225 - The Business That Legally Eliminates Your Tax Bill with Kriss Bergethon

1 Sep 2025 · 46 min · 20 chapters

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In short

How serial entrepreneur Kriss Bergethon (Chris Berg) uses a “cash-flow flywheel” plus bonus depreciation to legally reduce or eliminate income tax, mainly by reinvesting profits from an e-commerce supplement business into active commercial real estate businesses like car washes and gas stations.

Guest backgrounds

Berg is a serial entrepreneur (about 23 years in business), started with an SBA-funded excavation company (bought 2003), later built a health supplement e-commerce brand for ~15 years, and now owns multiple car washes (four total; two under contract) plus a gas station. He also launched a telemedicine business (prescribing GLP-1s like Ozempic/off-label, TRT/HRT, etc.).

Key claims

Bonus depreciation can create large one-year write-offs (equipment/building, not the dirt/real estate land) reducing taxable income; car washes/gas stations are treated as active businesses for tax purposes. Reinvestment compounds wealth; tax benefits require holding long-term due to recapture; 1031 can defer taxes.

Notable examples

Car wash acquisition and turnaround doubled revenue (from ~$65k/year to ~$140–150k/year). He describes potentially writing off ~$3.5M of improvements on ~$4M car wash assets. He contrasts passive-loss issues with doctors/lawyers who can’t offset passive losses without active gains.

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

Introduction to Tax Benefits for Entrepreneurs

0:00 to 4:14

Learn about the surprising tax benefits that entrepreneurs can leverage.

“She said, good news, you're not going to owe anything.”

The Flywheel of Cash Flow and Investment

4:14 to 6:32

Discover how generating cash flow from businesses can feed into real estate investments to reduce tax burden.

“And so ever since, I've been like all in on this.”

Understanding Bonus Depreciation

6:32 to 10:58

Gain insights into the concept of bonus depreciation and its implications for small business owners.

“they are wanting to spur investment in commercial real estate in particular, because we do have an aging infrastructure.”

Strategies for Real Estate Investment

10:58 to 11:44

Explore strategies for investing in real estate while managing tax liabilities.

“Obviously, if you just got sick of the car wash, I can't do this anymore.”

Entrepreneurship Journey and Growth

11:44 to 14:00

Hear about the host's journey in entrepreneurship and the importance of delegating tasks.

“I grew up, I knew a guy who had a, I'm going to have to describe it so he's not known.”

Entrepreneurial Journey: From Construction to Business Ownership

14:00 to 18:44

Learn about the speaker's transition from working in construction to owning and managing a series of businesses, including the lessons learned along the way.

“But like you're dropping some gold nuggets in here because I'm kind of dealing with that thing right now trying to figure out how do I delegate?”

Life Off the Grid and Health Struggles

18:44 to 20:45

Discover the speaker's experience living off the grid, the challenges faced, and how personal health issues led to new business ventures.

“Will you go leave a five-star review for me on Apple or Spotify?”

E-commerce Transition: From Supplements to Telemedicine

20:45 to 22:26

Explore the shift from selling health supplements to launching a telemedicine business, highlighting opportunities in health and wellness.

“I had a bunch of digestion issues, energy and all this stuff.”

The Entrepreneurial Mindset in Health Innovations

22:26 to 23:59

Understand how entrepreneurs bridge the gap between scientific innovations and consumer needs in the health sector.

“And actually getting it in the hands of people who need to use this stuff.”

Real Estate Insights: The Value of Businesses and Multiples

23:59 to 27:23

Learn about the dynamics of business valuations and how to leverage growth for increased business worth in real estate.

“All these people, especially in our generation, right, that are kind of sick of the doctor thing, right?”
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Aha Moments in Business Valuations

27:23 to 28:00

Explore the realization about capital rates and how optimizing customer experiences can significantly enhance business value.

“that's what shooed me away for the, for the first year.”

Understanding Cap Rates and Real Estate Value

28:00 to 29:50

Learn how cap rates affect the valuation of commercial properties and their returns.

“A lot of these places you can double the income, double what's called the NOI, which is the profit for real estate-based business.”

Strategies for Starting a Business

29:50 to 31:01

Explore strategies for starting a business, focusing on identifying neglected opportunities.

“If you were starting over again, I love this strategy, but like the real estate piece kind of, from my perspective, this might be a dumb perspective.”

Building a Business from Scratch

31:01 to 33:35

Discover effective techniques for building a business as a solopreneur, including service ideas.

“what were those teen movies, 10 things I hate about you or whatever else the girl who's like ugly.”

The Reality of Entrepreneurship

33:35 to 36:30

Understand the challenges of entrepreneurship and the importance of being hands-on in the early years.

“You need to fill in those gaps that aren't scalable, that are going to take some blood, sweat, and tears, fill those gaps, make a couple hundred grand, quit your W-2, and then you level up.”

Reflections on Growth and Life Changes

36:30 to 38:18

Discuss the non-linear nature of growth in wealth and the personal reflections on aging and family.

“That's what I tell young entrepreneurs all the time.”

Empowering Your Team and Delegation

38:18 to 42:01

Explore the importance of delegation and empowering team members for business success.

“hockey stick thing, like just now I'm 50, right?”

Mindfulness and Family Time

42:01 to 43:39

Learn techniques for mindfulness and prioritizing family time over work.

“because they finally felt like they owned their own job before I was meddling, right?”

A Transformative Conversation

43:40 to 44:22

Discover how energizing conversations can inspire personal growth.

“Like you don't want to miss their youth, right?”

Connecting with Chris Bergethon

44:23 to 45:06

Find out how to connect with Chris Bergethon and engage with his work.

“where can people come find you go find me on twitter uh chris burke tweets it's a-r-i-s-s-b-e-r-g tweets.”
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Transcript

Automatic transcript. May contain errors.

