In short
ChooseFI Podcast Episode 449 Summary: Rubber Ducks and Systems for Land Investing
Episode Overview In this episode of ChooseFI, hosts Jonathan and Brad are joined by JT Olmstead, a member of the FI community, to discuss financial independence (FI) goals, real estate investing, and specifically land investing. The conversation highlights the importance of mindset and personal growth throughout the journey to FI.
Key Themes
- Financial Independence Goals
- Transitioning one's mindset from traditional employment to viewing work as optional.
- Understanding that achieving FI is not the end, but a beginning of continual growth and evolution.
- Real Estate and Land Investing
- Discussion on the intricacies of investing in land compared to single-family homes or commercial properties.
- Emphasis on the systems and processes necessary for successful land investment.
- Mindset and Personal Growth
- The journey to FI often leads to significant personal changes beyond just financial aspects.
- Emphasizing the importance of having the right mentality and adaptability throughout one's journey.
Episode Breakdown Timestamps
- 0:56 - Introduction to JT Olmstead and his journey.
- 5:20 - Determining Your FI Goals
- 11:34 - Capabilities and the Skill of Saying No
- 22:01 - Real Estate Investing Insights
- 27:43 - Transitioning to Land Investing
- 32:16 - FI and Real Estate Investing Intersection
- 42:12 - Personal Proof of Concept in Land Investing
- 48:17 - Liquidity and Buying/Selling Systems
- 59:52 - Resources for Land Investing
- 62:59 - The Hot Seat
- 72:12 - Conclusion
Key Concepts Discussed
- Transitioning to Land Investing
- JT shares his experience moving from a failed office investment to land investing, driven by a strong desire for financial independence.
- Early success in land investing provided the necessary confidence to continue pursuing this path, despite initial failures elsewhere.
- Systems for Land Investing
- Emphasizes the importance of establishing effective systems for marketing, buying, and selling land.
- Utilizes data-driven decision-making to determine property values and create tailored offers for sellers.
- Market Dynamics
- Land investing operates in a more fractured and less efficient market compared to housing, which presents both challenges and opportunities.
- Importance of understanding local markets and property characteristics for successful investment.
- Mindset and Personal Growth
- The journey to financial independence is as much about personal growth as it is about financial metrics.
- Importance of having a supportive partner and the willingness to adapt to new circumstances, as illustrated by JT's wife’s encouragement during his transition.
Resources Mentioned
- Camp FI
- Mr. Money Mustache Blog
- BiggerPockets
- FIRE Drill Podcast
- RE Tipster by Seth Williams
- "The Comfort Crisis" by Michael Easter
Resources for Getting Started in Land Investing
- Podcasts: Casual Fridays REI, REtipster
- Courses: Recommended course from REtipster.
Final Thoughts The episode encapsulates the core principles of the FI community: intentional living, financial discipline, and the pursuit of personal growth. JT’s story highlights the transformative potential of financial independence and the importance of systems in achieving success in real estate investing.
Hot Seat Quickfire Questions
- Podcast/Book: "The Comfort Crisis" by Michael Easter.
- Inflection Point: Career transition moment supported by his wife.
- Life Hack: Utilizing a dedicated to-do list for organization.
- Valuable Purchase: Collecting original anime production cells.
- Future Travel Plans: Returning to Japan for hiking Mount Fuji.
Conclusion The conversation with JT Olmstead is both insightful and inspiring, showcasing the multifaceted nature of financial independence, the importance of strategic investing, and the impact of a strong support system.
Written by AI. May contain mistakes. Listen to the episode to check what was said.
Transcript
Automatic transcript. May contain errors.0:00Hello and welcome to Choose a Fi. Today on the show we have longtime Fi community member JT Olmsted here. And I actually met JT this Memorial Day at Camp 5 Mid-Atlantic. And we had just an amazing conversation. And I knew I had to get him on the podcast. It's interesting because my biggest financial failure is in land speculation, which I've documented many times here on the podcast. And in a fascinating turn, JT is actually a land investor. And he's built this amazing business with incredible systems. And I was fascinated. I almost actually just stopped the conversation and said, all right, I want to go in as like a white belt to the conversation we have on the podcast.
0:41So I stopped it there and we're picking up today. So this is going to be fantastic. Welcome to Choose Up By.
0:54JT, I'm so happy to have you here. This should be fun. Yeah, thanks for having me. All right. So you are, like I said, a longtime FI community member. I actually, I dug up an email because when we met at Camp FI, I said to myself, when I heard your last name, I'm like, I know you. I know you for years from the Facebook group, from we've emailed a couple of times. And I dug up our original email and you left us an iTunes review in August of 2017, which was essentially at the very beginning. And I've subsequently learned that you found Mr. Money Mustache way back at his beginning in 2011 or thereabouts, just as you were starting your career as an IT network engineer.
1:36So talk me through the origin story of JT before, way before the real estate, there was JT, I'm in IT and I'm thinking about five. Like, let's go through that. Yeah. At the very beginning, I started off really just trying to save money. You know, I grew up with relatively frugal roots. And so I stumbled across Pete over at Mr. Money Mustache when I was just looking for an article trying to like how to save money. I think I was on a car at that point. I'm like, oh man, this commute is killing me. How do I make it cheaper? People are talking about biking. Some guy mentions this crazy article from this dude called Mr.
2:13Money Mustache. And I was like, but that sounds a little, a lot out of the box, but let's just see what he has to say, consume that first article and think, this man is a genius. I need to know more about what he's saying. And then I consume all of it. And I go into what my wife affectionately refers to as these rabbit holes that we go down. So I start doing this thing where I'm pacing the room and waving my arms animatedly and telling her all about how we're going to change our life and save all the money and it'll be amazing. And how this concept speaks to my soul, how it can be free through financial discipline.
2:44That is awesome. I'm picturing you, one of my favorite shows of all time is the West Wing. And there's this just funny scene of Josh standing outside. And it's like, why is Josh Lyman gesticulating wildly out there? And so I'm picturing you doing that with your wife. And I think we've all been there with these rabbit holes. Finding Fi is like, I don't know, it's that awakening moment. I feel like for so many of us of, man, there has to be something better. There has to be something different than just going to work for the next 40 or 50 years and essentially spending all your money for today. And I think we all find Pete in a different sense.
3:21It's funny you found him, I guess, with bicycles. I found it. I think the shockingly simple math was my awakening moment. But actually, that might have come out after you already found him, possibly. I'm not sure on the exact dates on that. Yeah, it really is amazing how you can stumble across the right bit of information, the right perspective that covers a topic that maybe you've heard before. But for whatever reason, And in that moment, in that time, it just awakened or gave voice to something in my soul. I didn't really know how to articulate. And it just started pouring out. Be like, oh, man, this is it.
3:52This is what I'm looking for. Yeah, that's great. So, okay. At that point, you were just getting started with your career and making money for the first time or significant money for the first time. Where were you immediately prior to that? So, like Mr. Money Mustache, day negative five or something. Where were you in your financial journey? Did you have a financial journey or was it just, hey, I'm doing my thing. I'm making some money for the first time. I'm spending it all kind of deal. Yeah, I was fortunate that when my wife and I got married, we were early 20s, pretty young. But we were both pretty financially disciplined just by nature and nurture.
4:29And so we got married, we're getting started. And I was still kind of finishing up school and starting a career at the same time, trying to do both. And we're paying our way through school. We're doing all these things, right? I would try to like just scrape our money together and be super frugal because we didn't really have any. And it was right at that point where I just transitioned to a proper job. I just right around that time, it just like gotten legitimate. It went from like kind of the part-time work to a full-time position. And my income had significantly jumped. And I was like, oh my gosh, what am I going to do with all this money?
5:00It was so much more than I was used to having. And, you know, in retrospect, you know, it was just a starting point, but it was so big at the time. And so we were trying to figure out like, well, how do we save? and we should be investing. And, you know, just all these different ideas were running through our head. And this space, this movement, like helped us kind of put a framework in place about like how we were going to move forward on that. Nice. So did you two sit down at that point? So obviously you're married fairly young, but you're on the same page, which is wonderful. I mean, that's the tough part for most people.
5:28And it sounds like you, like you said, through both nature and nurture, you were maybe ahead of the game on that regard. But did you and your wife sit down and have conversations at that point of, hey, what are we doing this for? What are our goals? What's enough? Did that happen at that point? Or was it just kind of, okay, let's save X percent of our income or some such? Yeah. At the very beginning, it was just like, all right, now we just need to save like 99.7 % of our income and we'll be retired in six months or whatever, you know, but, you know, so we started looking at the math and realizing, well, we can't save all that much.
