265 - Best of 2025! Why Home Services and Affordable Housing Are the Next Decade's Biggest Bets with Justin Donald

30 Dec 2025 · 52 min · 29 chapters

Ask about this episode

Ask anything about it. ChatGPT or Claude reads this page and answers with the times it was said.

Connect VO and ask about every podcast you hear, including the moments you saved. Add to ChatGPT · Add to Claude

In short

Episode topic: Justin Donald’s “lifestyle investor” philosophy—using cash-flowing assets (especially mobile home parks) and heavy mastermind participation to buy time, achieve financial freedom, and build deal flow; includes how he transitioned from running a Cutco-related business to investing full-time and why home services/affordable housing are positioned for the next decade.

Guest background

Justin Donald is a Wall Street Journal bestselling author and real estate investor/entrepreneur. He built a nine-figure portfolio without raising money, owning about 1,500 mobile home park pads across ~19–20 parks. He also invests in industrial real estate and has business stakes including dog training and home services.

Key claims

Mobile home parks are less time-intensive and offer deal opportunities from retiring baby boomers (often via seller financing). Financial freedom came before millionaire status; he targets “survival,” then “lifestyle” income, then reinvests surplus. Stock is only ~15–25% of family office net worth; he prefers real estate and private deals. Masterminds are a non-linear investment that can pay off years later via relationships and access.

Notable examples

A baby boomer seller financed his first park; the cash flow “retired” his wife (teacher) within about a thousand dollars of the target. He bought a dog training company during COVID, revamped SEO/processes, and sold it after one year for an 11x return. He’s in 14 masterminds and spends roughly $350k–$500k/year on coaching/masterminds.

Written by AI. May contain mistakes. Listen to the episode to check what was said.

Chapters

Tap a time to open that second in VO

Investing from Baby Boomers

0:00 to 0:44

Learn about the opportunity in buying investments from retiring baby boomers.

“So you have the opportunity to buy some great deals from baby boomers looking to retire.”

Building a Mastermind Network

0:44 to 1:28

Discover the importance of having a mastermind group for learning and growth.

“Not only the things I get to learn, but the relationships that have come out of this.”

Justin Donald's Journey to Entrepreneurship

2:56 to 4:25

Explore Justin's background, his philosophy on investing, and his achievements.

“But first, a message from a sponsor who is me.”

The Influence of Robert Kiyosaki

4:25 to 5:35

Understand how Robert Kiyosaki's teachings shaped Justin's investment approach.

“So that way people don't have to work, but they get to work and They get to work on what they want to, what inspires them, where they're uniquely gifted for the timeframe that is best suited for them.”

Transitioning to Real Estate Investments

5:35 to 6:58

Learn about Justin's shift from a business owner to investing in real estate.

“You named some people that are some of my dearest friends and some people that I've learned an immense deal from, just tons of knowledge.”

Why Mobile Home Parks?

6:58 to 8:13

Discover why Justin chose to invest in mobile home parks over other options.

“It's that I need to work really smart and I need to surround myself with the right people.”

The Impact of Cashflow from Investments

8:13 to 10:29

Understand how Justin's first investment significantly changed his family's financial situation.

“So you're doing that for how long did you serve in those roles?”

Balancing Business and Real Estate

10:29 to 11:48

Explore the dynamics of managing a business while investing in real estate.

“Right at the bottom of the real estate market after the great financial crisis, you started buying mobile home parks.”

Growing a Mobile Home Park Portfolio

11:48 to 13:30

Learn how Justin built a substantial portfolio of mobile home parks over time.

“Luckily, I did it poorly first, so I can figure out how to do it well later.”

Navigating Competition in Business

13:30 to 14:01

Understand the challenges Justin faced with his primary business as he expanded into real estate.

“like, or how many pads, how would you measure the size of that business?”
Show all 29 chapters

Navigating Real Estate Dynamics

14:01 to 16:55

Discover the performance of various real estate sectors and personal experiences in growth.

“We got into multifamily, we got into self-storage, industrial, Our second largest holding is industrial.”

Transitioning from Employment to Entrepreneurship

16:56 to 22:22

Learn about the strategic decisions leading to leaving a stable job for investments.

“And then path B is I'm going to wait until all my expenses are covered.”

Passive Income and Investment Strategies

22:23 to 24:21

Explore strategies to achieve financial freedom through passive income streams.

“We wanted to spend some money on experiences that to us is like the best use of capital is experiences and relationships.”

Wealth Building and Real Estate Insights

25:03 to 28:00

Understand the nuances of wealth accumulation through real estate and business ventures.

“So I don't have a passive stream of income that replaced what I was making.”

Financial Freedom vs. Millionaire Status

28:00 to 28:30

Exploration of the difference between financial freedom and millionaire status.

“That income is not taxable and you could put that back into real estate.”

The Rise of Stellar Inc. and Other Ventures

28:30 to 29:15

Discussion about starting Stellar Inc. and other successful business ventures.

“So that one to 10 went actually really fast because we were able to cash out refi.”

Investing in Dog Training during COVID

29:15 to 30:39

Insight into the decision to invest in a dog training company during the pandemic.

“but it's a great company doing awesome things.”

Comparing Real Estate and Business Investments

30:39 to 32:06

Analysis of the risks and returns associated with real estate versus business investments.

“And then rolled that into some other businesses.”

The Importance of Masterminds in Business

32:06 to 33:15

Discussion on the value of masterminds for personal and professional growth.

“And they both have pros and they both have cons.”

Masterminds as a Shortcut to Wealth

33:15 to 33:36

Masterminds are seen as a shortcut to growing wealth and education.

“Tell me, when did you launch your masterminds and why do you love masterminds so much?”

Navigating the Social Media Influencer Landscape

33:36 to 36:13

Critique of social media influencers and the importance of experience in education.

“I mean, I have two masterminds, but I'm in 14 others.”

Creating a Unique Mastermind Community

36:13 to 37:08

The inception and principles behind launching a unique mastermind community.

“And I just thought it'd be really cool to create my own community.”

Success of the Lifestyle Investor Book

37:08 to 37:57

Overview of the success of the Lifestyle Investor book and its impact.

“The book, the podcast, and the mastermind literally all came out at the same time.”

Values and Character Beyond Net Worth

37:57 to 39:44

Discussion on the importance of values and character over financial status.

