Living Your Legacy
Living Your Legacy

How a Small-Town Developer Built a Real Estate Legacy

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Growing up in a small Illinois town, Jeremy Yost watches entrepreneurship firsthand as his father builds a business from the ground up. Determined to create his own identity, he enters real estate dev...

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>> My dad was very well-known in the entrepreneur space, and I didn't want to...

known as Don Yosen.

I wanted to develop my own identity, and I was able to do that and persevere through that

and become my own man.

>> However, Jeremy Yosen is a real estate entrepreneur, CEO of Yosen Management Services,

and co-founder of Innovative Development Partners. He helps create thriving multifamily communities through strategic property management, development, and a commitment to delivering long-term value for residents, investors, and neighborhoods. >> If you think you're going to fail, you're going to fail.

So every deal that I do or look at, if I'm going to pull the trigger, I'm going to execute it, I'm going to execute very well. >> Yes, sir. >> And I'm going to see it through. Whatever that might be, I find a way to get it done.

You control your destiny, disguise the limit. So you can start something and end up at the top of the food chain all by hardware, because, you know, grit beats anything, and it spans the goal. >> Like a super high school into their health. Today, Apple is going to reinvent the phone.

>> It's not over, I'm telling how we're doing. >> The living your legacy podcast for those who live to leave a legacy. >> That is sensational to open. >> She come up with the latest and Paul is the father's man on the planet. >> You can live your dream.

>> Welcome back to the other episode of the Living Your Legacy podcast for Insights Access. I am Riga Terres. Joining us right off his episode, filming of Operations CEO is Jeremy Jost. Jeremy, you came from a bizarre location.

That's far greater than Miami, but somehow you are here. >> I'm here. >> I traveled from the land of Illinois and cornfield and soybeans and happy to be here. >> Right on, a sand, a soybeans sand, a soybeans cool. All right, what brings you out here, my friend?

>> So I'm here because of an inside success operation CEO came down. Did an episode earlier this morning and the filming might great. The team was absolutely phenomenal. >> Cool, cool, I'm glad that we did not disappoint. And now you're sitting in a podcast with a man in these cards.

>> Rock and roll baby, I love it. >> Cool, I'm glad you're into it, dude. We'd like to celebrate here at Influence, our guests and colleagues. What are we going to learn about you in your episode, my friend? >> So a little bit of my background in 17 years of real estate development,

right management, a second generation entrepreneur in the real estate space.

>> Right on. >> And so learn a little bit about my upbringing from a small town of Charleston, Illinois, cool.

And navigating the field of real estate development, where life is essentially a roller coaster.

It's tons of ups and downs when the ups are up and the downs are down. And you just find a way to persevere through it. >> You mentioned legacy, your dad was supposed to join us today. This was supposed to be a dual interview as we like to call it here. What gives?

>> My dad's 82, he lives in the villages Florida, so he is a Floridian, but just some health issues, and just unable to travel. >> Well, I bought this for being such a jerk about it. >> Oh, absolutely, you're fine, you're fine. No, he just wanted to kind of relax and just to be sure, as he should, his age,

and wished everyone the best, and then just said I could handle it.

>> Very cool, what's that like having that amazing knowledge and passed down to you,

and now you are in the year 2026, and it's just like, holy moly, everything that my dad passed on to me is out the books, or is it completely relevant? >> You know, it's a little bit of both, to a certain extent, growing up, I felt like I had trouble with like identity in the sense of, I didn't want to just be known as Don Yosen for where we were at, because, you know,

smaller town, but my dad was very well-known in the entrepreneur space, and I wanted to develop my own identity. And, you know, I was able to do that, and persevere through that, and become my own man, to where something in my dad was proud of me, and pivot, however, I say all that to say, I wouldn't be where I'm at today, for sure, if I didn't have such an amazing mentor in him,

because, you know, I'm 39 years old, most people my age aren't out developing real estate across the Midwest or the United States without a little bit of help, and I wouldn't be where I'm out without the guidance that he gave me. And so I feel like I have a little competitive advantage

because growing up in an entrepreneurial family, what most people think is crazy, I think is normal.

>> Absolutely. Yeah, yeah, it's crazy. It's crazy that you mentioned that, huh? No, it's absolutely true, because being an entrepreneur, like, tribe that family, kinetic energy is very different. And it's interesting, because you and I have the similar age

42, and the last five years I've been looking for a mentor in an mentor, and ...

can't call it my dad, because I don't have one. But it's not about that. That's a different podcast. It's tough. It's tough, heavy like this big vision, and a lot of it is fear. It's just like, how do I just jump in and plunge into this crazy idea? I need that one person to encourage me, or when I fail to say, great, you fail fail harder. Let's pick you back up so you can ascend. How difficult is that to do with and without that third party voice that's helping you move along?