0:00She said, good news, you're not going to owe anything. And in fact, I think you're going to get a bunch back because it's an entrepreneur. So I did the cartoon eyes, the awool guy, like what? I think you're emailing the wrong guy. Wait, you just told me I won't own your taxes. My tax bills at the time were low to mid six figures every year. I was like, wait a second, you're making like$2 million a year just in rent from your commercial real estate? And he's like, yeah, and it's pretty awesome. So effectively, you just divide the 100 ,000 by 10 % and you get a million dollars. And I was like, wait a second, wait a second, a 10 cap is a 10x multiple?

0:34Chris Berg, you are a serial entrepreneur. Your companies do close to$10 million a year in revenue. You've got tons of different businesses. You've got e-commerce, real estate agencies, like you're an entrepreneur's entrepreneur, which I freaking love. You said two things to me before we got started. One was you were not planning on being an entrepreneur. So I'm so excited to explore that with you because I'm like same. And then the second thing was you started this incredible flywheel with your businesses about how you generate cash and then where you put that cash in tax advantage vehicles. And then that feeds back into the business.

1:08Like it's kind of blowing my mind. Can you just tell me that? How does the flywheel work? Yeah. So I've had an e-commerce business for almost 15 years now. It's health supplementing, but that business kicks off nice cash flow for me and my partner. I live on some of that money and then I pour excess profits into commercial real estate. So I have four car washes, two car washes under contract and a gas station. And that whole thing has completely nuked my tax bill for three years now and should have been for this fourth year too. So nuked it in a good way though, right? Yeah. I paid zero income tax.

1:52I pay a lot of property tax. I pay a lot of all your local taxes, sales tax, all that stuff, but zero income tax. So the idea is generate high cash flow from the e-commerce business or whatever high margin business that is. And then you funnel that money back into real assets, real estate, because you can use bonus depreciation being one of them to offset your tax bill. So then you have more cash to then reinvest in business, which then grows that business, kicks off more cash. And it's just like this virtuous cycle. Is that fair? So here's the thing. I wasn't smart enough to figure this out. I fell ass backward into this.

2:29I was looking for a storage facility to buy because if you recall in 2021, if you were on Twitter at all, you had to buy a self storage facility. It was, it was literally required to have an account. And I was looking for one to buy and nobody wanted to sell them because they were red hot. And my, the agent said, you should look at this car wash. You know, I think it's a pretty good deal. These guys are completely neglecting the business. So we bought it for like six 50. We went in, put in new equipment, which was not too expensive, We raised the prices up to market rates. We put it on Google Maps.

3:04It got a bunch of five-star reviews. And we doubled the business. And it went from making like, it was making like 65 grand a year. Now it's making 140, 150 grand a year. And we thought, well, this is really good. Let's do it again. We bought another one that was a carbon copy of that one. And that December, this is 2022. Every December, maybe you do the same thing. You email your accountant. Okay, well, what's the damage on taxes here? She said, good news. You're not going to owe anything. And in fact, I think you're going to get a bunch back because as an entrepreneur. So I did the cartoon eyes, the awoolga, like what?

3:40I think you're emailing the wrong guy. Wait, you just told me I won't want any taxes. Because my tax bills at the time were low to mid six figures every year. Because you were personally making from the e-commerce brand, like high six figures probably,$800 ,000,$900 ,000. Year after year. And I was used to paying for the tax man for$200K,$300K. And that was on top of my quarterlies. Right. So I had basically just made four or$500 ,000 and I didn't know how. I said, what are you talking about? And she said, bonus depreciation. And I knew that was a part of it because people were talking about it, but I didn't understand it at all.

4:17I didn't know what it was. That got my attention. And so ever since, I've been like all in on this. And so car washes are active businesses. A storage facility is a passive real estate. When you're renting a facility or you're leasing space or square footage, it's passive. Carwash is an active business. And for some reason with the tax code, the taxman decided that everything on a carwash and everything on a gas station is eligible for bonus depreciation, except for the dirt, except for the real estate itself. Can you explain what bonus depreciation is? It's basically a tax break that Trump did in 20.

4:55I think the first one is 2017. And then he just re-upped it with the big, beautiful bill. And it's a way to spur investment in small business. They want you buying equipment. They want you buying factories. They want you buying hard assets. And the way the taxman thinks of it is it has to have a life of 15 years or less. Okay. My favorite thing to say is, man, it's a real estate giveaway. It's almost like Like we had a real estate mogul as the president of the United States. It's so weird. It's so weird. Once you get into investing in commercial real estate, you'll realize, and really residential real estate is eligible too in a lot of ways, then most of the tax code is written for you to invest in real estate.

5:42And that's why it's such a huge flywheel. And I just kind of fell backwards into this, but it's a massive advantage. I'm just going to try to paint a picture for the audience if you're listening. So instead of, hey, I bought a million dollar asset, I made$100 ,000 in profit, I'm going to pay 30 % of the$100 ,000 to the tax man. Actually, what happens is you still made$100 ,000 in profit, but now you've got this 15-year depreciation on a million dollar asset. So we're talking about, let's call it$75 ,000 a year in depreciation because$75 ,000 over 15 years is about a million dollars. Now it's like, oh, I had$100 ,000 gain, but I have this$75 ,000 offset of depreciation.

6:20my taxable income is actually only$25 ,000. So I'm only going to pay, call it 10 grand, somewhere in that ballpark. That's the magic of bonus depreciation. The flip side I would say is they are wanting to spur investment in commercial real estate in particular, because we do have an aging infrastructure. They want you to come in and say like, crap, I just paid all this money. I can't afford to upgrade the facilities. So this is like one of the ways that they get you incentivized to have the money to invest in those facilities. So I I don't know. Did I do a good job of explaining the bonus depreciation idea or no?