“And the updated and expanded edition of the book just came out where we have, I don't know, 20 to 25 % additional content in there that I'm so excited about.”

The Role of Masterminds in Building Relationships

39:44 to 42:00

Highlighting the importance of relationships formed through masterminds.

“I think that's what moves the needle the most for most people.”

Understanding Family Offices and Investment Opportunities

42:00 to 43:39

Learn about family offices and their exclusive investment opportunities.

“and they typically do deals 100 % with that family office, right?”

Investing in Yourself: Masterminds and Alternative Learning

43:40 to 46:24

Discover the importance of investing in yourself through masterminds and relationships.

“So I've made my money back like a hundredfold on just one connection.”

Lessons from Experience: Advice for Young Investors

46:25 to 49:57

Gain insights on the importance of starting early and learning from mistakes.

“So it's funny, like people all of a sudden become cheap, like you're the poorest you've ever been in college yet finding a way to afford 10, 20, 30, 40,$50 ,000 a year.”

Free Strategy Sessions: A Resource for Financial Freedom

49:58 to 50:49

Learn about free strategy sessions offered to help achieve financial goals.

“Well, this was a fantastic conversation.”
Hear the part that matters, and keep it.Open this episode in VO. Double tap your headphones to save a moment as you listen.
Get VO free

Transcript

Automatic transcript. May contain errors.

0:00So you have the opportunity to buy some great deals from baby boomers looking to retire. And all that was very true. We bought our first mobile home park and that single investment we bought from a baby boomer wanting to retire. In his words, I want to ride off into the sunset. So he did a seller finance deal with me. So he carried the note on this. So he literally said, I'm looking for a buyer that will just pay me. I'll have money show up every month and I can just ride off into the sunset. And so I remember using that with him when he was debating between who he's going to sell it to. And I'm like, I'm your guy.

0:31I will help you ride off into the sunset. But that whole situation was great because that one investment literally retired my wife.

0:43You know, one of the perks of having a podcast is that I get to talk to people way more successful than me on the daily. And it's amazing. Not only the things I get to learn, but the relationships that have come out of this. Like if I have a question about real estate, I got a guy for that. If I have a question about valuations and venture capital fundraising, there's a gal for that. PPC marketing, staffing, manufacturing, ghostwriting, running laundromats, call centers, newsletters, general contractors, architects. Like I have guys and gals for all of those things. I've created my own little mastermind of individuals that I can learn from on a daily, weekly, monthly basis.

1:15And I know that there are masterminds people pay for because there's value in that. There's value in learning from others and people 10 years ahead of you, learning their tax strategies, learning landmines that they've avoided, getting advice on deal structuring. It's incredibly valuable, but could you imagine paying$500 ,000 a year on a mastermind? Well, welcome to Nickanomics. This is the show for entrepreneurs and entrepreneurs who are curious to learn how other businesses work. My name is Nicholas Haluski, and I'm an entrepreneur with multiple seven-figure exits, and I've owned and operated more than a dozen companies, creating millions of dollars in shareholder value.

1:49And on this show, I let my curiosity drive as I get successful entrepreneurs to peel back the curtain and walk me through exactly how their businesses operate. Today, I sit down with bestselling author, real estate investor, and entrepreneur, Justin Donald. Justin's turned what started as a side hustle into a sprawling nine-figure portfolio of investments with over 1 ,500 mobile home park pads, dog training companies. He was an early investor in Orange Theory, all the way down to his $55 ,000 a year mastermind. No, I did not stutter$55 ,000 a year. But Justin's the real deal. And you would never know it.

2:29If you just met him off the street, he's humble, he's transparent. He's genuine. We talked for an hour at a dinner before either one of us knew what the other person did. And in this episode, you're going to learn what his lifestyle investment philosophy means, how he knew he was ready for entrepreneurship and why he spends between$300 ,000 and$500 ,000 per year on masterminds. One of my favorite episodes, an amazing conversation with Justin. Enjoy. Okay, guys, we're going to get back to the show in just one second. But first, a message from a sponsor who is me. Oh, it's me because I'm doing the show for free.

3:02Listen, I want to give you$100. All you have to do is this. Go to Apple or Spotify. Give me five stars. Write a review. Screenshot that review, send it to me, Nick at cofounders.com, and you will be entered to win $100 Amazon gift card. Every four episodes, I'm going to choose a winner at random. And I'm going to do this five times,$500 for five stars. I just made that up. It's what I'm calling it. Please go to Apple or Spotify, leave a review, screenshot it, send it to me, Nick at cofounders.com and you'll be entered to win$100 Amazon gift card. All right, let's get back to the show. All right, Justin, welcome to Nickonomics.

3:40Stoked to have you here. In one sentence, could you give us an idea of who you are and what your business is? Yeah, Nick, great to be here. Great to connect here at Capital Camp. Nice little shout out to the organizers there that allowed us to meet and really our friend Mike who connected us. So shout out to Mike Higgins. Yeah. So I started a company called Lifestyle Investor. It's one of many companies, but this one is like my baby because it was a passion project that I never even thought that it was going to become a for-profit business that ended up becoming my main source of joy from a business standpoint.

4:20And so I always tell people I love teaching others how to buy their time back, how to create true financial freedom, to do that by buying assets that produce income. So that way people don't have to work, but they get to work and They get to work on what they want to, what inspires them, where they're uniquely gifted for the timeframe that is best suited for them. And then they can be intentional with their time that they're not working to really pour into the people that matter most. So to give people some context here, Justin, you wrote a book recently called The Lifestyle Investor is a Wall Street Journal bestseller on the speaking circuit.

4:54You've had some really cool people on your podcast. I was looking at it, you know, Cody Sanchez, Sam Parr, Noah Kagan, Brandon Turner from BiggerPockets that this world would know. But then you've also shared the stage with people like, I think, Richard Branson, Sam Zell, Robert Kiyosaki, the OG of Rich Dad, Poor Dad. So you're somebody who's seen in this space as having authority and having accomplished a lot. My question is, how did it start? Where were you as a 25-year-old and when did you kind of develop this thesis of I want to be an investor? Yeah, you know, I've been blessed with some great friendships and some great mentors over the years.

5:36You named some people that are some of my dearest friends and some people that I've learned an immense deal from, just tons of knowledge. So I would say that my first real educator on things that I was most interested in was Robert Kiyosaki. And it's cool that we've gotten a chance to get to know each other and hang out. It was his books that really opened my eyes. Of course, I feel like most people have read Rich Dad, Poor Dad. For me, it was actually his second book, Cashflow Quadrant, that just blew my mind. I was running a business at that point in time, but I was a slave to the business. I was a true slave in every sense of the word.