>> You know, essentially, I feel this ties into anywhere in entrepreneurship.

>> Absolutely. >> You have to believe in yourself, and it comes to a point where if you think

you're going to fail, you're going to fail. >> Oh, yeah. >> At the end of the day, no matter what, you have to believe in yourself, so every deal that I do or look at, and if I'm going to pull the trigger, I'm going to execute it. I'm going to execute it very well. >> Yes, sir.

>> And I'm going to see it through. I never think of what could happen, because if I do,

then that I could fail. >> For sure. >> And then I just wouldn't do it. So when I pull that trigger, I'm balls to the wall 110 percent all in and make sure that the project gets done. >> Right on whether it's an apartment complex or an assisted living or hotel, whatever that might be. I find a way to get it done. >> Oh, let me give you that proper info, Jeremy. This is here the CEO of

Internevitative Development Partners and Yoast Management Services. >> Yes. >> Amazing. What are those things? So what are those things? >> IDP is, it is our development company.

>> That's what it means. >> Is that you or my R2? >> It's my R2.

>> God damn it, R2, shut up. >> Yeah, I've got all of that. >> No, I can't believe it. That's an R4. I can clearly child by that, sure. That's definitely not for. Probably one of my kids. >> All in on. So Innovative Development Partners is holding company where we develop real estate. And Yoast Management Services Inc is my property management entity. So I've got a development component, and a management component. >> Yep. >> And our development side, we've been very, very blessed to

develop all over Illinois, and now we're expanding into Indiana, Florida, looking at Missouri, and Kansas, and hopefully go nationwide. >> Right on. >> But growth takes a little bit of time, is sir. And we've been in a business of capital raising, starting to raise capital for some deals, and trying to tie in and using other people's money to continue expansion. >> Yes, it's called network marketing. >> It's essentially, yeah. >> Which is brilliant, because actually a couple of

weeks ago, I had a guest here that created this program, I love it to high level, and I'm building

capital, because I do have property. And what you're basically describing to me is like, I'm curious

if I'm your perfect client, because you said property development, where my house is quite old, and needs to be, you know, the windows are not updated, the roof needs to be updated. And I know I qualify for all these grants, especially as a Florida and a homeowner, and, you know, legacy of the kuthierases. But I also need the property management side, because once the house is up and at them, like, I don't want to sell it, but I definitely want it to be an experience

where I can Airbnb it, or, you know, a bed and production breakfast place where, you know, you can fly in, shoot your content, you know, have breakfast, not even interfere with anyone in Miami, because my house is run next to the airport. So it's like a pre-location, and I'm like, looking for folks to have the imagination to go, oh, dude, yeah, for sure, we can make this generate wealth for you. No problem. So is that kind of like your, your clientele, or did I

just go off in a complete tangent? No, essentially, I mean, you know, when you look at property management, all your mortgages, all your properties that you have, you're not paying it. It's your tenants. So I look at property management, maybe a little different than some people, but I look at it. It's more not just about operations. It's about retention and your tenants. So if they're overall experience is really good, and you have a solid maintenance team. Oh, yeah. With a good manager,

it's going to go a long way because the longer those tenants stay, they're going to continue paying their rent. They're going to be happy, and your asset is getting paid for from other people's

money. So firmly believe that the tenant relationships with your team members are so crucial

because you want them to have a good experience, and you want them to stay. Now, obviously, every landlord is going to have issues time to time. You're going to, people that don't pay, and then they can't stay. Yeah, of course not. What do you recommend? Full rentals, six months

leases, Airbnb's, I'm a property owner. What do I do? So I'm a big multi-family guy. So I believe in,

you know, full 12-month lease, not give me a multi-family asset because, you know, through and throughout, you look through the last 30, 40 years, multi-family real estate really doesn't fail. There's obviously going to be some tough times that happens. You go back to like 2008. However, I believe, you know, we're not there yet, but there's a crisis, rents are on the rise,

That's because there's not enough supply out there.