5:56So that's kind of impossible. So how do we cope with a realistic number? And, you know, it was really just raw, raw data, raw numbers at the beginning, trying to figure out How much can we possibly save? And how long will it take? If I do these projections for the 47th time, maybe it'll get better. That was a lot of our conversation in the beginning. And then it slowly evolved into what you're talking about. Like, okay, well, we're saving money and we're on this steady path. And our vision for our future continued to evolve. Because in the subsequent years, I have four children. And over the subsequent years, we were having those children.
6:24And so as that happened and as life progressed and things changed, we slowly our vision was shifting. And we had a lot of conversations over that time to kind of bring us to where we're at today. Interesting. So, yeah, it's funny because I feel like a lot of us talk about having these conversations. And I think like sometimes they actually happen and sometimes they're more just an in theory of, oh, I think we're on the same page. But it sounds like you guys actually had these conversations as your lives were evolving. And as kid number one turned into two, three, four, can you think of anything offhand?
6:55And I know this is a lot to ask because it's years ago at this point. But can you think of anything offhand that may have changed from that initial version of how you conceptualize PHY to maybe what it was after a couple of kids versus maybe where it is today? Yeah. So not to jump too far ahead, but if I think back to JT pre-PHY and then JT post-PHY and the subsequent years after pre-PHY, my goal was to make like, you know, I remember distinctly sitting. at a kitchen table with some friends of mine and vocalizing, man, if I could just make$100 ,000 in one year, I would be like set for life. Like I just, I'd be so well, I just can't even imagine making that much money.
7:37It was just like so beyond my expectation at the time. Then like as we progressed over time, then I realized like I reached that milestone and thought, wow, this is great. I'm glad I'm here. I, you know, but, but actually I don't know that this is really like the top end of my capabilities, right? Like, is this really, that was the summit at the time, but now there's like, there's more summits, right? Like, it's always a struggle to determine whether it's like, you're pushing yourself because that's what makes you happy, or because like, you're just not satisfied with everything in life, right?
8:07You're like, Oh, what's the next thing? What's the next thing? So it's always a struggle to determine between those two. But over the years, I've had those moments where I looked at where I was at, and looked at where I wanted to go and determine like, okay, have I reached that yet? Is this the final spot? And I think that there's never really a final spot the more I learn about it. And ultimately, as I've kind of continued to develop over time, I've like, you know, I want$100 ,000. I want like, I have these different spots that I really want to reach my goals. And then last year, let me step back.
8:34In the beginning, the goal was to retire, you know, live on$40 ,000,$50 ,000 a year and be set for life. But it became clear over time that that's not actually what I wanted. That's what motivated me from reading Mr. Money Mustache, was thinking that's what I wanted. And that's what got me going and focused. And I love that. But last year, I was at the Chautauqua in Columbia. And I was sitting down and I was thinking, what do I really want? At this point, it's just last year. So I'm thinking, what about my businesses? How are they doing? Am I working too much? I'm just trying to determine where am I at?
9:10I like to take those opportunities to really check in with myself and see where I need to go. And it became super clear to me that all the years before, I had been focused on trying to get to a number that I could retire with or to a place where I thought, I'm going to be all the money I'll need, more than enough, happy to go. But it became clear in that moment that I actually didn't really want to retire. I love the game too much. And I just want to keep playing it until such time as the game is no longer fun. That is when I want to stop or change games. But getting to that point of retirement just kind of dissolved away.
9:45That was no longer what I wanted. Wow. Okay, JT, there's a lot there. And I think this is really important to slow down on, right? Because there's so many intersecting ideas here. And I think the evolution of FI both on a micro personal level and maybe on a macro community wide level has been really interesting to see, right? Because I think many of us, when we got into the concept of financial independence, it was about, okay, I'm going to race to that number. I'm going to race to, and it might have been a fairly small number, like I need$30 ,000 or$40 ,000 a year to retire. I'm going to hit my$750 ,000 to a million dollars in liquid net worth, and I'm going to ride off into the sunset.
10:28I think that's very alluring at the beginning, but I find very few people that actually stop there. And it's not necessarily like you're saying, I love the game too much and you want to just keep playing until it's no longer fun. I think that's really the kernel of truth amongst virtually every single person I know in the five community is these are all people who had the wherewithal to reach financial independence. Right. Like in many cases, decades earlier than a normal retirement age, they're not just going to stop and sit on the beach and sip this silly umbrella drinks. Like that's just not plausible.
11:06It's just this horrible caricature. And it's just not true because like I said, to have the wherewithal to get to fi so many decades earlier, you have to be really interested in the world, in learning things, in testing things out, in trying new businesses, in earning more income and negotiate all of these things, right? Like it all goes hand in hand. And to imagine you're just going to hit some number on a spreadsheet and wrap it up and ride off into the sunset. It's just like, it's really silly. And there was one thing in there you said that I found fascinating, the top end of my capabilities.
11:39And I'd love to hear you dive into that more because that's a very intriguing statement. Have I reached the top end of my capabilities? Do I want to reach? Is it, you know, it's all, again, part and parcel of what I just talked about for the last minute or two. Like, talk me through that because that intrigued me. Yeah, I think a lot of what I do at this point, and really, if I look back, I didn't realize it, but historically it's been the same is I'm always trying to determine what do I want to do? Kind of a couple of different things. What do I want to do? What do I think I should be doing both like personally and like, what is the Lord?
12:11I'm like a faithful guy, right? So what's the Lord want me to do, right? And then what do I think will like benefit my family and society? So there's a couple of conflicts. I'm always saying like, is where I'm at now the place that I ultimately need to end up? Or am I on the right path to end up there? And whenever I think about throttling back or changing course, I'm always asking myself, is this the best I can do? Is this the best possible version of myself? And the goal I set, is the goal going to get me to the best possible version of myself? Am I pushing myself to the greatest extent possible?
12:45And not to the point where I want to burn out over it, but to the point where I think, man, because by the time I die, I want to be like the best JT possible. And then, and that's it, you know, that's the end. Like, and if I'm not continually moving forward, I feel like I'm moving backwards. I feel like I'm just going to stagnate. Right. And so I'm always trying to like push myself in different arenas, whether that's professionally or personally or whatever, financially, whatever the arena is to kind of move forward on different fronts. And I don't know, I think for me, it really is all about what am I capable of and what can I imagine?
13:17And I'm always, I guess I'm continually lifting my vision on that, like almost year over year, sometimes day over day, recognizing that where I think I can go is probably not the top. It's just what the top I can imagine that. And down the road, I will realize there is a greater version of me available if I just want to work for it. Yeah. I love the concept of I want to be the best JT possible in essence, like you said before you died. But do you think there's a danger of continually moving goalposts or it almost turning into a hedonic treadmill for maybe not the normal way that it works with buying fancy stuff, but this moving the goalpost type of hedonic treadmill?
13:57100%. That is the darker side of that coin, right? Where you can continue to push yourself to be better, which is, in my opinion, a great pursuit. However, like you said, it can get out of control sometimes, sometimes easily out of control where you recognize, you know, maybe I should just learn to be content with where I'm at. And I think that in different parts of my life, that is the right answer. And some parts of my life, it's like, I need to be content with what I have and where I'm at. And in other parts, it's time to push. I can't push on all fronts all the time. Like that's not possible.
14:29I tried it. It didn't work. It's just not successful. So I've realized that some parts I have to just be content with where I'm at. And then perhaps in a new different time, a different season, that will be the time to push forward there. But for now, I need to be happy with where I'm at there and I can push on other areas of my life. Yeah. I think that concept of, of enough. And it, I think in normal, the connotations are money, right? But it's not just limited to money. Like you said, you tried to push it on all fronts and you found out pretty quickly. It didn't work, right? Like it's easy to say, Oh, I'm at financial independence or I'm well on the path or whatever, however you conceptualize yourself and Oh, I have all this time.
15:08And that's true, obviously, to a degree, but you're still limited to essentially 16 waking hours a day. And when you have a thriving business where you can theoretically take it a million different ways, when you have a spouse, and in your case, four kids, when you have health to consider, and I know we met at, you've talked about now multiple in-person events, travel, all of these things, there has to be some point of enough. And obviously, I'm not saying this to you, I'm saying this to the audience, because it's so important that just because you have a lot of time, it's still pretty easy to fill it and you have to make choices.
15:44And I think sometimes saying no is one of the hardest things in life, but it's the most critical. And I'm curious, can you think of any examples of where you might've said no to something that sounded great or that the prior JT from five, 10 years ago would have said an unquestionable yes, but it's just kind of like the strike zone is a little smaller. As Chad Carson said, the buy box is a little smaller right now. Yeah, absolutely. So I love Essentialism by Greg McKeown. It's like a yearly read for me, right? Because my natural inclination is to push everything. And so I have to remind myself continually that that's not the way to do it.