6:12I spent so much time. I played this game of whoever works the hardest is the best or whatever. My badge of honor was work ethic. I think, by the way, that's a great badge of honor when you don't have other unique skills and giftings that may be superior to it, right? So like to have a great work ethic is much better and totally trumps being lazy. But if you have really good skills, you know, work ethic can actually erode some of those good skills if you don't have time to be thinking sharp, if you don't have time to be pouring in or using those giftings the way that you should. So it's a double-edged sword.

6:52It served me until it didn't serve me. And luckily, I figured out that I probably need to be smarter than not. It's not that I have to work this hard. It's that I need to work really smart and I need to surround myself with the right people. How old were you when you read, did you say the cashflow quadrant? Is that what it's called? Let me back up because I would have read rich dad, poor dad when I was in college. And then I would have read cashflow quadrant probably the year I graduated. So I would imagine it was 2002 or 2003. And so you were 22, 23. And when you say you were running a business, was that a business you owned?

7:30Or were you working in the corporate setting? No, it well, it's actually interesting description. It was a business I owned. And I thought that I had more ownership than I really did. It's where I really learned about having equity. So I owned a company that basically was like a recruiting and sales arm for a much bigger company where I owned my LLC, but really didn't own the business. So it was an interesting experience. It was a great experience on many levels where I got a chance to learn and grow and flex my entrepreneurial skills, but having a back office and a fulfillment side of things that could complete the business.

8:10So it was running a business, but maybe not a full business. So you're doing that for how long did you serve in those roles? Off and on in that capacity for probably about a decade, a little bit less, some a lot more hands-on and more time invested. I remember at the beginning, I was the only person, so I was doing everything. And over time, I built out systems, I hired the right people. And so I got to a point where I was putting in maybe 20 hours a week to that. And I had time for a side hustle and I started doing a few other things like real estate on the side. And really, that's where everything took off.

8:49It was like, I figured out how to create enough systems to pull myself out to buy some time back. And then I took the profits and started investing them in mobile home parks very early on. Why mobile home parks? Why was that the first thing you started doing? Technically, you know, I got into single family homes and or like condos just like first when I got into this, it wasn't as a rental. I bought my own place, turned it into a rental. Then we're looking to scale some single family homes and just realized that model was a lot more time intensive, labor intensive, capital intensive than what scale.

9:25It takes a lot of scale to get it to where we wanted. And so I had some mentors and some friends, both that were in this space and they said, Hey, you should really learn this niche because it's less work. It's mobile home parks are less consolidated than any other real estate asset class. So you have the opportunity to buy some great deals from baby boomers looking to retire. And all that was very true. We bought our first mobile home park and that single investment we bought from a baby boomer wanting to retire. In his words, I want to ride off into the sunset. So he did a seller finance deal with me.

10:02So he carried the note on this. So he literally said, I'm looking for a buyer that will just pay Amy, I'll have money show up every month and I can just ride off into the sunset. And so I remember using that with him when he was debating between who he's going to sell it to. And I'm like, I'm your guy. I will help you ride off into the sunset. But that whole situation was great because that one investment literally retired my wife. That produced enough cashflow that my wife is a teacher. It was within a thousand dollars. She was just able to retire. What year was that? 15-ish years ago. All right.

10:352010, 2009. Yeah. Right at the bottom of the real estate market after the great financial crisis, you started buying mobile home parks. I'm curious because you were running businesses. Most people, at least from my perspective, when I was doing it, I was running businesses and I decided I want to buy a business because I'm tired of working for somebody else. You, however, were taking that cash flow and funneling it into real estate. Why? Well, the reason primarily was that I thought it would be less work to do that than to run a business, to buy another business. Now, the reality is it probably just all depends.

11:14It depends on the business. It depends on the real estate. It depends on scale. It depends on infrastructure systems, all that. But today I've done both, and I can tell you the pros and cons to each of them. But at that time, I felt like that was the better move. it was less time for more return. And I do believe that was accurate. I've figured out today how to be a better buyer of businesses where I'm not buying a job. That's what you got to be most careful of that you can buy a business that has the ability to afford an operator and that you have the ability to hire a great operator to actually run it.

11:47So I've done that well, and I've done that poorly. Luckily, I did it poorly first, so I can figure out how to do it well later. but otherwise you truly are buying a job like you think you're buying a business you think you're making a great investment and it's just a total time and energy suck and then it may not actually make you money when did you invest in your first business outside of the primary one that kind of got me going I started a marketing well really it's more like a consulting recruiting company. And that one, again, was a start. The first one that I bought was, let's see, we got into some franchises early, bought a dog training company.

12:27That as a one-off was probably the best single one-off we ever bought. Basically an 11-act. Between 2002 and 2012, we'll call it, you had your primary thing that you had equity in, but then you were investing in real estate. Correct. And the first kind of investment that you made outside of the real estate in your primary thing was kind of what year? Let's see outside of real estate. Yeah. Well, we did real estate for quite some time. So we probably did real estate for a good seven or eight years before we ever invested in any businesses. Wow. So we built up quite the business there and built teams and infrastructure on that.

13:13So that kind of became the real estate holdings and that real estate arm became a pretty big business in itself. We're today the top 75 owner of mobile home parks. We've never raised money. So my wife and I are the only equity partners or holders in that. So that business has actually grown pretty big and it's one of our biggest businesses. And how many parks do you own? like, or how many pads, how would you measure the size of that business? Yeah, around 1500 pads. It's about 20, 19, 20 parks. And we just did that one park at a time over the last 15 years. And it just added up. And our goal wasn't necessarily to like acquire so many.

13:54We just had a great system and great people in place and kept getting good deals. And we bought a bunch of other real estate at the same time. We got into multifamily, we got into self-storage, industrial, Our second largest holding is industrial. We've done very well on that, which has been great because of major real estate sectors, that's the largest performing real estate the last six years in a row. The sectors that are big enough that they measure. Mobile home parks, I actually still think outperform it. But if anything, they're neck one and two. What was the dynamic like with the company where you were?