into markets, rents are going to continue to go up in a, in a hostile environment. And with inflation,

it's, it's not been good. So I think during crazier times where things are a little more chaotic,

is the right time to buy because you're going to get in there. You're going to find some better deals. And if you come in with a little more capital, you're not going to be in a negative standpoint where a lot of operators have been recently. You're seeing some foreclosures of, you know, deals going in a receivership with banks. And if you just come in a little stronger on the equity position, you're going to be ahead of the game. Oh, yeah. Because the markets and a shift, and I really

feel like we're in a good position in the runner space where more people nowadays,

they're renting more than buying homes. You know, 20 years ago, the average age for first time

home buyer was like 27, 28. And now it average age for first time home buyer in 2025, it's like 42. I was just going to say it's in 42. Yeah. Yeah. It's in 40. Yeah. I fall that subredder in no more. It's just like crying or I thought it's like, I can't buy a home in like, yeah, dude,

this third you start climbing. Unless you're like some random, amazing engineer sitting in San Francisco

with your like, your deck like chair and you're like looking out. Actually, that's everyone here. It's brickle because it's all that crypto money, but you know, good old Miami. But it's like, yeah, like you, what is it like to invest into a city like Miami, which is dramatically different where you come from with soybeans versus sand, Miami, so transient, so like every other week,

they're different. I mean, it's just where you come from right. So we're just getting into some

metropolitan markets, the Chicago land suburbs and getting in there. It's completely different than the rural areas. So primarily, we've focused in rural tertiary market. Cool. In communities that are like 2,500 to 5,500 people, where there isn't a lot of, you know, workforce housing or multi-family. So we're creating something new where people come and we end up building massive weightless because we find markets that are underutilized and where they have no solid housing. So you

come in and you you've supply something new. It's going to, it's going to run up. So I can imagine

coming to the larger metropolitan market, the thing that you're going to have to look at is you're going to have to bring a ton of more capital because real estate is so expensive here. Oh, yeah.

It's, you know, compared to Illinois, it just blows my mind to some say or even even some

differences just from like Tampa. Yeah, Miami is a just a market of a ton. Oh, yeah, it's a different piece of try being born and raised here. And it's interesting to see the evolution like I disappeared for 10 years, lived in San Francisco and from there with a Tulsa and from Tulsa with Tulsa and from also with Switzerland, great 10 years. And then it came back. I was like, holy shit, Miami just like became the Miami of the TV Miami. But from the 80s, it's like now we're in the future

of what we knew Miami was going to be. So you look around that it's just like, all right, we're kind of like at the 1980s of the future. But it's really 2025. What do you think cultures like and how do you think culture responding to this new wave, new age of real estate, living families, no families, no children, like it's totally different. 1995 is nowhere near as close as 2025. Well, if you think about it, like our generation is probably the last generation that really played outside a lot. Yeah.

And our parents really didn't know where we were. We're going to go right our bike and hey, well, let's go for hang out with aliens and we'll go do whatever. I'm calling you when I get to a friend's house to let you know, I'm fine and find out what time I need to be home for supper. Yeah, dude. That whole generations changed because we're in an industry that everything revolves around technology where we had to wait for things. Now the kids these days, they don't have to wait

for anything. If they want something, they can door to ask that they can Uber eats. If they want to get something, anything is at their right in their hands. They can have everything now. So it's changed the real estate game in the sense that, oh, hey, let's do virtual tours. I don't need to physically go out there or you pop a lock on a door. You give them a code and they can do a self-guided tour and go in. So the market's changed. The dynamics completely changed. It's not the people. It's

the time. So with times, everybody's got to do some change and make the best of what it is because technology is going to take over everything. Oh, yeah. And when I drive down through my amy traffic over the cause, well, it's beautiful. It's to see these giant art pieces, these giant waves that they're building. Like, my amy's become like the next to buy the next Las Vegas or vice versa. But there is, it's becoming bleak because, you know, AI's catching up and AI's

AI in itself. And like I'm looking at this landscape, all these buildings, I'm like, I can't help the think in our lifetime. And maybe 20 30 years, you know, floors one through 15 is, you know,

Single men, single women, floors 15 to 30 are just people and AI chambers tha...

compacted as tuna. You can kind of see it. Like, in 30 years, it's going to look a little bleak and

sad. I don't feel like it's going to be about to open roads and farms anymore. I can't even imagine it's 20 30 years from now, or if we ever get to a point where we actually have real flying cars. I would hope so. But I mean, have you seen humanity in just regular four wheels?

It's crazy. I mean, there's just bad drivers everywhere. Dude, but that's what I'm seeing.