6:53You explain straight line depreciation over 15 years. The bonus aspect is that you take it all in one year. Instead of the 75 over 15, it's a million dollar write off this year. Okay. Where were you two years ago when I sold my businesses, man? I have had a crash course in this stuff. So I've got the two car washes under contract right now. It's$4 million. It's two locations. The real estate, meaning just the dirt sitting under these places, is probably worth max of, let's say,$500 ,000. So the rest of it, the equipment, the building, everything on it are worth$3.5 million. With the bonus depreciation, if we wanted to, we could take a$3.5 million write-off this year.

7:40That would subtract from whatever income we had and would, for most people, would be a loss. and that'd be a loss that you could carry over probably for a couple of years. And, and for anyone who's right now, like, actually you can, cause you're not a real estate professional. Don't need it. Actually, you don't need it. These are real businesses. These are active businesses. They, they count against active losses, active gains. So if you have, I talk to people all the time that are like, Hey, I'm a doctor. I'm a lawyer. I'm making mid six figures, upper six figures. And I've got this massive tax bill.

8:14What can I do? This is an option. well dude this is what i was gonna ask you because i'm a freaking moron and oh my we're gonna get a lot of doing so i like i was like this is it cool i got some cash i'm making money i'm gonna go buy some real estate so me and my friend chris kerner would buy an rv park get the rv park things are going and i'm like all right cool well that should offset my taxes right and i go to my accountant And he's like, well, I mean, they're, they're passive losses. And I was like, okay, well, we'll just offset it against those passive gains. I have, you don't have any passive gains.

8:51So I'm like, wait, come on. Say what? So literally my wife, I have like 500 grand sitting in passive losses right now. It's just there. And my wife's like, why are we paying this money to the IRS? Don't we have all these losses you told me was just going to be offset. And I was like, Oh, I made a mistake. you have two under LOI right now? Yep. What's the combined value or are you okay sharing what the kind of the combined value of those two? Yeah, it's 4 million. Yeah. Okay. So 4 million, you're going to buy these. You're not going to pay$4 million in cash. I'm assuming you're going to finance.

9:24Yep. Okay. So you're going to put how much down to buy these$4 million worth of car washes? About 700 and change down. Okay. So you put$700 ,000, you get a$4 million asset and in year one,$3.5 million of your taxes. Well, now you can't have$2.5 million in taxes. So you got to start income. Yes. So let's just say you had$1 million in income, but you have a$3.5 million loss. Now you have a$2.5 million loss. So you're not going to pay any income taxes that$2.5 million will roll over to next year. Now we should caveat all this with talk to your accountant because everybody's situation is different.

10:04and the carryover is a little more complex than I'm making it sound. But these are the basics. This is the 101 version. And it's incredibly powerful for wealth. Well, the other caveat. So yes, we're not financial experts. And number two is you can't just do that and then sell the property and be like, oh, cool. I made$2.5 million. There is a thing called recapture. You're going to recapture. So my plan is to hold onto these for a long time. I'm really hoping to pass a lot of this on. I'm going to build a real estate empire. I want to have car washes and storage and gas stations. I want to build buildings.

10:43I want to rehab buildings. And I'm hoping to pass on an empire to my kids. Now, if they want no part of it, that's fine. But if I were to die and hand them off to the kids, then they reset their basis and they don't actually pay for the depreciation recapture. There's other options. 1031 is a huge option. Obviously, if you just got sick of the car wash, I can't do this anymore. You get 1031 and avoid taxes, but it is a tax deferral system at its space, at its essence. There's a million ways around that too. Yeah. But if you think about compounding, whether it's compound interest or just compound learning, whatever, the more time your money has to work, the more of a return you're able to generate.

11:24And so if you are cutting out, paying an extra$500 ,000 a million dollars a year in taxes, that money goes back into your assets and you're just compounding, right? So yes, eventually you pay the taxes, whether it's the recapture or if it's a 1031 and then you finally have to pay the taxes at some point. But you've now built up this massive base of assets, which is freaking incredible. I grew up, I knew a guy who had a, I'm going to have to describe it so he's not known. Let's just call it a commercial manufacturing company. And his company wasn't massive. It's doing about$7 million a year. Let's call it a million dollars a year in profit, okay?

12:00but he lived in this baller house baller house baller yard took massive like tons of trips very generous and i was always like what the freak and as i got older and into business i finally was like able to talk to him i was like how did you do this he's like well what i did it's not from my business i just took most of my excess cash and just started buying commercial real estate and over the last 20 years my commercial real estate i now make almost double than my business so i was like wait a second you're making like two million dollars a year just didn't rent from your commercial real estate?

12:32And he's like, yeah, and it's pretty, it's pretty passive. Now it's freaking incredible. And I always, I use that story now because a lot of people are like, I want to buy a business that generates passive income. And I always point to that example. I'm like, look, only way to get to passive income is you either inherit a bunch of money and you can buy real estate and then it's passive, or you work your butt off for X number of years and you accumulate an asset base and then you're just like getting checks. Nobody buys just like a quote unquote passive business. It's not a thing. No. And the car washes, you know, I'm working, it's probably down to about five hours a week now when I integrate these two new ones, that'll be another five hours a week.

13:16So my philosophy is kind of one in one out. So I'm sticking on five hours a week and in the beginning, it'll be closer to 10 to 20 hours a week of these new car washes. So I have to get something else off my plate. So in the other business, I say, okay, I'm not going to do this anymore. Hire an offshore worker or train somebody on the team to do this part of the job for me, because I got to go over here and work on this real estate for a little bit. So I'm always, I've always making sure that I'm not just adding things to my plate, taking something out too. That's key to it. Dude. Okay. I'm so glad I'm talking to you.

