm currently doing? If that's the case, then it's worth doing. I don't know that that's how I look at it anymore. I kind of look at opportunities now in a different light seeing as I've had many opportunities that look like great opportunities fail. Now I look at it like, hey, is this opportunity, how much time is it going to take out of my life? Because that's the only limited resource I have. So how much time is it going to take and is that a good use of that time? Because I have only limited hours. So that's number one. Number two, hey, if this involves a partner to be truthful now it's like, are we equally yoked as Christians? I will not partner with anyone who's not a Christian anymore and a real equally yoked Christian. I've just now realized that it doesn't work, especially as I grow deeper in faith and everything else. And so, you know, that's check, check mark number two. And that's a biblical teaching. I thought equally yoked had to only do with marriage, but it actually has to do with partnerships and everything else too. So that's number two. Number three, you know, it's does this align with my existing businesses? And so for now I'm really only looking at things that my existing customers would also want to buy because once again, I think that paid ads and customer acquisition costs is the most expensive thing now. So if I'm going to look at something I want, something that I already know will instantly pop off because I already have the customers for it. They already know like and trust me from other businesses and things. And so if it's something random where I have to create all new customers, I don't want to do it. I only want things that align with what my current customers would want. Those would be the three main things I personally look at now.
Interviewer
I love that so much. I actually promised Tiffany I was going to respect your time. Yeah. So you've given your time. I really appreciate that. I always ask one last question just towards the end just to wrap up and, and again, for those that are very interested in learning about real estate, learning about flipping, I'm also going to add in the description section below, Ryan Pined, his coaching program, the website, the last and final question, the code to winning insights you need today to seize the world tomorrow. What is your definition of winning?
Ryan Pineda
Oh, you know, I had Tim Grover at one of my wealth cons and so, you know, he wrote a book called Winning. So it's funny, you know, you think about brand and you know when you said the word winning I was like, oh yeah, Tim Grover. Like that's interesting that people associate words with brands and you know, I've tried to own the brand wealthy and you know, people might associate me with golf now, soon and other things but to me winning is just not giving up. I mean I really just believe that you win if you don't quit. Life doesn't have a shot clock that we can see anyways. It doesn't have like we don't know when it ends. Business is like a never ending game. You just win if you don't give up. I mean, even if you're out of shape right now, you haven't lost yet. You're still alive. You can win. You just choose to get in shape today. Your financial position sucks. You're still alive, you haven't lost yet. You can win if you just change and you keep going. So, like, to me, winning is just outlasting the competition.
Interviewer
That's really all it is, Ryan. The code to winning. Insights you need today to seize the world tomorrow. Thank you so much for your time. Really appreciate it.
Guest: Ryan Pineda (Entrepreneur, Real Estate Investor, Content Creator)
Host: Kagiso Dikane
Date: December 16, 2025
This episode features Ryan Pineda, a self-made entrepreneur who transitioned from professional baseball to building a $100 million real estate empire and multiple successful businesses. Ryan shares candid reflections on failure, the evolution of side hustles, the ever-shifting landscape of real estate, the power of social media, and the foundational importance of building effective teams. The conversation blends actionable business advice with Ryan’s personal philosophy and real-world stories, making it essential listening for entrepreneurs and business professionals.
(07:04-09:47)
(10:12-13:45)
(13:45-20:39)
(21:01-28:38)
(28:38-33:52)
(33:52-40:06)
(40:06-46:34)
(46:37-48:56)
On Self-Awareness in Failure:
On Taking Risks:
On the Learning Value of Defeat:
On Real Estate:
On Team Building:
On Focus:
On Winning:
| Segment | Timestamp | |-----------------------------------------------|----------------| | Ryan’s baseball beginnings | 00:00–00:30 | | Early entrepreneurial hustle (couch flipping) | 04:34–05:59 | | The power of embracing failure | 07:04–09:47 | | Best side hustles for 2026 | 10:12–13:45 | | Airbnb journey and market insights | 13:45–18:12 | | State of today’s real estate market | 18:12–20:39 | | Building teams and expectations | 21:01–28:38 | | Focus vs. diversification | 28:38–33:52 | | Organic vs. paid marketing | 33:52–40:06 | | The streaming revolution | 40:06–46:34 | | Evaluating new opportunities | 46:37–48:56 | | Ryan’s definition of winning | 49:29–50:35 |
For more from Ryan Pineda or to learn about his coaching programs, check the episode description.