16:22And so I love Essentialism. I read 4 ,000 Reefs recently, also a great kind of similar concept. But, you know, those books helped me like recenter and realize like, wait a minute, just because I can try and do everything doesn't mean like that's the right move. So a recent example, going back to actually the Chautauqua I talked about, when I was having this kind of evolution of thought, trying to determine where am I at and where I want to go. At the time, I was running three businesses. And I was like, I feel way too stretched thin. Like I'm a mediocre husband, a mediocre father, a mediocre business owner.
16:54I'm like just mediocre everywhere because I'm starting to do too much crap. And that made me realize like, I can't live like this. I just as I'm unhappy with my own performance. And like, that's a problem because I've never been satisfied when I feel like I'm just mediocre everywhere. And so in that moment, I realized I had to shut down one of the businesses in a business I had just started with a year before and it had the potential to be a million dollar a year business. It could have been a really good business, but it became very clear that if I continued on that path, I would continue to be mediocre because I was juggling too many things.
17:26And so I had to go back and I was in this business with partners. So I had to go back to those partners and tell them, I'm sorry, we've been working on this for a year. I have to leave. I can't do it anymore. If I continue on this path, you're just going to get a mediocre version of me and I'm not okay with that. Wow. Good for you. That's remarkable to actually be able to do it. Because I think for me, it's like how I find this showing up in my life is, yeah, I think I'm a little more discerning in terms of like my current time, but I still have some of these things that have the mental baggage.
17:56Like for instance, my original websites, Richmond savers and travel miles one on one specifically. Like I still am frustrated to this day that I've kind of let travel miles one on one atrophy because it's a fantastic site. It really does potentially great things for a lot of people, but because of all the time I had to spend on choose a five, obviously this is a labor of love, to put it mildly, I just don't have the time for TM101. And it's still there and it still weighs on me mentally, but I just can't bring myself to shut it down or sell it or whatever it may be. And that's amazing that you'd be able to do that with something that was so fresh.
18:33That makes it even more impressive. And I'm curious, what did your partners say when you came to them? Were they shocked? They were a little shocked. I mean, they weren't jazzed about the idea, obviously, but they eventually understood it. And since then, that was probably almost a year ago now. And since then, they've come back around it and kind of recognized they understood, you know, like, okay, we see more and more, we understand why you did that and how it's kind of helping improve the other aspects of your life to push them to the best potential, right? Like this was holding me back from being the best JT.
19:09So I was like, I'm sorry, guys, this has got to go. That's cool. Yeah, that is a great frame for how to kind of just approach life. And it's interesting because we're going to talk real estate here in a couple of minutes, but I just recently had Chad Carson on who I just mentioned a minute ago. He just put out a new book called The Small and Mighty Real Estate Investor. And it's phenomenal. And I love his concept. It's almost like how I'm picturing it is you have this scale from left to right of, in his case, all of his properties. and if he's thinking about, okay, which is the one that gives me the most trouble, headache, stress, et cetera, that's the one I'm gonna call next.
19:46Even if it returns a pretty good income and maybe five years ago, this might've been my best property. Well now, because I have to update my thinking, right? Now it's the worst and that's gotta go and then that potentially opens me up to buy another one based again on that tiny little buy box of, I know it needs to fit these criterion because I can be discerning. And I think it sounds like you're approaching that in potentially all aspects of life, which is just a neat mindset. Yeah, that's definitely the goal. And it is very much a work in progress, but that's where I'm pushing to be, right? It's where I continue to have to remind myself of the importance of this because I easily fall prey to the creep where it's like, oh, this would be good and this would be good and this would be good.
20:28And then I have way too many just good things and not enough like really awesome things on my calendar. Yeah, and I appreciate you saying that, obviously. saying that not trying to put you up on a pedestal as a paragon of virtue here with with this but it sounds like your head's in the right place and listen all of us fall back i think that's really important there is nobody who's perfect on any of this stuff like it's like entropy almost right it's just it's somehow it just devolves unless you're really really overtly conscious of it i think that's just something for all of us to keep in mind is you know look you do the best you can with the life you have and you try to be better you try as you said try to be the best jt possible the best Brad possible, whoever it is that, you know, insert your own name, obviously.
21:08But that's not to say that life is unicorn and roses all the time. It just isn't. So we do the best we can, certainly. But JT, that was awesome. I really appreciate you diving into that. Sometimes with these conversations, they're so wonderfully free flowing. You never know where you're going to get into. And obviously, we're going to talk about real estate a lot here. But I think just like always here on Choose a Vi, the mindset is just so critical. I think it is like 90 % of success, the nuts and bolts of money, it's just not that hard. I mean, obviously there, you can get into more interesting stuff like you certainly did.
21:40But for most of us, the nuts and bolts of money, it's just not that hard once you have it set up and it's on autopilot. But it's this stuff. It's the mentality. It's the getting on the same page with your significant other or spouse. It's trying to figure out what you want life to look like. All of those things. That's the real heart of this. Absolutely. Definitely paramount. Yeah, I think it really is. But for this conversation, the real fun part, and this is what I've been looking forward to now for three months is, all right, let's talk about your real estate investing because there is something super cool here.
22:11And let's rewind all the way to the beginning because I think where you started with real estate investing is not where you are today, certainly, but we all have an entry point. Let's start there. Yes. So in the beginning, I started out listening to BiggerPockets, like I suspect a lot of people do, just trying to soak up some knowledge. And the only reason I really got serious about BiggerPockets was because whenever I would do my modeling for retirement, because I wanted to retire as soon as possible, I would do the math and I would say, okay, if it's 100 % stocks, was this 100 % bonds? And what's the mix?
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22:43And then I thought, what if I mix in some real estate? So I started to model in real estate options in there. And it looked a lot better. All of a sudden, it seemed like it was faster, more achievable, less cash required. I was like, ooh, anything that shaves a few months off my retirement time is critical. So I started to figure out, how do I do this? How do I make this a reality? And in the beginning, I thought I was going to get into single family. And then eventually, that evolved into, I want to get into commercial space. And I started off actually buying a very small office on the west side of Phoenix.
23:18and that office complex was really like my first introduction to real estate in general. And it was... Office complex. I was like, let's start with an office. That's a good idea. Spoiler alert, it's not a good idea. Don't do it. But I jumped into this office. I didn't have a business in it. It was like half empty. I was like, I'm going to turn this thing around. It's going to be amazing. It was not amazing. And when all was said and done, two-ish years later, I had lost 100 grand. So that is not my recommended approach for your first real estate investment. That was a bad call. But what it did do for me, what it did do was it broke that barrier.
23:57And I thought, okay, I am now a real estate investor. And I started self-identifying as a real estate investor. And as a real estate investor. I should be looking for other real estate investments. And I stumbled across land as a potential real estate investment avenue on the Fire drill podcast back in like mid 2018, Q2 2018. And that space sounded so good because the guy that was on the Fire drill podcast at the time, I've later learned who is kind of a guru in the space. He teaches a lot and he's very optimistic on how things will go. And so he's quoting like 300 to 1000 % returns. And you're like, that seems a little extreme.
24:37But you know, maybe if it's on the low end, it's not crazy. So eventually, I kind of dove into it, determined that he probably wasn't the one I wanted to learn this from. But Seth Williams over at RE Tipster was the person I wanted to learn this from. Not only was he a member of the FI community, which I loved right off the bat, but he's legitimately, and I've learned it subsequently years, just one of the best guys to know ever. He's a really good dude. And he'll just give it to you straight all the time. And so he has a fantastic course. And that's what I took the same course. It's obviously an updated sense, but the same course back five years ago.
25:09And that's kind of what broke me into land as an investment vehicle. Wow. Okay. Yeah. Again, there's a lot there. So 300 % to 1000 % seems, quote, a little extreme. That's probably a fairly discerning heuristic for investing. That's amazing. Yeah. So obviously we will dive into what might be more plausible for this land investing because I suspect it's a lot higher than like I have my own back of the envelope heuristic for normal investing, which is if something and again, this is not a hard and fast is just a general rule. But if something is saying that it's going to return more than 10 to 12 percent a year, my spidey sense goes up of, OK, there's more risk here than I'm otherwise aware of.