13:48You are, I think you're 50, right? You just turned 50. Let's turn 50 last week. Yeah. Dude, happy birthday. I turn 40 next month. So almost exactly 10 years apart. Man. I don't feel that way. I'm going to be honest. This is the first birthday. But like you're dropping some gold nuggets in here because I'm kind of dealing with that thing right now trying to figure out how do I delegate? How do I make sure that I'm not just putting things on my plate, but I'm actually then offloading it. You're also talking about the car washes, but it sounds like you don't have that many and you're just kind of getting into it.

14:20But so am I fair to assume that there was a period of time where you were doing entrepreneurship and you weren't necessarily optimizing everything? How long have you been playing this game? 23 years in January. I bought my first business in 2003, January 2003, with an SBA loan. It cost a whopping$180 ,000. I had 50 grand of my own money that I had made working heavy civil construction jobs. and got sick of the grind and actually all my bosses went to jail it was yeah i had this i was working in Alabama on this huge tunneling project and all the bosses were on the take so they would they were bid rigging and then they backing and all this stuff and i saw the writing on the wall and I left two weeks before the FBI wrecked and came in and seized everything.

15:17And so I was 27 and I just like, I hate this. I hated working for somebody else. I had zero entrepreneurial instincts. I didn't know what to do. I'd read a bunch of books, but I moved back to Denver at the time and my friend had just bought like a lube shop and he had gotten an SBA loan. He knew the SBA process and he had a similar path. And I was like, yeah, I think I'm going to do that. Found an excavation company and I did everything wrong. And I, I mean, I bought the business and two weeks later it was payroll. And I was like, wait, what? Cause I was looking, I'm looking at this money in the bank.

15:51I'm like, Hey, we're doing pretty good. And I think I had 15 grand and I think payroll was 18. And I was like, wait a minute. I thought this was my money. And so baptism by fire, but I grew that it was doing 180 top line, grew it to 2.6, 2.7 million, sold it four years later. Oh, wow. And just made all the mistakes. I was doing everything myself. It was a completely flat organization. And we went from three employees to 25 and they were all reporting to me essentially. And I was super stressed out and basically a home services business. We did excavation for... When did you sell? 2007, which was pure luck.

16:30I was just going to say, geez. Yeah. Yeah. So sold in September 2000. I think Lehman Brothers happened was that October was it October that year yeah so everything fell apart I mean just pure luck that I sold it and I did see the writing on the wall like a lot of my customers were custom builders they were like yeah they you know house used to sit on the market for a month and now it's sitting on that house on the market for six months and I thought that's gonna hit me in the wallet so is that why you got out or were you just like I want to do something else it was mostly sheer burnout. I was at the time, 2006, you had to, I don't know if you remember this, you had to buy how many minutes you were going to use on your phone a month.

17:10Like you had to tell, oh my gosh. Yeah, yeah, yeah, yeah. I remember going through the max package. It was like 6 ,000 minutes a month. I was using every minute of that. And I was putting 50 ,000 miles on my truck every year. I just drove around and yell the people on the phone for 12 hours a day. And I knew I would ever die i was really i was seriously gonna die if i kept doing that it was so stressful and sold it and completely literally moved off the grid we moved to steamboat springs i met my now wife right in that oh dang and she was like i don't want to live in denver and i realized i didn't really either so we moved into a house that was solar and wind powered and with just complete opposite right there was nothing going on now i lived in a house where i would hear like police helicopters flying overhead and then we moved up to the grid and it was like wow we have to drive an hour for food so it was yeah you went from putting 50 ,000 miles a year on your truck to like five yeah and you were it yeah we started you know kind of homesteading and that kind of thing and I had to figure out how to run this house off solar hey I don't know if you remember this but when we started this podcast we entered into a social contract I would spend time energy and money producing this podcast, interviewing these individuals and giving you insights into how to build, buy, start, grow your business.

18:29And you would like subscribe and leave me five-star review. Now, out of that, we both get to talk to really cool people and hear really cool insights. We both get a ton of value, but I just want to help you keep your word. So would you do me a favor? Will you go leave a five-star review for me on Apple or Spotify? It would really help. And if you want, even share this with a friend. so through the great recession you were off the grid we were off the grid and i i moved up there i still was under the impression that i could be a builder i was gonna because i saw these these builders and like they were building custom homes and the only person making any money was the developer right like all the all the contractors were fighting over scraps and i thought i'll just go to steam out and i'll build a house every year and maybe make a couple hundred thousand bucks and I'll be happy and that was 2007 and that was the worst possible timing what did you sell your business for sold the business for right just under a million I walked with like because I had some debts and stuff we had to pay off equipment I walked with like 690 or something like 650 or something which was a lot in 2007 was a lot of money and dude that's what I was gonna say is like well and especially for a first exit like that's that still and again no entrepreneurial instincts i had no idea my parents were both wages their entire lives and so we bought a house and thought i was i bought a lot i was gonna build on it did you put all the money into the house like did you pay cash well no we got a loan but it was weird because certain banks wouldn't even loan on it because they're like oh you're not connected to the grid there's no electric meter we can't find weird like makes sense yeah what does it make We can't finance this house.

20:12There's no electric meter. I don't, what? It's still a house. That's an underwriting criteria. Yeah, no, exactly. So what did you do then? Like, okay. Cause I could see that you go out there. There's no building going on and you weren't entrepreneurial, like you say, but I picked you have some money. I had, I had a little bit of a, a nest egg. My wife worked and I picked up a book called the four hour work week. and that book changed everything for me because all of a sudden you could make money wherever you were and there was no jobs there was no business to run at steamboat at the time everything was in a complete crapper so so i bought a website after that it happened to be about solar power because i was learning that really well living with it every day started selling solar kits and stuff like that and then i had a bunch really yeah i had a bunch of health issues at the same time too my digestion, probably all related to my stress levels.