14:30and the fact that you were growing this massive, you know, real estate company or portfolio, did they know about it? You know, at first I kept it pretty quiet and then later, unfortunately, I think it became a point of contention. More than anything, the organization I worked with really saw me or some of the other things I was doing as competition, which they probably should not have. There was no real competing going on, but I think they just worried that I was just gonna, recruit all those people into another business, which I never did. I was never going to do that. I never intended to do it.

15:04Even though that breakup wasn't on the best of terms, unfortunately, more to their doing and the way that they wanted to force an exit. It's been a year, a decade, and we never still recruited anyone. They get to the point where they're like, man, Justin's more successful than we are. And it just created a weird dynamic between you guys. Or was there something else that caused that rub? I think it was that I was doing things in a different way. I was spending less time on it. I was getting better results than most doing it that way. And maybe that wasn't the example that they wanted to see. Remind me again, what was that company?

15:42Well, the name of the company that I first started with is Cutco. And so that was kind of how I got my start in the business, the sales and entrepreneurial world. Awesome. Lots of successful people start with Cutco. Yeah, a lot of dear friends. I'm so thankful for that time. But yeah, I think it was a bit short-sighted on the path that they took. And that's okay. It's totally fine. But I do think that there was an animosity or maybe they're unsure what's going to happen because financially, I didn't need that business. That business actually did very well. And we were one of the top performers under their umbrella.

16:21But I actually didn't, you know, I got to the point where I didn't need any of that income. And I think that was scary for them. you're mid thirties, you've built up a really good Cutco business. You've also built up these real estate holdings. How much were each one of those cash flowing at the time that you decided to say, I'm going all in on these investments? Well, before I felt like I think there's like two different paths you can take. Path number one is you can jump ship at any time and say, hey, we don't have our finances covered by passive income yet, but we'll figure it out. And then path B is I'm going to wait until all my expenses are covered.

17:01And then once I'm there, then it's easier to make a choice to jump ship or to be a little more open and vocal with my intentions, my path. Right. My wife is more on the conservative side. So she really liked the idea of, hey, let's have this all planned out. Let's make sure that we're not doing anything too crazy. We're not just hoping that there's some sort of a net down below to catch us after we take the plunge. So we worked really hard to first cover our survival income, which survival income just to get by, not eating fancy meals and great trips and all that. Like just to get by bare bones, I think was like around 60 ,000 a year.

17:43And we could hit all of our expenses at that point in time. And then the next step, so that was survival income. then it was how do we get to lifestyle income and and at that time it was 120 000 years 10 000 a month and so we wanted to kind of accomplish that that was going to be a big milestone because then you really don't have to work right you get to work but we actually decided it might make sense to stay on and wait until earned income was covered so what does that look like at that time it was about 350 ,000 that we considered earned income. How did you define lifestyle income was just what?

18:21Hey, all of our bills are covered. We can eat at the restaurants we want to eat at. We could take a couple of vacations a year. Life is good. Is that kind of a lifestyle? Okay. You could look at, hey, what would an upgraded or ideal lifestyle income be? I got to the point where I was saving over half of the money that I made and I was putting that toward different investments, right? So like I started saving at 15 % and then I bumped it to 20%, 25%. And over time, as my income increased, I just maintained the same lifestyle, right? Or had small increment increases or one-off increases. And so the goal is if I just keep raising our lifestyle, well, then we're not going to accelerate the compounding on wealth, right?

19:06But if I can just keep our lifestyle, which we had a good lifestyle. We had figured out a lot of things that we were able to do. At that point, we lived a good life and we did it rather inexpensively. Then this surplus income, instead of working hard to save 15, 20 % of your income, the surplus income, that was 100 % going to wealth creation or impact. And so that to me was like how you get ahead. You got 100 % of these surplus dollars that can now go towards some sort of wealth creation and impact giving. That's cool. How did you define earned income? So 120 lifestyle, 350 earned income. What is earned income?

19:44What does that mean? Yeah, just based on how we're taxed, right? So your highest tax rate is earned income. And so what are you actually being taxed on? There are unique tax strategies. You were just trying to equal what you were making between Cutco and the investments. Okay, now I get it. Sorry. It's really interesting because a lot of entrepreneurs do this. It's similar, right? They'll start a business. Maybe it's an agency business or maybe they'll buy a business and that business becomes their cash cow, their cash flow machine. And they start taking those cash flows and they start placing them other places because they don't need it.

20:20They could have reached this level where they're like, yeah, I'm good at$120 ,000 a year. Like you're saying, now we can go buy real estate and put our money into these other places. And that first business really serves as the catalyst for all these other ventures. You with your Cutco agency business, effectively, we're doing that, right? Like you're generating really good income, and then you're just putting it in other places that is creating wealth, but also has this passive income effect on it. Did you know you were doing that? Or has it only been looking back that you're like, Oh, yeah, that's it.

20:54That's an interesting strategy that I had. Yeah, in the moment, I definitely knew I was doing it because I had read enough books and had enough mentors. That was what they said, like, hey, how do you get your passive income to equal your what it costs you to live? I just had been doing that ever since I read that ever since I started learning about that concept. I was like, that's brilliant. Why am I slaving away here and you know, not doing anything to replace this? Why am I putting this in the stock market and I don't get the utility today of that. But it's not that I'm negative on the stock market.

21:25I just I look at what the wealthiest people in the world invest their money in. And if you take a look at the wealthiest people, family offices here in the US, you'll see that they only put about 15 to 25 % of their net worth in the stock market. At that time, I was putting 100 % of my net worth into the stock market. And that just wasn't a good equation. And I also just felt like I didn't want to be in a system where people were making money when I didn't make money, which was happening at that time. You bring up something interesting where the majority of people put their money in the stock market because that's kind of the only vehicle that's available to them.

21:58A lot of these private investments, private equity in particular, most people, unless they're an accredited investor, they don't have access to those types of investments. So they can't put their money there. But one area that everybody has access to is real estate. And so it just seems like you're like, okay, well, if I can't go the VC or if I can't go private equity, I'll start in real estate. you built up your nut there and and then you started shifting into these private investments so that's what it sounds like is that right that's totally it and the same thing is true once we were able to make that transition on the real estate side every additional park that we bought was just more surplus income right so it's more money that could just be compounded and for us we didn't feel like we needed to upgrade our lifestyle we loved our life we felt like we were living a good life so it wasn't like we needed to buy more toys it wasn't like hey let's buy another home let's that wasn't our thing.