25:54And now that's not to say that something returning 9 % has no risk at all, or 8%, not saying that, but it's just that general back of the envelope kind of concept of, okay, you have to be aware because returns don't grow on trees essentially, right? Like there's no free lunch and there's usually some level of risk that you're unaware of. So clearly I think 300 to a thousand might've, that was probably a good one, but I wanted to stop real quick on that identity statement. So even backing up, I don't want to go past this office complex too fast because there's something there, but the I'm a real estate investor.
26:27I think that actually surprises me very pleasantly in your case, because I think a lot of people who were sitting being an IT network engineer decides to buy an office complex out of nowhere, loses 100K in a year or to. And most of those people I suspect would like turn tail and run and never invest again. Whereas you said, proclaim loudly, I'm a real estate investor. Like what gives there? Do you have any sense of why you did that? Yeah, I will say there's probably two factors there. One is just a general proclivity to say, like, if I see a bunch of other people successfully doing this and it went badly for me, it's probably because I screwed it up.
27:06So that's one. But two was the timeline. When I started the office, I bought the office complex in 2017. I kind of finalized everything very end of 2017, beginning of 2018. And then it was mid 2018, while I was still in the midst of the office complex that I found land. And so it was the overlap that by the time it all finished, and I realized what had happened with the office building, I had already begun a successful engagement in land. And then I could clearly say like, okay, so maybe that didn't work, but this is working and there's no reason I shouldn't keep doing this. Oh, that's cool. I like that.
27:41So did you have a sense pretty early that the office complex was going sideways or maybe south and you pivoted into land or was it just at that point, like you said, you're open to being like a learning machine in essence, and you're just trying to learn from bigger pockets, learn from RE tipster. Like, was that where you were at the point? Like, how did you pivot from office to land so seamlessly like that? Yeah. So really, they ran in parallel for a while. And part of it is that with commercial space in general, you are typically relying on the agents you're working with to help get the space leased up or to have contractors redo some work.
28:21So you're typically more and more leaning on other people. Unlike single family real estate, where you can kind of get in it yourself, if you feel so inclined and like do a lot of solo work, that's less and less viable or sometimes not legal to be done on a commercial space, depending on the arrangement. So by its nature, you have to step back and be patient. And so it wasn't I didn't realize for quite a little bit of a year before I realized, this is not going well, and I need to figure out how to make it go better. You know, so that timeline of the optimism, right, where it's like, this will be fine.
28:56It just takes time. It'll be okay. That allowed me the space to kind of step back and say, like, okay, while this is happening and this will probably be okay, let's keep working on land as an alternative, you know, and another potential investment avenue where I can continue to, like, keep growing this real estate venture. Gotcha. Okay. So you're obviously an analytical guy. You talked about the different modeling on retirement, which I think is probably more than a lot of people are doing. And hey, can I update this for X percent is going to be real estate? And so clearly there's math going on here, right?
29:30I suspect there are spreadsheets with this office complex. I'm sorry, because I don't want to move past the office complex. It's just like, it's so intriguing. Okay. When you bought it, it sounds like much of it was vacant, but had you run the numbers on like, am I going to have it like a cashflow negative? If it stays the current vacancy, what happens when it fills up or even 75 % full or some such? Like, were you just not able to rent it or were there additional circumstances? Yeah. So digging in a little bit more here, the office, as I noted, is pretty small. So there were two primary spaces in the office.
30:02One was occupied by a dentist, which was a problem when COVID hit. And the other, it was unoccupied, just an open space. And so from the beginning, it was vacant. And it was me trying to find the right tenant for that space, along with the agent who helped me work on this. And that work ended up being more difficult than I initially anticipated, obviously, right, in retrospect. And sourcing the right tenant, finding the right person to put in there was also a little more challenging than I thought. So as I look back over it post-mortem and kind of realize, like, how did this go? And like, what went wrong?
30:37I can identify a few key items where I was like, oh, I was probably a little too trusting here. And that's because I just didn't know what I was doing, right? Or where I was. Like, I miscalculated some things here because I overestimated or under-matched or whatever, right? The numbers were, you know? And that really came down to, like, how much it was going to cost to do some of the work, how long it would take to get someone in, what the ultimate value of the building would be. And at the very end, I ended up selling it. Basically, it was completely vacant at that point. The dentist had moved out.
31:04And it was really like, I just sold it as a building, completely empty to someone who just wanted to buy their own building because it was small enough to do that. And so that's where it ended up being, which is why it was kind of pulling all this time, not really breaking into it, losing money continually through the whole process, and then at the very end, exiting. Gotcha. You know, it's funny that the concept that poker player and author Annie Duke talks about, which is resulting, right? It's sometimes very easy to look at the results, in this case, a negative result, and say that it was a bad decision from day one, just by definition.
31:37Now, it may have been a bad decision on day one. Like that's for you to have decided. But I think this is what's important for the audience to take away. It's like sometimes good decisions turn out poorly because maybe in this case, COVID hits. And obviously you couldn't have foreseen that. And then the dentist probably stops paying rent slash moves out at the end of their lease. And now you have a fully vacant building, right? So sometimes things are beyond your control. But like you said, there probably were some things that based on a little extra knowledge. Okay. Maybe it could have turned out a little better, but that doesn't by definition mean the decision was bad.
32:11So anyway, that's a longer conversation for another day. But I'm curious how the intersection of your financial independence journey and your real estate journey kind of worked here in the sense that a lot of people don't have money to put down on a building or to buy land or they're leveraging to the absolute hilt and they don't have enough. let's say if the cash flow is negative every month, they might not have lasted a year or two. So I'm obviously kind of extrapolating here, but I'm curious, how does your financial independence journey play into the beginnings of this real estate and then kind of as we move into the more successful land investing?
32:50Absolutely. I think that that transition was from the focus being financial independence to the focus being business where it is now. If I had not laid the groundwork with the financial independence process, like mastering my financials, increasing my saving and kind of building up a solid nest egg to work from, it would have, in my opinion, been largely impossible. I would not have been comfortable transitioning like I did because ultimately when I cut over from a good paying tech job to that, we have been living lower means the entire time. And in fact, after I quit my job to run my businesses full-time, we further cut our expenses to just make sure we had a lower starting point for all of our regular expenses.
33:33But if I had not had years of savings in the bank where I knew I have time to figure this out, I would not have made the transition. I just couldn't have done it. Emotionally, I knew that the only way I was comfortable even trying it was because I knew that I had years of savings if things went bad. And that if for some reason, I made a horrible decision and it all falls apart, then that would be okay because I would have set my journey back a bit. I would have learned a lot and I could go back to figuring out what I had done before. But those people who basically say, I have$10 and a dream, I just can't do that.
34:10I will not survive in that. An emotional state would just be a wreck. I knew I had to have that base to work from to know I've got the wiggle room to get this wrong for a while. And truthfully, I did when I started. I screwed up for like a year. Yeah, it's amazing that power of FI, right? And in your case, you had years of savings. And like you said, what's the worst thing that could possibly happen? In essence, you go back to being in IT engineering, right? Like that's the absolute worst case is you go back to your normal life where everything was rocking and rolling. And I'm sure knowing you, you would have learned something else and would have dove into that.
34:46So, I mean, there's no absolute worst case scenario here, which I think is most people catastrophize to a large degree. Even those of us in the FI community who we have those savings, everything's going great. We're still hesitant. I think a lot of us are maybe a little too conservative when it comes to that. But I actually wanted to dive into, you said you cut your expenses with the transition. So transition, I guess, from having your full-time career to then being out on your own. And again, we're jumping forward maybe a couple of years because we're still in the, okay, you're just getting started with the land investing, but I didn't want to go past this.
35:21So I think having those plans in place, right? Like what does my life look like? How can we give ourselves a little more runway, right? You had years of savings probably at your current spend, but then when you lower that spend, then it potentially multiplies, right? The number of years of savings gives you more runway. How did you think about that? And what did you actually do in practice? Was there anything significant? Yes, for us, when I finally made the cut over in April 2019, just finished my job, wrapped that up and started full time on my businesses. I needed some headspace to like detox, obviously, in the transition.
35:56And during that time, I had another one of these moments where I took the time and the space to really reflect on where I was at, where I wanted to be, and like what our trajectory was. And it became clear in that reflection that where we were at was okay, because we had enough savings, but that where we needed to be wasn't that spot. And for us, that was like physically and mentally. So we at the time, we lived in like a 3700 square foot house, you know, and like, we were like, way too much space. And we realized that after buying the house, we were there for a couple of years, we realized this is too much for us.