21:05I had a bunch of digestion issues, energy and all this stuff. I went to doctors. They couldn't ever figure anything out. And this is 2008, 2009 is right when Google and social media really is taking off. And it's finally, you could get real information from the web. Before that, it was really sketchy and unreliable. And so research on my health issues and started a health business, started selling health supplements. So that was, that was how I transitioned to an e-commerce health business. And the e-commerce business has been around ever since. Yep. What kind of supplements are you selling? So we've got CBD stuff.

21:42We've got blood sugar stabilizers and we've, we've got pure xanthan is my favorite thing. Cause it's like sunscreen and a pill take this stuff and it's an antioxidant. It's great. It's what makes salmon pink. So it gives your skin some pigment and it, It really nukes the antioxidants. Been doing that for 15 years. And this year, actually this weekend, we're launching a telemedicine business. We're going to be prescribing things like temaglutide, which is basically ozaminate. There's GLP-1s. GLP-1s are hot. We're going to be prescribing those. TRT, HRT. There's a big demand for ivermectin and EPC-157 and all that stuff.

22:22So it's a big shift for us into kind of a Western medicine. Well, the reason I love these businesses is because, and you saw with the supplement business, there's a big disconnect between the brainiacs who are like, oh, if we just affect these molecules, oh, I know CRISPR gene editing, I know how to do this. And actually getting it in the hands of people who need to use this stuff. And that's where entrepreneurs step in and say, wait a second, you can lose how many pounds? How many years to your life does it add? I could sell this, right? And so entrepreneurs come in and they figure out a way to actually get it into the hands of people.

22:52I think the inventor of Ozempic, is it Novo Nordis? Yeah. I think that's their name. Novo, yep. Their stock has kind of been hammered. It has. Because they weren't able to effectuate the type of distribution they needed that people thought they were going to get. Because people like you were like, I actually think we could manufacture these off-label and have the same outcomes and get it in the hands of people. So to me, this health stuff is kind of, if you're interested in it in particular, it's a gateway drug into entrepreneurship. because people need it. If you can figure out how to get buyers and sellers together, whether that's through an e-commerce store or whether that's through a platform with physicians who are making writing prescriptions, I just think it's freaking fantastic.

23:30I totally agree. And after my first business, which is basically like digging and laying concrete, which neither one of those have changed in like 150 years. After that, I decided I want to be on the nose cone of the rocket. Like I'm going to be whatever is taking off. That's why we got into CBD. And that's why we're getting telemedicine. And I asked Chachibiti like a year ago, I was like, you know, what's it? What's going to be the annual growth rate for telemedicine? And it was like 26 % annually. All these people, especially in our generation, right, that are kind of sick of the doctor thing, right?

24:06If you can get an appointment in the next three months, you go in there, it's 10 minutes, you're gone, right? And you don't have time to really talk. And frankly, it's embarrassing to talk about if you need Ozempic or if you need some hair growth formula. Or if you're really worried about your testosterone levels, like that's really hard to do. It is. I was just talking to somebody about this. Functional medicine is the way that they talk about it. Where typically when we go and see a primary care physician, it's, and primary care physicians are fantastic. They're wonderful people. They're good doctors.

24:36They're good hearted people, but they're not necessarily looking at it holistically. And they're not necessarily collaborating with an interdisciplinary team that is helping you find the right things for you. So I love these businesses. is it's adjacent to what you're doing. It's not exactly what you're doing, where I could pay 10,$20 ,000 and I just go get all my blood tests once a year. I do all of my panels. They tell me about my genes. They tell me about, you know, I do a stress test on my heart. We do an MRI, everything. And it gives me peace of mind. But then I also go talk to a dietician and I talk to a specialist if there's anything that's wrong or a geneticist that tells me kind of, hey, these are the best foods for you at this time of day, et cetera.

25:14Because we want better recommendations. We want better access to healthcare. So I freaking love that space that you're getting into. What was your first deal for car washes? You're doing all this other stuff. How the freak were you like, I'm going to go ahead and buy a car wash? Cody Sanchez? Well, a little bit. It was actually Nick Huber talking about the self-storage stuff. Oh, that's right. Yeah. I was like, well, let's look at the storage. And it was so overheated and still is in a lot of ways that I was like, well, that doesn't make financial sense at all. but why that space you didn't even know about the the tax benefits of it so that's a great question i was we were we were making money hand over fist during the pandemic because everybody all of a sudden was stuck at home and really about their health and so they were buying supplements and we actually found one of our manufacturers had masks at the time and so we were in may of 2020 we were the only e-com suppliers in the country who had masks so we were just shipping them like you know 2020 was a good year it was a really really good year and so i was looking starting then in 2021 i was looking i was just kind of bored i was like you know the e-commerce thing is great and it just doesn't take a lot of time it's still only like a 20 hour a week gig for me i was just like i need a little something i need some juice like i was mountain biking a lot and i was snowboarding a lot and i was going to the gym all the time and i was bored i was like I need something to do, a little side gig that will make some money.

26:47And so the real estate thing popped up and all the guys talking about commercial real estate, it finally clicked for me. This is the breakthrough for me, Nick. I realized that my online business, if I really grew it, really did a good job with it, if I sold it, I could probably get a five to eight X multiple, right? That's probably a really good outcome for an e-commerce business. Most people be lucky to get two or three X. I was living in this car wash. I was like, wait a minute, he's getting 10 X for this crappy. I mean, this place is a dump. And I thought that's, that's what shooed me away for the, for the first year.