22:49We wanted to spend some money on experiences that to us is like the best use of capital is experiences and relationships. And then from there, we'll just, we'll let the rest of it be growth, you know, net worth growth and impact related. So I think I read it was in 2017 that you ended up going full time or maybe you're 37 when you ended up going full time. I was 37. Yep. Okay. I definitely could have sooner. But again, the plan was, how do I make sure that my wife feels good about the transition? And, you know, knowing that we had everything covered, life wouldn't change whether I worked or I didn't work.

23:27I think that was a very comforting thing for her. And she was on board. I was on board. So we waited probably longer than we needed to. And we probably had our survival income covered a couple years before that. Probably when I was 35, I really didn't need to be working because everything was covered. But in those two years, I also set up a bunch more systems. I also worked a lot less in that primary business that was generating income. And I figured out how to keep it making just as much, if not more income with significantly less time. So then I started pouring into other resources. I started pouring into real estate.

24:02I started pouring into mentorship. Who can I be around? Who, you know, what are the peer groups that I should be in? Right. So it was like I had this two years of what I would call a master's education in really just being around some of the wealthiest, smartest investors and entrepreneurs in the US. Okay, guys, we're going to get back to the show in just one second. But first, a message from a sponsor who is me. Oh, it's me because I'm doing the show for free. Listen, I want to give you$100. All you have to do is this. Go to Apple or Spotify. Give me five stars. Write a review. Screenshot that review.

Read the full transcript

24:37send it to me nick at cofounders.com and you will be entered to win a hundred dollar amazon gift card every four episodes i'm going to choose a winner at random and i'm going to do this five times five hundred dollars for five stars i just made that up it's what i'm calling it please go to apple or spotify leave a review screenshot it send it to me nick at cofounders.com and you'll be entered to win a hundred dollar amazon gift card all right let's get back to the show i feel like i'm in a similar boat i'm i think i'm one year into my master's degree i'm not two years yet a little bit different.

25:08I sold multiple businesses. So I don't have a passive stream of income that replaced what I was making. But I have this large nut that, you know, I obviously didn't have before. So I'm in the process of thinking through like, okay, what is the rest of my life look like? But I've had many conversations with my wife, because she's the same way of like, okay, what's our stability here? What's our level of comfort? Can we do XYZ projects, and I'm just not ready to commit to any one thing yet. I'm in that master's program. I'm a year older than you were. I'm 38, but I'm like, I don't know yet. I'm trying to figure out what I go all in on.

25:44Was there a moment when you were 37 that you were like, okay, I'm ready because of X, Y, and Z, or was it just time? Well, I think more than anything, it was that the plan was when my earned income was covered, we were good to go. And that was it. It was like, we hit the number. So I was like, okay, Well, now I don't really, I don't need to be doing anything else. So it was more that like we had this game plan, this roadmap, and we had a few years to hit it and we hit it and we're ready to make the transition. I was also ready for something new. I needed a new environment and surrounding of people that could help grow me into the next version of me that could help me think outside the box that could help me just understand the game of like wealth creation and investing and business building at a whole new level at a higher level.

26:37How old were you when you hit like a seven figure net worth, eight figure, you're probably nine or 10 figure at this point. But like, can you say like what those milestones were for you? Seven figure was probably about eight years ago, nine years ago. So right around the time that you left, 35, 36? Yeah. No, it probably would have been really close, somewhere between 35 and 37. Well, one important thing that I like to point out is I had financial freedom. So actually, it would have been probably 36 or 37, because I had financial freedom before we were ever a millionaire. But then we bought a bunch of properties way under value for what the market was.

27:19And we got just several killer deals. And those, you know, one of them specifically, we probably got for half what it was worth. And it later was appraised like 120 % more than what we bought it for. You have an interesting kind of growth trajectory because you were earning a lot of money when real estate values were just crushed after the great financial crisis. And so you started buying these properties at a discount and all of that appreciation that you were seeing, you could cash out refi and that income. Potentially you're, you're refying for a higher value than you bought it for. That income is not taxable and you could put that back into real estate.

28:05So you had like this flywheel compounding effect that was really special for those 12 years post, post a great financial crisis. at the same time though you've doubled tripled your net worth from business investments like it's not just real estate will you talk about some of the investments you've made since kind of pivoting into private investments yeah sure and really it's interesting because it took a long time to become a millionaire but i was financially free first so i actually recognized oh i thought i needed to be a millionaire i don't even need to be a millionaire because all i wanted was financial freedom right but it took me way longer to become a millionaire than it did to become a decamillionaire.

28:45So that one to 10 went actually really fast because we were able to cash out refi. Exactly what you said, bought a bunch of properties. From 10 to 100 plus was also a quicker transition, but we had other money. And this is where some of the businesses come into play. So I started a single family home maintenance company with a couple of friends and that really took off. What was that called? It's called Stellar Inc. Do you still own that company? Yeah, I'm still a part owner of it. We've got VC money in. So the VCs have control of that, but it's a great company doing awesome things. And there's like a sister company that we helped start as well.

29:23Also in the single family home maintenance space that has done very well. So those two have been huge. And from dollars to value, it was pretty exponential. So those, I can't get into the exact figures because there's VCs involved in one of them, but I invested, we're talking just thousands of dollars and have made a return of millions of dollars on each of those. And then those dollars got reinvested into some other companies that really took off. One company that we bought was a dog training company that ended up doing very well. And we timed it just right. It was during COVID. And I noticed that everyone was buying dogs in our neighborhood.

30:04Even people who didn't want dogs ended up with dogs in their house and they were just destroying the house. And I was like, oh man, I think a dog training company might make a lot of sense. And so we found this dog training company and we just totally cleaned house on the team, the staff, the processes, really cleaned it up and then boosted the SEO, made sure that we were doing the right work online, creating better systems, opening up the window for being able to book appointments, creating a demand, creating a wait list, all these different things. And so we sold that one at a year and a day for an 11x return on our money, which was pretty significant.

30:41And then rolled that into some other businesses. And then some of these, like some of what I invest, like today, even though I've done owner operator stuff, I've done some franchises, we do a lot more investing in, I want to say we, just my wife and I, like we do a lot more investing in companies that have a team in place. We'd rather be on the investor side. At scale, it's a lot easier that way. I know some people prefer to have more control. We don't, but we've had a few businesses that have really taken off in value and several that have had exits, several that are probably due for an exit in the coming year or two.