36:29And that combined with this shift where our income significantly changed, went from a good steady income to nothing for a while. We were like, this isn't where we need to be. We need to be somewhere else. So we looked around, because we live in the east side of Phoenix, we looked around the different areas, but we moved cities. And ultimately, I worked with a friend of mine, set a watch on the houses around and said, okay, I want a house that is four bedrooms under this price point and has a rentable guest house. Right. And so we basically said, okay, we're gonna do that. So what cropped up on the market, as soon as it cropped up, we knew what we were looking for.
37:05We made an offer and we ended up purchasing it. And this was mid 2019, late, mid to late 2019. And that house, we went from the five bedroom plus a den or, you know, like 3 ,700 square feet down to like the livable space is like 1 ,300 square feet. So we significantly dropped the size of the house, added a guest house, which we immediately rented out. We basically cut our expenses, housing expenses by like, into like a third of what they were before easily or less really, but probably a quarter if I think about it. And so we like just significantly dropped the expenses overall because we knew that that was one of our core expenses, the most inflexible expenses we had and that we didn't want to be in a position where if the businesses took longer to get going or if there was some challenges we faced where we needed the additional money, you know, we had saved to use for the business that we didn't want to feel stressed.
37:53We didn't want to be in this perpetual state about discomfort. I'd rather be in a house that is a bit smaller, but a lot more comfortably financial. Damn. Okay. That is quite a change. That's amazing. So right. You essentially cut the square footage by 60 % plus had a rentable unit at this new place. And yeah, I mean, cut 60 to 70 % of your, your living expenses, which as we know, for most people in their budget, that's 50 % of, of your life expenses. And, and you did this with, I assume at that point, a family of six. I don't know how old your youngest is, but either five or six at that point into a 1300 square foot house and made it happen.
38:30Yeah. And we're still here today. And we, I mean, our income is significantly skyrocketed past where it was at the time. And we'll still be here for a while. Like this is, we just, we came to realize that it was like divine inspiration to move here. Like we feel like this is where we should be. Like this is the location we need to be today. And we'll probably need to be for the next couple of years until, you know, we feel inclined otherwise. Wow. Yeah, that's super cool. So, okay. It sounds like we may have jumped ahead about a year, give or take. So as I understand the timeline, you bought the office complex in 2018 sometime.
39:01You found land investing also in 2018. And then you said April 2019 is when you made the transition. A couple months later is when you bought this new house. So, I mean, JT, this all went down pretty darn quick, right? So you're in the middle of this potentially negative office? I wouldn't call it a debacle because it doesn't sound like it gets to the level of debacle, but you could probably argue it. But yet, essentially 12 months later, you've left your job, you've moved. How do you get there? Yeah. So once we started land and I had some pretty early success right at the beginning, in 2018, I sent out some letters because we primarily market through direct email.
39:39And we got a really good deal right off the bat. And that both gave me the confidence that this would work and that I could do it, right? And that success did not continue for the following year, basically. But it did give me a good jumpstart. I realized, oh man, this could be done. I can do this. If I do this correctly, I can turn this into a proper investing style. And I like to say that when I first learned about land, I thought I was learning to invest in land like a true passive investment. And effectively, I was tricked into starting a business. I did not realize that's what I was doing.
40:13but after I got started after about six months it became very clear that what I was doing was actually running a business that just happened to deal in real estate it doesn't really matter you know it could have been selling literally anything I have to say like if I was selling rubber ducks that it could be the same thing it just happens to be the land is a better vehicle for this but it's really a business model that I'd run at this point that's funny so right and we will get into this but that business model whether it's rubber ducks or vacant land is it just you're buying lower and selling higher?
40:41I mean, is that like at its absolute essence? Is that fairly close? That's effectively it. We source off-market deals and work with customers who prefer convenience and speed to price. It's people who are just like, I don't care. It's not the highest price. I just want this to be really easy and really fast. So we just optimize for that. We work with people who that set reference, which was hard for me to wrap my mind around the beginning because I'm all about price. But there's a lot of people in the world who just aren't. That's just not their number one thing. And so they don't optimize for that.
41:09They optimize for other things. So we specialize in that. And that gives us the profit margin to run a profitable business. And so we go through that and bring them immediately back to market for new users to go in and own and work with. huh okay that's really interesting right so like you said direct marketing so i think that's mailing out letters or postcards in your case and for anybody who owns vacant land they know that they get a lot of these postcards i uh like i said in the in the intro i've documented many times that i have i i have a full-on debacle on my hands with one of my earliest investments with this land that i own in a golf course community in north carolina and i still to this day a couple times a year, get a little postcard from somebody essentially saying, hey, anytime you want to sell, we'll take it off your hands.
41:55Here's our offer. And sometimes it's literally written on the postcard. Sometimes it's call this 800 number or go to this website. Obviously, you are very familiar with this because you send out, I assume, hundreds of thousands of these or maybe millions potentially of these postcards. But yeah, we'll talk about that in a sec. But just the very last thing, I can't skip by this, which is you basically said this first deal was proof of concept, right? it. You said, quote, this would work and I could do it. And I think that's so important for people. I know I had that personally, again, with my tiny little site, Richmond Savers and doing free travel rewards coaching where I was making probably, I don't know, 800 to$1 ,500 a month.
42:35Like it was nothing. It didn't come even close to my income, obviously, but that was on a half hour, an hour a day. It's like, oh, okay. I've actually proved this out to myself in my own brain. I may not have proved it to my wife. I may not have proved it to my friends, but in my own head, I proved it. And it sounds like that very first deal proved it to yourself. Yeah, that's exactly right. Just getting that early success, I think looking back was critical for my confidence to do this model. And yeah, I think it was quite a blessing to be able to land a good deal right at the beginning. But just to give you some comparison, at the beginning, I said 500 at the time postcards.
43:14We do different models now, but I said 500 postcards at the time. And I got one really good deal out of those 500 postcards. And that today is unheard of. But even then, it was just pretty good luck. And because immediately, once I sent that, and I had that one deal, and it went well, and things were going well, I went, oh, man, I'm just going to 10x this. So I proceeded to send 5 ,000 postcards two or three months later. And I got zero deals out of 5 ,000 postcards. So that was the humbling moment, right? Where it was like, ah, okay, so that wasn't some pure genius on my part. Okay, I understand.
43:50Like, it was statistics and some blessings. That's how it came together. But I knew that it worked that one time. So I knew that if I did it correctly, and I saw other people successfully doing it. So I knew it like they're doing it. I successfully done it once. I know I can figure this out. Interesting. So right, just like you said, statistics, just small sample size luck, right? You sent out 500. Had you sent out 10 ,000, 20 ,000, you may have gotten that one. And that was maybe a more appropriate sample size. but any 500 out of that group could have conceivably gotten you that one deal. But that's for a statistics 101 class, maybe with someone actually knowledgeable teaching instead of me.
44:25But nevertheless, that's kind of how the concept works. Okay, so let's actually talk about this. So you sent out these first 500 postcards. How do you get the post? Like, how do you know what to offer? How do you know how to do this? Like, are there databases? Are there like, If you're sending them out, are 10 ,000 other real estate investors in the same database? Talk me through how the heck do you get started with that? Yeah, absolutely. I'll fast forward to how we do it today. We've evolved over these five years on how we approach it. But today, the process we go through when we're looking to present our opportunity or this offers to these land investors or the landowners, whoever it has at the time, we will go to the...
45:08There's public databases. If you go to any given county in the country, they will have a list of what properties are in the county and who owns it. That's the state for almost every county in the entire country. And so because that is publicly available data, there are aggregators who go and collect all the data from all the counties everywhere. And they clean it up and make it consistent format-wise. Because all these counties do it differently, right? They all have their own little rules. So these aggregators collect it all and standardize it so it's easier for us to work with. And so we buy from these aggregators this data, right?
45:41So that we can go and just get it easily downloaded. And we can set criteria and say, I want properties that are between five and 10 acres, you know, in these four counties in the state of Arizona or wherever. So we can go through and specify this. And we today, we kind of cover large swaths of area at a time, but that allows you to go in and specify these criteria about what you want. And then they will send you the data and say, here's all the properties that meet your criteria. Here are the ownership records of who owns it and the mailing address. et cetera. And from there, we take the data and begin the process of formulating our offer for their given property.
46:15And we customize it as much as possible on the per owner, per property basis. Interesting. So, right. So, they're clearly, the software exists to help facilitate it because, like you said, there are all these little thousands of jurisdictions across this very large country and the data is not the same, et cetera, et cetera. So, right. They standardize it. And then that's where you come in and you have to figure out, okay, what exactly am I looking for? Because presumably there are all the, like I said, I bought in some golf course community that might be of 0 % interest to you, or that might be exactly what you target.