27:26I was like, the hell with that. They don't even know how to, how to value these things are crazy. And then I realized, wait a minute, I could go in there and double that business. And then it would be 10 X that the value on it it's finally flipped that these multiples work in your favor if you grow them if you grow the business you just went full cardone you're like dude i just got 10x my mindset my 10x this 10x literally 10x everything the phone is like this is way better i remember the first time i converted a cap rate valuation to like a multiple where because a lot of the commercial properties they're they're valued off of a cap rate and so it's like oh it's a hundred thousand dollars a year at a 10 cap and so what a hundred thousand dollars a year at a 10 cap is a 10 expected return yes so effectively you just divide the hundred thousand by 10 and you get a million dollars and i was like wait a second wait a second cap is a 10x multiple yes are you freaking kidding me which means that one day is like a 15x multiple yes yes i'm like these ones down the street remember when interest rates were at zero and there was like four caps yeah they're like oh yeah this this uh dutch bros is so good you could get in for a four cap and you're like what the freak this is like a 20x business like more than 20x yes and just insane yeah so for you that was like that was kind of the aha bro i thought these real estate guys were there were nuts you're getting six percent of your money what are you doing you're an idiot and i realized oh wait a minute if you go in you optimize the customer experience you improve the customer experience you improve the signage, you improve the Google ratings.

Read the full transcript

29:03A lot of these places you can double the income, double what's called the NOI, which is the profit for real estate-based business. And when you do that and multiply it by the cap rate, the numbers get really big, really fast. And it's funny because my car wash will do in a year what my e-com business will do in a month, but the car washes are actually probably worth more because it's real estate. And it makes no sense to somebody who's just breaking into this. But again, this is the flywheel. This is what exploded my net worth because all of a sudden I had this$400 ,000 tax liability. All of a sudden that's going straight into assets and those assets are compounding like crazy and it's huge breakthrough.

29:50If you were starting over again, I love this strategy, but like the real estate piece kind of, from my perspective, this might be a dumb perspective. It seems like it only comes into play once I'm making money on something else. And then it's like, okay, then I funneled into the real estate and it goes back. So how would you, you're starting over your 27 year old Chris again, what would you do? Like what would you get into right now? That is a great question. So it depends if you have a little coin and I did at the time I saved some up and I think most of your listeners probably have a little bit of a nest egg.

30:21And I think it's a great idea to buy a business that's got some really good upside. You want it to be a little bit neglected. You want it to be a little old systems. The kind of the cliche of it's run on a fax machine or whatever is pretty appropriate because you can find these businesses. I don't love home service, but I think if, if that was your best option, that was kind of the best way to break in. I think it's a great way to start. And I would look to build it up, try to double, triple the business and sell it in four or five years because it's a, it's a grind. It's a huge, it is a grind.

31:00I love that description, but you just described like, what were those teen movies, 10 things I hate about you or whatever else the girl who's like ugly. Cause she has glasses on and dresses frumpy. And then all of a sudden she comes down the stairs, she has no glasses and her clothes are gorgeous oh my goodness yeah yeah but that's what you want in a business that's what you want some some little changes i'm not trying to get a bunch of plastic surgery i can't afford all that money now if you're if you're really starting out from zero and you have nothing there's a great follow he's actually in my town and i'm mentoring him his name is jared harden and he's the guy who's doing parking lot striping you've probably seen him on Twitter.

31:39He's got a little bit of capital, but he noticed that almost nobody in our county was doing it. The guys who did had like two Google ratings, they never answered their phone. And so he's found something like that. There's little things like that. And if you were in college and you're like, I got, Chris, I got nothing. I would actually, I love the home service for seniors a lot of seniors want sort of the new tech stuff that's supposedly really easy to install nest simply stick ring doorbells there's a ton of people who want that stuff and like that but actually are scared to death of it and it yeah you're a college kid you buy a hundred dollars worth of tools at home depot and watch a couple youtube videos you can install all that stuff right well watch a couple youtube videos and have chat gpt and all of a sudden you're the whole it team like you're gonna figure it out and then you help them install the app on their phone and you charge them 250 for to do it all i love the parking lot striping business yeah i also love have you seen the stump grinders on twitter stump grinding bro so chris and i did a podcast a year ago it was last july and because we have a tree trimming business and we were like yes i remember this hey we think yeah we think a really cool business to start would be contacting tree trimming companies and just saying, hey, I'll remove your stumps for you.

33:02And it's like, and then we laid out the business case for it. And so Tyler Mumford, who was kind of the first one, he went out, he freaking did it. He did over$250 ,000 in his first year. He just closed his first year. And now there's like 10. It's just him. It's just him. And now there's like 10 other stump guys. But now that's a hard business to scale. I'm not going to pretend like, oh, you could be a$10 billion company. No, no, no. That's a hard business to scale. But to get into entrepreneurship and just start generating some cash and building the entrepreneurial a muscle dude just like the striping business like that those are just great businesses i can get into as a solopreneur low downside probably pretty low cap i don't have to buy the machine i can finance it like right it's not crazy to get into so that's kind of where you would focus it you nailed it on the head is is stop hammering on scalability especially on your first business you need something because if it was scalable private equity and all all the badass entrepreneurs in your town would have already done it, right?

33:58You need to fill in those gaps that aren't scalable, that are going to take some blood, sweat, and tears, fill those gaps, make a couple hundred grand, quit your W-2, and then you level up. Then you can get into something. And most people after that, they just started their businesses, right? Maybe they're buying it. Some people are doing roll-ups and stuff like that, but now I don't need to really buy any more businesses. We bought a little bolt on for this telemedicine thing. But now for the most part, we can, we can just start what we need to do. We have a little bit of capital. We got a lot of experience.

34:31And I look at a business and say, oh, this is, wow, this is 5 million bucks. I could start it for 50. And in five years, I'll be at 5 million bucks. I've talked to a couple of people recently who were looking at, they were telling me, they're like, I want to do a rollup. I'm like, okay, tell me about your first deal. Well, we're looking at this deal and it does, it's like$500 ,000 a year in EBITDA. And we've got a decent leadership team. And I think that's going to be our first deal. And I was like, that's the dumbest thing I've ever heard. Because if you're going to do a roll-up, your first deal needs to be a platform level deal.