31:19The thing about real estate is if you buy right, it's hard to lose money, but you're probably growing it at like 10 to 15 % a year, right? Like your appreciation and like what you're able to do. If you buy something that's super low occupancy, and you can get the occupancy up, you can have bigger returns than that. But like, even if it's something's fully occupied, you're probably still going to be growing on average 10 % plus per year. So you got a little bit of a ceiling, depending on the type. Now business, you buy a business, you have way more risk because it could go to zero. But if you hit it right, you can have exponential returns.

32:00So for me, it wasn't that I wanted that. It's not that I think this is better than that. I think they're both great. And they both have pros and they both have cons. And I think that the better you understand those, the easier is to decide where to start, where to end or what to get involved in and what not to get involved in. I just happen to like both of them. And I feel like I've learned how to be good at both of them. So they both served us well. Starting in real estate allows you a safe base that then you can take some of the riskier bets, right? Like, oh, you know, higher risk, higher reward, but cool.

32:32I'll place my money in some of these places and you're diversifying your risk a little more. I want to talk about this thing that I find fascinating with you. You have real estate holdings, which are massive. You have business holdings, which are massive. You didn't say it, but you were an early investor in Orange Theory, which has done really well. But then you also have this business of masterminds. When I have seen individuals with masterminds, usually that's their business. And then they invest in these other things just to say like, oh, I'm a businessman. But I got to know you at Capital Camp.

33:07It's the total opposite. You love helping people. And for you, this is an opportunity for you to give people access to knowledge. Tell me, when did you launch your masterminds and why do you love masterminds so much? Well, I'm a huge fan of masterminds because I think it's the biggest shortcut to like growing your wealth, growing your education. To me, it's like the best money I ever invest into myself. So part of the reason I love it so much is because I'm in so many masterminds. I mean, I have two masterminds, but I'm in 14 others. And it sounds crazy. Back in the day, I was in one or two and it just kept growing.

33:44But this is where I learned. This is where I grew. This is how I upgraded my peer group to be around people that played the game of life and business at a higher level than me or people that at least like had aligned values, but bigger thinking than me. or that's really what I wanted. And so it cracks me up because you have all these social media influencers that have raised tons of money or they have their group and they've made all this money, but what they teach isn't actually what they've made money on. And in fact, they don't know much about what they teach. And in fact, we're starting to see a lot of these people having major slip-ups and people are starting to see that like they probably shouldn't have been teaching this.

34:26Right now in the marketplace, younger, naive, more immature investors or new entrepreneurs, they look for validation in number of followers. That doesn't validate how successful someone is, what their experience is. They're just a good marketer. They're just, they can collect eyeballs. There's a lot of hunger from people who are young to learn as well, right? They want to know. Justin, how did you make your first million? Oh man, in your mid thirties, you owned all these multifamily rentals. How did you do it? And they're willing to pay for it, which is amazing. But then there's these people who maybe they did one or two small deals and all of a sudden their business is now the business of educating you as opposed to actually doing those things that they're selling education on.

35:18And yeah, to your point, it's frustrating because you get labeled with this guru title, but there's a huge demand for it. People want to know how to get better, how to make money, how to invest. 100%. And I just think, I try and tell people in a day and age where everyone's a life coach, everyone's a social media influencer, and apparently the newest polls for what high school students want to be when they grow up, when they graduate is social media influencers, number one, which is really sad, but it's the reality. You got to be even more of a detective on who you're following and who you're going to take advice from.

35:52I only want to take advice from people that have done the exact thing that I want to do. They have a track record that is provable. They're not just saying they're good at something. They haven't just been doing it for a year or two. And now all of a sudden they make more money on the education that they sell via social media than their actual knowledge or expertise. So I just, I'll get off my soapbox, but that's the biggest thing and the biggest danger that I see out there. And I just thought it'd be really cool to create my own community. So I was part of all these other communities, but none of them had exactly what I was looking for.

36:21I thought, you know, to me, top of the rung, most important thing is like connection and networking. And I want a group where like every person is someone that I would love to connect and learn and grow with. So it needs to be like highly vetted and high criteria to get in. Number two is tons of education, education I can use today, education I can use for a lifetime. Number three is killer tax strategy. As you make more money, you want to be smarter about taxes. And then number four is deal flow, like vetted deals that we can get preferred terms on because we have purchasing power. But no one had a group like that.

36:56So I was like, well, what if I just build my own? And I created on those foundations, those become the pillars of our community. So five years ago, we started Lifestyle Investor. So the book came out. The book, the podcast, and the mastermind literally all came out at the same time. The Mastermind came out a little before the book, which a lot of people don't know. And then the book came out and then the podcast came out and they're all just weeks from each other. I never thought the book was going to be such a huge hit. I just put it out and thought if I had a few people that bought it, that'd be cool.

37:28I didn't have a social media following then. I didn't have a big network. I didn't have a big email list. I was really rather invisible on social media because I just don't really care for social media. I don't do a whole lot on it. And that book ended up becoming number one Wall Street Journal bestseller and USA Today bestseller. And as of last year, January, a top 1 % of all books ever sold by volume, which is pretty cool. And all the proceeds go to human trafficking. So this book is, we've donated hundreds of thousands of dollars on behalf of this book alone, which is cool. And the updated and expanded edition of the book just came out where we have, I don't know, 20 to 25 % additional content in there that I'm so excited about.

38:06And this goes live like any day, which is pretty cool. That's amazing, man. That is really cool to hear. And all the proceeds go to fight human trafficking, which is incredible. When we were at Main Street, I think the thing that I enjoyed most about you, we were at dinner and I met you, Levi, Bancroft was a banker was across from us. And I didn't know anything about you until like 20 minutes in. And I felt the same way about Levi. And I'd hope you guys felt the same way about me. It was like, we didn't know what your back, like how much money you made or what businesses you had. We were just having a nice conversation about life and like philosophy.

38:42And that's what I've admired about you. It just seems like that ethos flows through. So having a community that is focused on education just is a no brainer that it's associated with you. Well, thank you. I appreciate it. And it is a pet peeve to me when people posture based on those things. And it's like, hey, man, this stuff's all fleeting. You can be a millionaire one day and dead broke the next if you're not smart. And a lot of people use net worth and finances as a hierarchy or ranking system. Yeah, to me, it's just the worst. If you're going to have a scoreboard, that's the worst scoreboard because it's not a good measure of like true character.