46:50And you might be looking for certain size properties or able to subdivide. Obviously I'm just saying this off the top of my head, but you can figure out exactly. And then it's like you said, also So you're optimizing for convenience and speed. And essentially what that means is you are probably going to offer, as you said, a lower price potentially. But if those people are looking for just a convenient close and it being fast, and they're willing to accept a little bit less for no headaches at all, well, then you're their guy in essence. Yeah, that's exactly right. So there's just so many different ways, even inside of land investing as a niche, although the name investing is a little bit of a misnomer.
47:31We just flipped the land effectively, but that's the term we use, land investing. So inside the land investing space, there's several different subcategories, which we'll dive into all of them. But basically, the one that I focus on kind of fits my business best. I've determined what kind of business structure I want, like how many employees do I want and what kind of things do we want to focus on? What kind of conversations do we want to have? And depending on those factors that help us determine what kind of offer we make to them and what kind of properties we focus on and what kind of owners we want to speak to, right?
48:01And so it helps us kind of narrow everything down and stay in our lane. And that, at the end of the day, results in a much better product for them and a much better experience for them and for us. And so we can kind of tailor our offering to what they actually want, which is, like I said, convenience and speed. So now, again, I am very clouded with my own debacle in terms of land sometimes being incredibly illiquid and not being able to sell it even close to a quote unquote market value. So I get these postcards. I'm like, oh, that actually sounds pretty good. So like, I'm probably your, you're like ideal person, but that said, then you have to presumably turn it around and sell it for two X, three X, whatever the number is that you've determined fits your model in order for you to make money with all of the expenses of sending postcards and such.
48:50But there is clearly with any type of real estate investing, there's some level of illiquidity if there isn't just this active market. How do you consider that? Because that has to be critical, I would imagine. Yeah, that illiquidity is the reason that this exists as an opportunity for me today. It's because land is just a much less efficient market than houses. There are several factors, but that is one of the key ones, in my opinion. Because on any given house, you could sell it very easily on a market at near market prices, in general. You can do maybe just a little below market and you can move it fairly quickly.
49:26Because there's such a common, established, easy to access marketplace across the country, obviously localized marketplaces, but these marketplaces exist, right? And they're readily accessible by everybody. Whereas with land, it is significantly more fractured. And so we have to list on several different sites to try and get to find the right buyer because there's just no single point where everyone's going to go to sell 90 % of the vehicles. It just isn't a thing for land. Additionally, the buyers are different kind of buyers. Less than 5 % of our transactions involve a loan from an outside party.
50:01Vast majority of the transactions, not just on our side, we purchase all cash, but we sell to all cash buyers. Vast majority of the time. Because land's just not an attractive asset for a lot of lenders. And so there's not that many lenders that do it. And when you can't find a loan, most people just don't want to. They'll just rather purchase it cash. It also has to do with the price point, right? So typically, it's under six figures for most of our land sales. There are exceptions to that. But even at the higher price points, we still find it's mostly cash transactions. And we also offer owner financing on our deals as well to kind of smooth those transitions if people want to do that.
50:35So that's another option that they have when they work with us. But that marketplace, because of its inefficiencies, like all these different levels, that creates space, that creates opportunity for us to say, hey, look, it may be difficult for you to sell this. And maybe it's difficult for us to sell it as well. But this is what we do all day, every day. It's our specialty, right? And so we're willing to take on the hassle and time and put it into our systems that we've invested a lot into to more efficiently sell it. So if you sell it to us at this discount, we'll make it really easy to remove it from your life and you can move on to other things.
51:05And then we will go handle the hassle of trying to get closer to market value, putting it through our own systems. Okay. So these systems, I think when it comes to real estate investing, then again, that's a very broad term, real estate investing, right? There are a hundred different ways you can approach real estate investing. But I think many people either want to invest very specifically around where they live or where they're very familiar with versus, hey, I want this to. And of course, I'm saying this is like single family rentals, et cetera. Or I want to invest somewhere that's nowhere near me.
51:36I want to have a property manager and I don't want any of the headaches. I'm just thinking about this as a business. But when it comes to this land investing, because I would imagine the selling side, and this is my guess, and I'd love for you to corroborate or disagree entirely. My guess is the selling side is much more difficult than the purchasing side in the sense that on the purchasing side, obviously, you have to go into the numbers, you figure out the offers. But at the end of the day, it's law of large numbers. If I send out 100 ,000 postcards, I'm probably going to get X number of conversions, etc.
52:08but then if you just did that across the country and knew nothing, you might get into a case where it's just wholly illiquid and you're just stuck with this thing. Now, again, this is armchair and I'm not a real estate investor, but that's just my intuition. I'd be curious your thoughts on that. And also then more importantly, do you focus on very particular areas that you have an expertise in or is this just, hey, my system would work or does work anywhere in the country? Yeah. So let me break those down. So the focus between working with the seller of the property and us working on the backside, a buyer of this property are a little bit different.
52:48So when we go to purchase a property, that is actually probably where most of our focus goes because truly that is the core of our business. If we do not buy more property, we have nothing to sell. And so the biggest holdup there typically is a systems and team, like how many transactions can you actually do at a high quality level without dropping the ball there and to capital because we purchase everything cash. So there's a limit to like how much land we can buy. You know, if I sell down a million letters a week, I could buy an incredible amount of land, but I do not have the team to support that, nor do I have the capital to buy that much land.
53:24So there's a balancing act. As you decide to scale that up, you kind of have to slowly figure that out. Like how much capital, how much team, how do I bring these together? On the backside, that is a slightly different dance because you already have the asset and you own it at typically around 50 % of the current market value. And you're trying to determine what is the appropriate number that the market wants to buy. And houses have so much data on how valuable something is. So you typically can like nail down a price pretty easily. And within a very small margin of error, land is not usually that simple.
54:00Every piece is unique. And the common attributes, like they matter a lot sometimes, like the same property on the same street could be worth 40 % difference because of some critical components of that individual properties you're comparing. And so we always work in ranges. We say, I think it's worth between X and Y, like it's always a range for us. And so we have to determine where in that range is the appropriate number that moves it quickly enough that we can liquidate and do it again without sitting on it for five years. You know, like there's a sweet spot in there. And so we have to find that number.
54:33And that's, you know, you're getting feedback from the market. That's experience. That's the level of marketing and expertise. Like there's a lot that goes into like finding that right number. But that is a very much a different dance. All right, JT. So, yeah, that that makes a lot of sense. So clearly there are systems on each side. And I guess my one question about that. So again, I'm going back armchair, my college here of like, okay, offer and acceptance, right? So like if you send out a postcard and I don't know if your team sends out postcards with exact offers on them or not, but like if there is that offer and there's acceptance on the other side, like I think you have a legal contract at that point, but I'm curious, like how much diligence, because you're sending out thousands, tens of thousands of these postcards, like, but yet you're saying sometimes on one block, there could be a massive variance, right?
55:21Like, so how much is it just systems and data and this database and some, a little bit of knowledge and intuition versus like, okay, look, we've got to really dive into maybe if they, if they come back and say they're interested, now we have to really do extra work. Like, is there that level of extra work after they get in touch with you? Like, talk me through that. Yeah, that's a very intuitive question. So there are two big schools on the way this can be approached. And going back to my earlier comment about how you build your team and systems. One of the ways that you talked about and one of the ways it's done is this more what we call a neutral approach, right?
55:58Where you will send a letter. I send two page letters, by the way. So you send a letter or a postcard and it basically says like, hey, I'm interested in buying your property. Like if you're interested in selling your property, call me and let's chat, right? And that's a very like, again, neutral approach. So you're just looking for a conversation in that arrangement. Now the plus side is you're going to get a lot more calls. More people are willing to have a chat about whatever it is the scenario is. The downside is that it's a lot more labor intensive because you have to have all these conversations and talk to people and do the research and figure out whether or not you can make something work.
56:29My style is different. Mine is very data heavy. And both sides need a certain level of data discipline. But mine is even more so because not only do I dial as tight as I can on who I am trying to contact, I also have to determine to the greatest degree possible what is the value of the property I'm sending because I do send a one page, like the second page of my two pages is a draft contract that has an exact price on it. And so, and we have had people just literally sign it, send it back, we countersign it and the deal goes forward. Like it's that simple sometimes, but it basically gives them a really good sense.
57:03If you work with us, this is exactly what we're going to send you. Right. And so they'll come back and it's common for there to be some kind of negotiation on the price. Sometimes the price is right. Sometimes we guess high, sometimes we We get slow, whatever. Then we come to a final number, send them the finalized version. We both signed it and we move forward. But that involves a little bit of a lot of upfront work. I mean, I had at the beginning of the year, we were doing a pricing round. And the guy on my team who was helping specialize in this and focus on that part of the process, it took months to price.