There's there's a blue ocean market out there because there's going to be that dichotomy of been like you and I that just want to raise the family. There's just when I hang out with their dogs. I just want to see water. And then I just want to see the electronics store where I can buy a gadget that I can go take to my huge manhouse and do my thing. Like, there's going to be a market of like deep pocket or folks that are just sick of the Miami sick of the L.A. sick of the

New York. And they just want to see green. They want to see soybeans. Enough sand. Oh yeah, soybeans. Yeah, they want to go back to the traditional farmland. They want to pull calf and four five 40 45 in the morning or are they just want to go back to nature? Yes. You know, I'm seeing I've got some friends in the real estate market that are building micro homes in the middle of nowhere. It's kind of it. But they're it's like micro boutique hotels

or they're building them in like tree houses and where you're just freaking looking over an

exotic view of a jungle and the Caribbean and you know different aspects of like, oh, well,

that's cool. I would have never thought of that. What made you think of it? Well, with the way

technology is let's go back to the basics and appreciate nature. So not only are they doing that, but I'm seeing them go into spaces where they're in like Colorado, but doing it in the mountains. Yeah, they're like looking over the mountains in your end, just like a small little cabin, but they group them all together to give it like a hospitality feel, but it's more nature. Oh yeah, which is really kind of cool because we can all get so caught up with technology

and lose sight of using a real eyes to see real things. Yeah, to see the actual photons that are in front of us saying, this is reality and life. You dumb human being, please enjoy it. Yeah, and it brings you brings you back down to Earth to where you can just live and I, you know, I'm one of the people

live longer. Absolutely. And you know, it's what's I found that's hard for me as I have a hard

time sometimes shutting off. Oh, I'm like so caught in and I've really tried, you know, incredibly hard to focus on this and I, I've got to give credit to my girlfriend, Leanna, because she's a me a operator. Yeah, pretty much. I have an operator as well. You know, she helps keep me grounded in the sense that, you know, when I'm with her, we go out and be experienced nature or just be in the moment and be present and it's really helped me, especially in the evenings shutting down for work mode.

It's like I try to put my phone away and I try not to look at an email of somebody's working later, check everything every single time it's the itch. It is because it's like, I want to mean I want to be prop and want to be good, but then it's like, shit, I can't go to bed. I'm why I'm, I'm wide awake. Yeah, I'm in one of the gym, not 30 seconds. You know, it's just like damn damn fuck, yeah, maybe just move. Yeah, I do not hear you. And so, you know, it's just adjusting through

everything and it's just, it's only, I think it's only going to get worse. It definitely is.

So, for which I'm like, dude, there's a whole blue ocean out there, man. There's a whole dichotomy of men and women and everything in between. They just want to go out and disappear and return to nature and go, all right, I'll guess I'll go back into the gizmos and take a tech, a tech, a talk of Toko because my AI bots are retired of being an AI bot and my VAs of all quit because my AI bots, but are the my VAs. And my Optimus has killed two dogs already. God damn it. I kind of get a fucking new Optimus anymore,

because it's continuity 20, 2000 dollars by 12 of them. Yeah, it's going to be the future in five years. And now it's like the time is now because as my company has been growing, I've started utilizing more AI, more technology because I want to work smarter, not harder. Yes, and I hired two VAs and I've got some AI employees that kind of help with my day-to-day executive schedule. Yes, and it's, it's given me time back to where I can do a little bit more or focus on some new

new projects. So, you know, there's, there's the good side to it, as long as you don't let it get away. You know, what I like to do is compartmentalize my AI. So from the day of birth in 1983 to 2020 is my AI. 2020 to 2025 is my personal experience that I'd be at the monetize everything before that. This is my AI package. It did hear you go the then it's like sell it. This is my life experience. But from 2020 to 2020, it's my own experience that I'm still crafting that I'll eventually

shut out sell. Well, but you are who you are because of where you started and what you've simply really came from and that develops your story, your path, and you can essentially you make it your own. You control your destiny, whether people, I hear people all the time

Complain whether well, I can't do this, I can't do that.

mindset. Yes. Anyone's capable of doing anything where there's a wheel, there's a way you just

gotta figure out how to get there. Yeah, it's not anti war and it's a pro piece. Yes. Yeah, that's the trick. It's pro piece. They word it in the secret a couple of decades ago. It's called the secret. Anyways, I want to I want to I want to gas you up man. Something that really finds that I find interesting is universal studios, Disney world, Disneyland, these these amusement parks, they're terrified of people like you because you're a manufacturing experiences and then

listing them out of Airbnb. Disney has tried and failed even with Star Wars. They tried petaling a $5,000 $3,000, $3,000 experience in some garage and they have asked it and the cynical deep pocket Star Wars motherfuckers that have the whale money spend three hours on YouTube complaining about it

and that video gets millions of views trolling Disney because they're trying to create what you're

doing. Good for you, you know. And here's the thing with that. Like they obviously they're good at what they do.