39:24To me, the scoreboard's probably more like values, character, unique gifts like that would be, you know, are people truthful and are people putting the relationship before money and all that? Like there's so many better scoreboards, but unfortunately from a societal standpoint, that I think is what most people look at. I think that's what moves the needle the most for most people. It is. It's an easy thing to point to and people feel proud about it for whatever reason. But the thing I found crazy was you flipped out your phone and you were like, I'm a part of 14 masterminds. Like what? And you, you showed me the list.

39:58I took a picture of the list. Cause I was like, I never even heard of most of these. Are you comfortable sharing how much you spend a year on masterminds? Between coaching and masterminds, it's somewhere between 350 and 500 ,000 a year. So the private coach, so I've got a coach that I pay about 150 a year. And I'm generally in that price point depending on the coach. So maybe I spend, what is it? 150 to 200 ,000 a year on masterminds plus whatever, whoever the coach is for the year that I've hired. But for you, it's a no brainer. Like that's what we were talking. You're like, yeah, I get way more value than I put into it.

40:36What is it for you that you've mentioned some of the things, but like, what is it for you specifically about masterminds that's so powerful? Well, I think if you're looking at it linearly, and a lot of people do, they say, hey, I put in for your mastermind, like lifestyle investors, 55k. So I need to get a return of 55k in year one, like that's a very linear look at it. And though a lot of people do, I do think that's a bad way to look at it. Like, for example, what if you join and you save over 55k in taxes year one, but that same strategy allows you to save over 55k in year two, year three, year four, year five, And that's just one example.

41:14But for me, I like to look at it more abstractly where maybe some of the things I learn or some of the relationships that I make in these masterminds, maybe they aren't, the fruit isn't produced year one. It's in year three. Like that's when an idea actually lands or hits or a relationship that I met and nurtured actually sparks and blossoms into a cool partnership. Do you have any stories from that? I mean, tons. Yeah, there's so many where like, It's funny, there are some deals that I've done today that I would have never even had the chance at being an investor in these deals had I not created a relationship.

41:50I mean, we got one group that I invest with. I got to be careful not to mention their names, but think about, so this group invests only family office money and they invest with the biggest family offices out there and they typically do deals 100 % with that family office, right? So no one else is involved per deal. people who are listening, a family office, we just explained that really quickly. Yeah, a family office would be an organization that's built around someone that is wealthy enough to have a team and a staff that can do everything for them, manage their finances, do their investments, handle their estate, all that sort of thing.

42:26So some people get so wealthy that they develop, they hire an office, a CFO, they hire a chief operating officer, and they literally manage the family's money. These are multi, you know, a hundred millionaires, billionaires that we're talking about here. So that's a family office. So you've built a relationship with one family office that, go ahead, sorry, I cut you off. One investment group that they invest for the Ford family, they invest for the Musk family, they invest for the Bezos family, they invest for like, you name it, like this group does the work. And somehow I have been able to create a relationship to get in on investments with this group and alongside some of these families.

43:11Right. So it's that to me is that's like a return that you can't even like, how can I actually draw a return on that? Right. Like, how can I actually say the money I spent, you know, like just to get access to these deals and to have repeat deals. And now I've done several deals with this group, but like just access alone is worth it. Not to mention these have been really good returns. And there's a lot more deals in the pipeline. And it's just another level. So I've made my money back like a hundredfold on just one connection. That one connection covers all the masterminds I've ever done every year for all my life.

43:55What would you say to somebody young or who doesn't have the money to join a mastermind? like what's what or maybe they think they don't have the money to join the mastermind like what advice would you give to them you got to get clear on what you have to invest in yourself and what you don't i think you should always be investing in yourself so whether it's at the level i mean most masterminds are going to be somewhere between 100 let's call it 10 000 to 100 000 that's where most of our going to fall and i would actually say the majority are probably going to be in the$15 ,000 to$50 ,000 price range.

44:30That's going to be very common across the board. Do you have the ability to afford that? If you do, you should, but you should do your homework, do your research, and find the one where you can get a return on that investment sooner than later. If you don't, that's okay. Save up to the point that you can, but don't cop out and not learn. Like now it's like podcasts and books and taking people out to coffees and picking their brain, like be intentional. For 20 plus years, I have taken someone smarter than me in some area of life, someone that I wanted to learn from to coffee, lunch, breakfast, or dinner at least one time a week.

45:12I mean, I've even done this on vacation, by the way, but at least one time a week for 20 plus years. So the compounding effect that I've gotten on just those, that education, those relationships is profound. So before I had the ability to start a mastermind, I just created my own even early on. When I first started learning, podcasts didn't even exist, right? So what a great resource. I'd be all over, I'm still all over those, but I'd be all over those as a youngster in books and just anyone in the game of life at a higher level. I'm a big fan of just accumulating good people. And those are masterminds as well, right?

45:48And just finding people who are, they're also striving to be successful. They're trying to get to that next level. Somebody who's kind of in the same boat as you, Hey, let's do this together. It doesn't necessarily mean $50 ,000 a year to have access to that, but finding other individuals that you can share the wins and the losses with is just really valuable. But maybe just make a budget, maybe just say, Hey, this is how much I'd like to invest in myself this year. And then find whatever served that best. Right. Because when you were in college, most people went to college, you're probably investing 10 to 20 ,000 a year into your education there.

46:18Except now you can actually pinpoint it more accurately to like what you want to do and where you'll actually get a return on your investment. So it's funny, like people all of a sudden become cheap, like you're the poorest you've ever been in college yet finding a way to afford 10, 20, 30, 40,$50 ,000 a year. But then people are like, Oh, I can't invest this into myself. Give me a break. But I used to go through that. That's like the scarce mindset that I lived in early on when my parents and many people around me helped condition me to have this, this like poor mindset of like scrimp, save, don't buy that latte from Starbucks.

46:55Because if you don't do that for 20 years, the extra change compounded at such interest rate means you're a millionaire, whatever. I think you got to live life. And you've got to be willing to invest in yourself and invest in relationships. Amen. I love that recommendation. I totally agree with that. I got some rapid fire questions. To end this, you ready? Ready. What do you love about investing? It was part of the plan for financial freedom. Then it was that it just became a game. And it was really fun. It was fun to play like monopoly. And then it was, it's really boring just to do it myself.