57:34And granted, we priced a lot of land at once. But we ended up with 6 ,500 lines of custom pricing. And those 6 ,500 lines were like, I don't want to deep dive too much of this. We've talked about this for an hour, but like we basically have a way to say, okay, what's the smallest possible footprint without choosing a single property that we can get and identify the price for that, right? Like in this given area, this acreage or whatever, like these characteristics, this is the price for that kind of thing. And then we have some custom code that kind of matches our pricing scheme up with the individual properties and assigns a value to the price.
58:08And that's the number that gets printed on the letter that goes to them. Interesting. Okay. I appreciate the clarification on that. And I committed the cardinal sin of interviewing before of asking two questions at the same time. So I'm going to follow up with the second one that I asked before. And I'm glad we dove into the first one so much, which is, do you buy anywhere? Or is it very specific? Like, hey, I live in Arizona, I know these four or seven counties, and that's where I focus? Or is this something that could expand very easily if you had the capital? Because I think you said that's a constraint in the system as well.
58:40Yes, absolutely. So there are lots of different ways to run the business. But for us specifically, we focus in two different states. And we've done deals in about a dozen states, kind of one-off deals. But those two states are where we spend most of our time and effort. Because once you've established a marketplace, then you have a whole team and system in place. I've got a title agent that I use for the whole state. And she loves me. And I love working with her. And she's awesome. She helps me out all the time. And that kind of relationship is paramount for part of the system's success. And so I don't want to start that over in a bunch of different places all the time.
59:13So we build these systems and all the on the ground resource, everybody we need so that anytime a deal comes through it, you just put it right in the pipeline and everything gets taken care of all the way along the way. Anytime I go to a new market, I got to build a new pipeline. So I prefer to work in existing markets as much as possible. Now we can't expand to third, fourth, fifth states, and we probably will down the road once we feel like we've really tapped out and mastered our existing markets. But I think it's wholly unnecessary, in my opinion, to spread out too wide too fast because there's so much that's available inside one or two markets that can really do it.
59:44And just to be clear, our markets are like, we do entire states at once with a few exclusions. All right, JT, this is really cool. And it sounds like you've built systems over the last really handful of years at this point. You've got this down where, again, because we talked about, all right, there's some aspect of the conservative nature of five people for a lot of us. And it sounds like you're buying these properties in cash for 30 to 50 % of the market value. So it's not like you're up at night of, can I pay the mortgage unless I can sell one of these properties in the next 30 days. So it sounds like you've built something that can perpetuate.
1:00:21And like I've kind of deduced here because of your knowledge of modeling and numbers, this is systems-based, right? And it's replicable. And I'm curious if somebody's listening to this, because again, again, this was more just like a fun dive into your story. But if somebody's listening to this and saying, oh, that sounds fascinating to me. That sounds like something I think that I could sink my teeth into. Are there resources? How would somebody get started? Do you have resources? Or where would somebody start in land investing generally? Yeah. My biggest recommendations to anybody who asks how they can get into this space is, first and foremost, start off with some podcasts.
1:00:59I recommend guys over at Casual Fridays, REI. They have a solid podcast, especially the first kind of 50 episodes. It's kind of a little bit older at this point, but it will give you the basics. And they've got a solid podcast. And then the other one I recommend is REtipster, which I mentioned earlier. Seth Williams over at REtipster. His podcast is fantastic. And he has a lot of amazing resources on his blog. And he also has a really great course, which is reasonably affordable to just go in and kind of learn a lot about how this works. Okay. And obviously, this is a question that doesn't have a specific answer.
1:01:29But based on your own kind of ramp up for this, how many months of learning did you do? Was it just kind of all part and parcel of learning real estate in general? Or like from inception to somebody's listening to this in July of 2023, August of 2023, you have any sense of like, okay, this is probably going to take you six months of learning. Like this is intricate. Or I mean, again, weird question, but I'm curious. Yeah, that is a difficult question to answer because it really depends on where they're starting from, right? If they have experience running a business, then this will be a new version of business for them.
1:02:03And they can learn the systems and the application fairly quickly with a good course like Seth has. But if you've never run a business before, you will be learning to run a business, which is a whole different rodeo. If you've never done that before, then you're going to be like, okay, how do I run a business? What's the point? What do I need to focus? Why do I need to spend my time? There's just so much to learn about business in general and then how this particular business model runs that that will be a longer time horizon. and I know that I've seen people like within a few months absolutely killing it and with people who took a year or two to get rolling and kind of like I floundered for a while you know when I was doing it but that's okay like if you commit the time to get it right then once you have it down the system will just keep perpetually running you know with your assistance.
1:02:44I love that answer and it goes back to the the rubber ducks from before right it's uh this is a business and if you think it's something mystical magical because it's real estate you're diluting yourself in essence so best possible answer you could have come up with. I absolutely love that. So JT, this has been awesome. And I know you've been listening, like we said, for six plus years, and I'm trying intermittently to bring back the hot seat. And I'm curious if you're up for some questions. Love it. I love it. Awesome. Let's do it. In a world drowning in debt and rampant consumption, trapped by the chains of lifestyle inflation, these questions highlight the secrets of those who are broken free.
1:03:27Welcome to the Choose FI Hot Seat.
1:03:39All right, JT, let's start with a podcast, blog, or book you've recently enjoyed. We used to make it your favorite of all time, but that's a little much. Anything jump out recently that you're enjoying? I mentioned 4 ,000 weeks earlier, but let me say for this year, I think my best book, that I've read in the last six months, let's call it, is the comfort crisis. I forget the name of the author, but the comfort crisis was just a fascinating look at how making... One of the problems we face today is that so many people, all they do every day is figure out ways to remove discomfort from their life, and that is creating a problem.
1:04:16And how strategically introducing some discomfort back in your life in a healthy way will actually improve your overall life satisfaction, mental state just kind of across the board. Yeah, I love that. And you are actually now the second person in the last week who's referred this to me. So it's yeah, the author is Michael Easter. And yeah, the comfort crisis embraced his comfort to reclaim your wild, happy, healthy self and actually have this on hold at the library from the first person. So by the time this comes out, I will hopefully have read it. So yeah, that's a great one. All right, question number two, an inflection point in your life that was especially memorable or meaningful.
1:04:50I've mentioned a couple of different reflection points in this conversation. But let me just share a little bit about one of those, a little more of one of those. So right when I went to quit my job, I was like, you know, it was a multi-month process because of my position. I had to transition out into someone else to take over. And so during that whole time, I'm trying to determine like, is this the right move? Like, can I make this jump? And yeah, so like it took a lot of reflection on there. But there was a particular moment in time where I'm sitting in the bathroom, like trying to figure out, like sitting against the wall, like next to the sink, just look my back against the wall trying to figure out like, oh man, this is a few quiet spaces in the house, right?
1:05:24So I'm like, what? 1 ,300 square feet with six of you? That's right. I get it. Yes. So we're on this. I'm thinking, man, like, is this the point? Like, is this okay? Is it okay that I try this? You know, do I have what I need position-wise? Like, can I make this happen? And my wife comes in and I ask her, is it okay if I make this change? Because I was so unsure of whether or not it was going to work. I thought it could work, but I couldn't guarantee it would work. And I needed her permission to screw this up. I was like, I need you to tell me it's okay. Because I'm not sure it's going to be okay.
1:05:57I think it'll be fine. And she looked at me and said, I promise when we got married that we will live in a box if it needs to be. And that's okay if it happens again. If we screw this up and we go live in a box, I'm okay with that. And that's what I needed. I needed her to say it was going to be fine. And that was the point in which I thought, okay. Even if I completely screw this up for the next two years and we like lose hundreds of thousands, like it just messed it up. It'll be fine. Like it's going to be okay. No matter what the circumstances are, like finances are not the primary concern.
1:06:24You're like, we will figure that out. Wow. That level of support from your wife. That's incredible. I can hear the emotion and your voice obviously. And the chills on my arm are a testament to goodness. That is, that's incredible. I mean, that is the epitome of an inflection point in life. And, uh, it's amazing. The support she showed that's remarkable for really what's important, right? Is you and your family. And if it meant a box, if it meant a 500 square foot, one bedroom apartment, all right, so be it. But we're together. That's amazing, my friend. All right. I guess let's go to question number three.
1:06:58So I don't love this term, but I think you know where I'm going with this, which is your favorite life hack. And I think I talked about the library before. That's one of my favorites. Choose a five friends of the library we've long said. Or for me, Camel, Camel, Camel is one of my favorite ones on Amazon to track every single purchase you can make and get amazing deals. But anything jump to mind in the general life hack realm? You know, this is a little generic, but the life hack that comes to the front of my mind when we talk about that is a to-do list. I literally love my to-do list. It is the only way I keep my life organized.