35:06And at$500 ,000 in EBITDA, the CEO is the owner. So you're going to have to step in there. You don't have a bench. You don't have systems that you can replicate. You don't have processes. You have nothing. You're going to be in the knife fight every day. You're going to be in the book. Every single day. And that's what I feel like people have kind of, I don't know, denigrated. It's okay to be in the knife fight, dude. If you're getting into entrepreneurship, you should be in the knife fight. You need to understand how the business works. You're not just going to come in and be like, yeah, I want to hire an operator.

35:36That's the dumbest thing. You're not going to be successful. You are going to buy a job. If you buy a business, unless you have millions and millions of dollars, and if that's the case, you're probably never going to buy a business because that golden, just buy commercial real estate. Yeah. Yeah. You're going to buy a job. The whole idea is that you buy a job and you scale it and you get it to where you're handing off. You're, you're leveling everybody up, right? I was doing the knife fight. I was answering the phone every day. Now I got somebody answering the phone. I was doing the invoicing every day.

36:09Now, so you're, you're building up and you're delegating and you're taking stuff off your plate. That's going to be your job for the first four or five years in your first business. Yeah. You can do that. You're going to scale a really nice business. And that's okay. And like, you should be okay. Like that's good. It's okay to work in the business. Really rich doing that. You just, it's going to take time. That's what I tell young entrepreneurs all the time. You're going to achieve your dreams. You're going to be really rich. You can have all the stuff you want, all this freedom you want. it's going to be way harder than you think it would be and it's going to take way longer than you think of wealth just internalize those two things you're going to get there okay i have a question for you because i've been thinking about this a lot people think that growth especially when it comes to wealth looks like this right it's like this trajectory and more and more i feel like success especially in entrepreneurship actually kind of looks like this and then and then all of a sudden you wake up one day and you're like i have a million dollars in my checking account like when did when did that happen like you just it's because it's compounding like we were talking about that's exactly right and if you zoom in on that little flat part that you're talking about it's actually like this yeah the scale is so small you don't see that part but yeah i mean my my whole income and net worth take a huge hit through 2007 through 2011 it really took me to to get back on my feet.

37:32And it was kind of like a little bit of retirement because I was so, I had a nest egg, but the online thing, it was okay, but it was small. And I snowboarded a lot. I got really good at snowboarding and mountain biking and all that stuff. And I really took some time off to figure out what I wanted to do, but I didn't have great income. I didn't have great net worth and all that stuff. So it was a, by most people's standards, there was a down, those were down years, but I, they're some of the most rewarding for me because I got a lot of time with my wife. We got to travel, we got to live off the grid and really just sort of connect with nature and all this stuff.

38:13So yeah, it's, I just feel like now I'm reaching that inflection point, the kind of the hockey stick thing, like just now I'm 50, right? I've been doing this 23 years. I feel like now things are finally taking off. They don't take a lot of my time. I make decisions easily. I know what to say no to, which is a huge part of what people have to figure out is when they know. I say no very quickly. Now I know exactly what I want out of my career. Dude, you're making me feel so much better about myself right now. I'm turning 40 next month. And it's just, I just, for whatever reason, no other birthday has ever stressed me out.

38:49And this one I'm like, yeah, I just, how's it hit you? What, what do you, what keeps you up? I think the thing that's things that keep me up are my kids are, oh man, I'm going to get emotional. They're just growing so fast, man. 11, 8, 5, and 3. And I don't want to miss any years. And I'm like, man, I blinked and I'm 40. I'm going to blink and be 50 and they're going to be out of the house. So that's something that keeps me up. I've also been struggling with this thing of feeling like, well, you're 40. You are who you are. You've got your weaknesses and you suck at them. And you know what I mean?

39:23And I'm I'm like, man, I thought I, I thought I would have been better at this, or I would have overcome this challenge. And like, why am I still struggling with X, Y, and Z? So for me, that kind of those two things have really been. I can tell you right now, I can just tell you, we don't know each other that well, but I can just tell you from what you're doing, this podcast, how your online presence, you are going to grow more than you ever thought. Your forties, I think me anyway, were my, were when I really blossomed. Like 40, I was in bad shape physically. I was not in a great place mentally.

39:56And now I feel like maybe this is the halfway mark of my life. I mean, I might live just 20 more years, but how I feel right now, how my career is going, how my kind of father I am and husband, I'm just now hitting my stride. So everything's, it's going to change. You're going to keep growing. You're going to figure out how to prioritize your family and your kids. And again, that saying no thing. yeah what was the biggest change for you like what was the biggest unlock for you if you could like okay it's cool that you had the tax wealth building like that's cool but in terms of like before you could even get there you kind of had to unlock yourself like you were talking about was it spending time was it learning to say no was it delegation was it like what all of that getting everything off my plate that i hated because you got to have some income to do that right you can't just when you're out you can't just hire everybody like you said you can't just tire an operator i had this construction company and i decided i needed a vacation i went to belize and i did all this research and this you know this is like 2005 cell phones are very weird back then i did all this research and i bought this like international package so i could take calls in belize so i paid like 150 so my phone would work i got there it didn't work once it was a but he's a total brick and i was totally stressed out for the first two days and my day three i was like screw it there's literally nothing i could do i'm not going back yeah i put the phone in the bag i turned it off and everything was fine i got back i just assumed there would be this fire you know that that gif where the guy walks in with the pizza and everything's literally on fire and I got to the meeting Monday morning.

41:40I'm like, guys, is it okay? And they were like, yeah, of course, fine. What do you think? We're a bunch of idiots. Like, of course we can handle it. I realized that they wanted to be empowered, that they wanted to be trusted and they wanted me to get the hell out of the way. That was the biggest breakthrough is get out. They loved it when I was gone because they finally felt like they owned their own job before I was meddling, right? I was showing up on the job and say, do it this way, do it this way. They didn't want to do it. Huge thing for me, Nick, air gapping my day, which means about 4.30, I put on the headphones, I put on some binaural beats, and I just do this 10, 15-minute wind down.