47:35I really want to help my friends do it. And as my influence and peer group grew, it began to grow beyond just my friends that I wanted to help. That's awesome. What do you hate about? I hate when deals don't go as planned. I hate to lose a deal. I mean, that stinks. By the way, as an investor, it's going to happen. Every investor is going to have a bad deal, lose money. The best lessons are going to come from that. But what do I not like? I don't like when groups lie to you. I don't like when groups have bad intentions or don't do as they say they're going to do. That is a big pet peeve of mine.

48:09It's one thing if you miss the business plan and you don't hit projections. It's another thing if you don't have your investor's best interest in mind. You're invested in a lot of different industries. You've got real estate, but you also have businesses. What industry or business are you either the most jealous of or the most bullish on over the next 10 years? You're going to have to re-ask that one. Oh, I froze up? Okay. What business or industry are you the most bullish on over the next 10 years? On the real estate side, anything in probably more of the affordable or blue collar rental. Okay.

48:50Second to last question. If you have two hours in your day and you can do anything you want, you don't have family responsibilities or work responsibilities, what are you obsessed with right now? What are you spending your mental energy on? If it's just pure recreation, two-on-two sand volleyball or pickleball, I mean, I love that. But I mean, I read for an hour to two hours every day. So I love to read. I love to. I'm an eternal student. So I might even be able to make the argument that just becoming a novice in something and learning something, probably where I would spend at least half of that time, if not all of it.

49:30Okay. And if you had to give yourself advice, 27-year-old Justin Donald, what advice would you have given yourself? Start sooner. It's okay to make some mistakes. You're going to learn some great lessons from those mistakes. But if you wait to make moves, then you don't get that education early on. So you might as well start as early as you can and surround your and start being intentional with surrounding yourself with the right people that can help you learn and grow and also have your best interests in mind. Love it. Well, this was a fantastic conversation. Where can people find you? The best place is lifestyleinvestor.com.

50:06There's tons of things on there. We've got courses, masterclasses. I've got all kinds of free content, blog, a podcast, the books there. You can get that on Amazon as well. All the proceeds go to fight human trafficking. And something I'd love to do for your community, we do these strategy calls. They're kind of help people figure out how do I get from point A to point B, and everyone's in a different, unique situation or circumstance. And so our goal is to just help people take one step towards the direction of financial freedom. them. So we do these$500 strategy sessions, but for your community, I'd love to do them for free.

50:41So anyone that listens to this from your Nickonomics community, we'd love to host a free strategy session. If you go to lifestyleinvestor.com forward slash consultation, this has been a really big hit amongst the people that have taken the opportunity to talk with our team. That's amazing, man. Okay. So lifestyleinvestor.com slash consultation. I'll make a note of that and make sure we drop it in the show notes. That's amazing. I hope people take advantage of that because that's freaking incredible. Me too. This is, yeah, this has been awesome. I can't wait to come see you next time I'm in Austin.

51:13Have a great summer. Thank you. You do the same. Great to connect as always. Always. We'll talk soon. All right. That's it. Another one for the books. I'm fired up. I don't know what else to say. I hope you found something valuable in that conversation. I hope you learned something. I hope there's something that you can apply to your business today, tomorrow, in the future that makes you money, makes you more successful, gives you more time with your kids. If there was something, I'd love to hear about it in the comments below. Give me some feedback. And if you like actionable advice and you want more of this, I write a weekly newsletter that gives insights, tips, and tricks into the world of entrepreneurship.

51:49Subscribe in my bio. And if I can help you in any way in your entrepreneurial journey, don't hesitate to reach out to me, nick at cofounders.com. Sorry, Kelly, for more emails. And the last thing is, remember, curiosity is a superpower and you can use it to your advantage. As my mom used to say, there's no such thing as a dumb question, only dumb people. We'll see you next time.

From the publisher

MY NEWSLETTER - https://nikolas-newsletter-241a64.beehiiv.com/subscribe


Join me, Nik (https://x.com/CoFoundersNik), as I interview Justin Donald (https://x.com/justindonald). In this episode, I sit down with the author of the Wall Street Journal bestseller, The Lifestyle Investor, to discuss his unique approach to wealth creation. Justin shares how he transitioned from being a "slave" to his sales business at Cutco to achieving financial freedom by investing in passive income assets.

We dive into his early success with mobile home parks, his "flywheel" strategy for real estate, and why he currently spends up to $500,000 a year on masterminds and private coaching. From buying dog training companies to scaling home maintenance businesses with VC backing, Justin explains how to stop "buying a job" and start buying back your time.

We also touch on his commitment to impact, with all his book proceeds going to fight human trafficking.


Questions This Episode Answers:

1. How can you achieve financial freedom before you even become a millionaire?

2. Why are mobile home parks considered a premier niche for passive income and scale?

3. What is the difference between survival income, lifestyle income, and earned income?

4. How do you use a "cash cow" business to fund a diversified portfolio of private investments?

5. Why are masterminds and peer groups the ultimate shortcut to business growth and deal flow?

Enjoy the conversation!

__________________________

Love it or hate it, I'd love your feedback.

Please fill out this brief survey with your opinion or email me at nik@cofounders.com with your thoughts.

__________________________

MY NEWSLETTER: https://nikolas-newsletter-241a64.beehiiv.com/subscribe

Spotify: https://tinyurl.com/5avyu98y

Apple: https://tinyurl.com/bdxbr284

YouTube: https://tinyurl.com/nikonomicsYT

__________________________

This week we covered:

00:43 The Value of Networking and Masterminds

01:34 Welcome to Nikonomics

01:58 Interview with Justin Donald Begins

04:01 Justin's Early Career and First Investments

08:52 Transition to Real Estate Investments

12:03 Balancing Business and Real Estate

16:41 Achieving Financial Freedom

24:23 Personal Reflections and Future Plans

25:51 Back to the Show

25:52 Achieving Financial Freedom

27:35 Real Estate Investments and Growth

29:00 Business Ventures and Success Stories

32:35 The Power of Masterminds

44:06 Investing in Yourself

47:15 Rapid Fire Questions

50:02 Conclusion and Final Thoughts

More from Nikonomics - The Economics of Small Business

All 108 episodes
265 - Best of 2025! Why Home Services and Affordable Housing Are the Next Decade's Biggest Bets with Justin DonaldNikonomics - The Economics of Small Business · 52 min
Listen in VO