1:07:36You know, I use Google Calendar extensively, and I used to run my to-do list and move calendar reminders until recently. I've since moved to Todoist. But like just having a to-do list helps me keep my brain so free, right? There's a system called GTD, getting things done. I don't follow that system exactly, but I'm probably 80 % on that. And it just, every time something comes up and I'm like, man, I have this thing to do. I just, instead of trying to remember that I need to do it, I just, I brain dump it into my to-do list and then move on with life because it gives me so much more mental space.
1:08:07man you are speaking to my soul my friend because i had i had i done a third one on the list of my favorite ones it would have been that and quite possibly that's actually number one to be fair because same deal and it's not that to-do list in and of itself is like something revolutionary it's just an electronic to-do list right but what it actually lets you do is these recurring tasks and i think that is what's so critical and to your point that mental space and freedom that's the benefit because I don't think about the silly example that I always use is like when our passports need to be renewed, right?
1:08:42Even if it's eight years from now, because what I do is I'm a hundred percent compliant with Todoist. So when I just recently received our new passports, I literally looked at the expiration date and then I updated my task and Todoist, whatever it is, eight, nine, 10 years in the future. And I know it's in there and I can trust it a hundred percent. So yeah, I love that one. Yeah, it's a much stress relief there. Yeah, indeed. All right. So this used to be our quote unquote bonus question. I'm not sure why, but what purchase have you made in the last, let's say 12 months or so that has added the most value to your life?
1:09:14Or just something fun. Anything you've bought recently that, you know, just fun or interesting or something useful. So I am at my core, a huge anime nerd. I absolutely love anime. Can't see behind me, but my wall is filled with anime art. So one of the things my wife and I like to do from time to time is go to Anime Expo in LA. It's like the largest convention for anime in North America. And it's got massive mecca of art. It's just hundreds and hundreds of art vendors there who all specialize in it and don't always sell easily online. So it's a great place to find art. The other reason we go there, along with the art, which we bought several pieces of when we went to the convention two weeks ago now, was we also buy, I collect, and this is like the only thing I collect, but I collect original production cells is what they're called.
1:10:03So pre 2000s, when animation was created, they basically had like a celluloid sheet that they would paint on. And that would become one frame effectively of the animation. And so they would have frame after frame of custom hand painted like celluloids. And so these cells, you can find like they are in the wild, people have saved them and like trade them and sell them. And so there are a very small collection of vendors who will sell these out and about it. And a few of them go to Anime Expo. So I will go to Anime Expo and buy collections of them. And so I have these pre-2000 cells for some of my favorite animes of all time, one of which is on the wall behind me.
1:10:43I just, I really love them. I think they're amazing. Like it's the only piece of art besides anime art that I'm like, man, I just really love this. Something about just really lights me up. And so I love being able to go and collect them. They're not inexpensive for the nice cells. Like it's usually in the thousands of dollars, but I just really like that item. That is one of the coolest answers we've ever gotten on that question. I love it. That is absolutely cool. And yeah, I can see how it lights you up. That's awesome. All right. We'll do one more question. Do you have a future like goal travel destination or maybe, I don't know if you use travel rewards points or any kind of travel reward success or anything?
1:11:17Yeah. So my family and I like to travel a few months a year internationally right now, if we can. And so we've been to several different places for the last couple of years. I don't know there's a single destination I could name. We have 10 years of travel planned now. Our next trip is probably back to Japan in 24. So I'm looking forward to that. I'm actually doing a precursor trip next month to hike Fuji. So are you kidding me? Yeah, it's gonna be great. So I'm, I just, we always kind of have a little travel planned here and there. Cause it's just, I'm always looking forward to like the next thing, you know, a few months down the road.
1:11:46Oh my God. That's amazing. So obviously I know you listen to the podcast. I don't imagine that anybody listens to every episode, but I have probably said to people who listen to every episode are probably sick and tired of me talking about wanting to hike Mount Fuji, that that is literally my life goal at this point. So I am hopefully doing that in 2024 if all goes well. So I'd love to compare some notes with you when you get back. Let's do it. That's amazing. All right, JT, this has been awesome. I really appreciate your time. I appreciate you being a member of the community for so, so long. And yeah, this has been fun.
1:12:18So I guess if people are interested, I don't know if they can get in touch with you. I know you have a couple of websites and such, but where would you direct people? Yeah, I'd say the best place to connect with me is probably just in the Choose a 5 Facebook group. Reach out to me there. I'm a member there, so connect me there. Otherwise, I mean, if they want to reach out directly, they can check out homestead.properties, the website. There's a small contact form there. It's not a big deal, but if they want to hit me up, they can connect me there. But I'd say Choose a 5 Facebook is probably the best.
1:12:48Nice. Yeah, that sounds good. You've been an active member there from basically the inception. So yeah, again, really appreciate you being here. This has been a ton of fun. Thanks for having me. Thank you for listening to today's show and for being part of the Chooseify community. If you haven't already, the best ways to get involved are first subscribe to the podcast. So you're listening to this on a podcast player and just hit subscribe and then subscribe to my weekly newsletter. I actually sit down every Monday and write this by hand and I send it out Tuesday morning. So just head over to choosefi.com slash subscribe.
1:13:22And it's really, really easy to get on the newsletter list right there. And I would greatly appreciate it. It's the best way to get in touch with me. You can actually just hit reply to any of those emails and it comes directly to my inbox. So that's the way that I keep a pulse of the community and how we keep this the ultimate crowdsource personal finance show. And finally, if you're looking to join an in real life community, we have choosefi local groups in 300 plus cities all around the world. So head to chooseify.com slash local, and you'll find a list of all of those cities in 20 plus countries all across the world.
1:13:56And if you're just getting started with FI, or you have a family member or a friend who you think would be interested, two easy ways. Chooseify episode 100 is kind of our welcome to the FI community. And even though it's a couple of years old at this point, it still stands up and it's a really great just starting point to get an understanding of what is financial independence? What are we doing here? Why are we looking to live a more intentional life where we save money and use it as a springboard to live a better life? And then Choose a Vi created a financial independence 101 course. That's entirely free.
1:14:31Just head to choosefi.com slash fi101. And again, thanks for listening.
1:14:43Thank you.
From the publisher
In this episode: determining your FI goals, real estate investing, land investing, liquidity, and proof of concept.
Whether you are new to FI or have achieved it, you have probably noticed a big change not only in how you live your life, but how you perceive yourself. You may be more intentional and strive to make changes in all areas of your life, not just financial ones. This week we are joined by our friend JT Olmstead to discuss the ins and outs of land investing, as well as talk about the importance of having the right mentality to accomplish your goals and become the best version of yourself. While on the journey to FI, you may feel momentum and motivation to keep pushing towards your FI number, but oftentimes the journey doesn't end when you get to the finish line. A large part of this journey is learning from failures, changing your goals, and changing your plans as you change! Though your plans and goals may not always be accomplished the way you think, having the right mindset throughout this journey will be just as beneficial to you as having plans in place.
Timestamps:
- 0:56 - Introduction
- 5:20 - Determining Your FI Goals
- 11:34 - The Top End of Your Capabilities/The Skill Of Saying No
- 22:01 - Real Estate Investing
- 27:43 - Transitioning to Land Investing
- 32:16 - The Intersection of FI and Real Estate Investing
- 42:12 - Personal Proof of Concept/Land Investing
- 48:17 - Liquidity/Structuring Buying and Selling Systems
- 59:52 - Resources For Land Investing/Where to Start
- 62:59 - The Hot Seat
- 72:12 - Conclusion
Resources Mentioned In Today's Episode:
- Camp FI
- Mr. Money Mustache
- Small and Mighty Real Estate Investor | Chad Carson | ChooseFI Ep 446
- Biggerpockets
- FIRE Drill Podcast
- Seth Williams RE Tipster
- Annie Duke
- Casual Fridays Podcast
- "The Comfort Crisis: Embrace Discomfort To Reclaim Your Wild, Happy, Healthy Self" by Michael Easter
- Join ChooseFI's Facebook Group!
- Subscribe to The FI Weekly!
More Helpful Links and Resources:
- Earn $1,000 in cashback with ChooseFI's 3-card credit card strategy
- Share FI by sending a friend ChooseFI: Your Blueprint to Financial Independence
- Keep learning or start a new side hustle with one of our educational courses
- Commission-Free Investing with M1 Finance