They use them. But when you, but when you brand off and you try to do something new. Sometimes you try to oversell something and you cut too many corners and you price people out. Oh yeah, so they'll be doing that now. Sorry. Well, no, no, they are. I'm a huge WWE fan. Yeah, you know, those aren't, you know, and well, and they downsize their reinist too. So they're actually more premium through birch and so, you know, like most businesses, they've increased their

prices because they want to pay their debt off. They want to get their debt gone and then they'll probably change their prices. They're trying to, you know, they're trying to navigate and figure things out post-vince McMahon. Yeah, yeah, yeah. But, you know, their shows, their stories have gotten better. Absolutely. It's just the price point. Yeah. And I think there's a method to their madness where they're going to hit certain things and then turn a corner and then bring it back

to more of the Vince era of getting the families. Yeah. But they had to make a change to separate

themselves because of not just the sale, but because of whatever issues we're going back. Oh, but it's great that their Hethes can become a WWE in the wrestling podcast. It's good to see a good little Hunterhurst on Netflix, like with a tight shot talking about, you know, K-Fab and the the rules stuff that we've, but the people tried to let the Russian of his changing from, you know, coming X. Yeah, they're coming in from Hunterhurst, Helmsley, and

pivoting to that great story. Just the evolution of now being a big executive. That's a prime example of showing or anybody can do anything because, you know, he didn't have a college background, but he had the showmanship of being a high quality wrestler turned executive to a massive corporation that's now publicly traded in part of TKO that disguised the limit. So you can start something and end up at the top of the food chain all by hard work. Because, you know,

grit beats anything. And at the end of the day, I don't care what anybody else says. If you're the hardest worker in the room at some point in time, you're going to end up being the big dog. Oh, yeah. And the thing about wrestling is they fight for grit, they're action heroes,

and they look so good doing it. And that's what that is. I can feel like the the American spirit.

Or it's like, what's up? Good. I am a doing what I did. It's a simple opera for guys. Absolutely. Yeah. You know, you can get in and, you know, you get hooked on the story lines. And obviously it's just entertaining to watch. And while the moves they're doing is real, it's the who wins and loses is what's planned. And that to me, that doesn't matter

because they're doing some really cool shit that I can never do because I probably end up in the

hospital trying to do any of it. A Jason here, he, uh, he filmed Kurt Angle. Yeah, he was in the crater. Oh, yeah. He was in the rural court. Yeah. Yeah. I was the same. Got a gold medal with a broken freaking nut. No, bro. And there's Rudy and go curve like, what world am I in? It was a lot of stuff. You know, and, you know, it just goes to show all walks of life. It was full circle and everybody can win. Well, how do you feel to be part of a quite a luminary cast of

character, sir? You know, with all the, the, yeah, with with the cast and everything, it's, it feels pretty incredible because I see myself coming from Charleston, Illinois. It's very small town like 16, 18,000 people may be of their, you know, we've got a very small university, Eastern Illinois university, you know, Charleston's probably best known for Jimmy Johns was created there. Riddle. Uh, so the original stores there and, you know, Eastern's had some very famous athletes

passed through. So, you know, it's known because of some people that went through there, but we're at such a small area. So to be a part of something and with the, like, in my eyes, legendary people that have came on this, it's such an honor to be a part of it because I just feel like I'm a small town guy and, you know, being where I'm at and mentioning, you know, cornfield and soybeans, you know, I still see almost at least one, two days a week. We have a large

Homage community by us.

Miami, it's like, instant, like, change in it, whole change of stimulation and getting into, like,

a city vibe and it's just like reinvigorating and it's just all of it's really, really cool.

It's such a blessing to be able to be part of this family and be in with the big names that

have passed through. We're not Jeremy. Well, now I get to hang out with you. You are a big

name and I'm just a dude that holds podcasts and a script. Whatever. Jeremy, it's such a pleasure.

Thank you. So I look forward to breaking K fab with you after this podcast. Absolutely.

Uh, with for that, uh, this is Jeremy Jost and I am regulatory, happy Friday and we are Insight Success.

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