42:24I literally lay on the floor. I have a pillow in my office over here. Lay on the floor, and I just zone out. For the first seven minutes, it's the monkey. It's the, the gri, Oh, I should have done this today. I, Oh, I got to do this. I, and I refuse to let myself write anything down. I don't play with the to-do list. I just, if it, I just say, if it's important, it'll come back, call it a meditation, call it whatever you want. But at the 15 minute mark, I am totally zenned out and I go upstairs and I'm present with my family and I'm not the monkey mind. Isn't thinking about, Oh, I should start a stump branding business how long have you been doing that it's been a couple years now that helps i'm committing to you i'm gonna try it try it i'm really i'm really gonna try find some music or something anything it youtube's got a million free options you don't need an app yeah just find something it'll kind of zone it could be like the enya kind of massage music or something yeah yeah with lyrics but just do that zone out and then and then of course the biggest thing is don't get trapped in your phone for the next two hours, right?

43:37Put it on silent, put it away, go hang out with the kids. And that'll check all those boxes. Like you don't want to miss their youth, right? Give them two hours a day uninterrupted. And then you'll come back more refreshed for your business, right? Then you're raring to go because you haven't been thinking about it all night. You wake up in the morning and you're like, boom, let's hit it. Chris, I am serious. This has probably been i've done 230 of these now really this might be this might be i don't want to say the best because i always get i'm a prisoner of the moment right but probably top three that's awesome dude conversations that i've had and like walking away from this i'd like i'm more energized than when i came in i just thank you thank you those are freaking amazing conversation where where can people come find you go find me on twitter uh chris burke tweets it's a-r-i-s-s-b-e-r-g tweets.

44:32If the health stuff struck a chord with you, go to healthyliving.clinic. Otherwise, let's connect on Twitter. Let's hang. I love that platform. It's changed my life. And I love inspiring people to do what I do. And I love what you're doing, Nick. This podcast is awesome. You are a great interviewer. And keep going. Thank you. This is what you and Chris. I love your stuff. I love following you guys. And I love the pods. And it's really powerful, dude. You're helping people a lot more than you know. You probably don't hear as much as you should, but it's incredibly inspiring and you should be really proud.

45:07All right. Hopefully you liked that episode. And if you've made it this far, you're either really committed or you're stuck doing yard work and you can't actually skip on your phone. So while I have you, the show is growing, but I have a favor to ask of you. Will you please help me grow the show? I want to reach more people. There's a couple of things that you can do. Like, and subscribe is the simplest thing. obviously you want to get notifications for when the next episode is coming out but if you go the next step will you leave me a review five star on spotify or apple what that does is it tells the algorithm that oh hey this is a high value podcast because more people are leaving reviews for it and it then pushes it out to more people so that's why when people are like will you log and subscribe and put the five star rating it's not just to make themselves feel better it's actually to get more exposure for the show so if you do that for me i would greatly appreciate it and I'll see you next time.

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Join me, Nik (https://x.com/CoFoundersNik), as I interview serial entrepreneur Kriss Berg (https://x.com/Krissbergtweets) about his $10 million revenue business empire and revolutionary wealth building flywheel strategy! Discover how this commercial real estate investor generates massive cashflow from his e-commerce health supplements business and innovative telemedicine platform featuring GLP-1 medications, semaglutide (Ozempic), testosterone replacement therapy (TRT), and hormone replacement therapy (HRT).


Learn Kriss's game-changing approach to tax optimization as he reinvests business profits into commercial real estate investments like car wash businesses and gas stations to maximize bonus depreciation tax benefits and achieve zero income tax liability. This real estate tax strategy has transformed his net worth and created a sustainable passive income stream.


From his early days running a construction business to living off the grid after reading The Four Hour Workweek, Kriss shares his entrepreneurship journey and proven methods for identifying undervalued businesses ripe for business acquisition and rapid scaling. We explore practical business ideas for aspiring entrepreneurs, including parking lot striping, stump grinding, and other service-based businesses that build entrepreneurial skills without requiring massive startup capital.


Key topics include understanding cap rates, EBITDA multiples, business valuation, the power of active vs passive losses, real estate professional status, 1031 exchanges, depreciation recapture, effective delegation strategies, and achieving work-life balance while building generational wealth.


Questions This Episode Answers:

  • How does Kriss Berg's flywheel business model generate high cashflow while achieving zero tax liability through strategic real estate investments?

  • What is bonus depreciation for car washes and gas stations, and why don't these commercial properties require real estate professional status for tax write-offs?

  • What are proven strategies for finding and acquiring neglected businesses with strong value-add opportunities and multiple expansion potential?

  • How can entrepreneurs use commercial real estate cash flow and appreciation to compound wealth building over decades?

  • What low-capital business opportunities like home service businesses, parking lot maintenance, and equipment-based services offer the best ROI for new business owners?

  • How do cap rate investing and NOI optimization create superior returns compared to traditional stock market investing?

  • What delegation frameworks and operational systems enable business owners to transition from working in the business to working on the business?

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This week we covered:
00:00 The Tax Revelation: A Surprising Discovery

02:51 Building a Business Flywheel: Cash Flow and Investments

05:47 Understanding Bonus Depreciation: A Tax Strategy Unveiled

09:06 The Journey into Commercial Real Estate: From E-commerce to Car Washes

11:51 The Power of Passive Income: Lessons from a Real Estate Mogul

14:39 Navigating Entrepreneurship: Mistakes and Lessons Learned

17:58 The Shift to E-commerce: Finding Opportunity in Health Supplements

20:53 Telemedicine and Health Innovations: The Next Frontier

23:50 The Importance of Delegation: Building a Sustainable Business

27:06 Starting from Scratch: Advice for Aspiring Entrepreneurs

30:04 The Reality of Growth: Compounding Success Over Time

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