In this episode of the Truly Passive Income podcast, hosts Neil Henderson and Clint Harris sit down with Robert Shortsleeves, a real estate investor who has paved his own path to financial freedom. Starting in Alabama, Robert ventured into the world of real estate after a career in the Army, utilizing off-market deals to build his real estate empire. He shares his journey, offering unique insights into the importance of building a reliable team, and how to level up in the world of real estate by focusing on adding value to those just ahead of you on the journey.
Robert brings a wealth of knowledge to the table, discussing everything from real estate syndications to the importance of learning from those just a few steps ahead of you. His refreshing honesty about the challenges and triumphs of his journey provides listeners with a candid look into the world of real estate investing.
In addition to his real estate success, Robert speaks about his inspiring three-month vacation/remote work trip to Bali, demonstrating the life-changing potential of financial independence. This episode is a must-listen for anyone interested in real estate investing, financial freedom, and the pursuit of a life lived on your own terms.
[00:00] Intro
[01:52] Introduction to Robert Shortsleeves
[02:49] Robert's journey into real estate investing
[07:25] The power of timing in real estate
[10:20] Robert's experience with his first deal
[13:05] How Robert leverages off-market deals
[18:10] Robert's big move to Bali
[22:15] The importance of learning from others in the industry
[27:00] Robert's approach to giving back to the community
[33:59] How to get in touch with Robert Shortsleeves
[34:54] Closing remarks
Website: Shortsleeves Real Estate
Facebook: Robert Shortsleeves' Facebook
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robert Short sleeves is a real estate investor.
Speaker:Who's built a successful wholesale and career from the ground up
Speaker:doing over 80 deals a year.
Speaker:From his humble beginnings in Alabama to a career in the army to his
Speaker:real estate adventures to a three month remote work trip and Bally,
Speaker:robert shares his insights on sourcing off-market real estate deals, struggles
Speaker:around building a reliable team and how to level up in the world of real estate.
Speaker:By focusing on adding value to those just ahead of you on your journey.
Neil Henderson:Welcome to the Truly Passive Income Podcast.
Neil Henderson:I'm Neil.
Clint Harris:And I'm Clint.
Clint Harris:And today we have a friend of mine, Robert Short Sleeves from
Clint Harris:Short Sleeves Real Estate out of Fayetteville, North Carolina.
Clint Harris:Bob, thank you for coming on the show today.
Clint Harris:Welcome.
Clint Harris:How are you, man?
Robert Shortsleeves:Doing well.
Robert Shortsleeves:Appreciate y'all having me.
Clint Harris:Absolutely.
Clint Harris:Yep.
Clint Harris:Thanks for being here.
Clint Harris:So I first met you, Bob at the Pints and Properties in Fayetteville,
Clint Harris:North Carolina a couple years ago.
Clint Harris:In passing, we were talking about short term rentals at the time.
Clint Harris:and I got the word that you're a wholesaler, up and coming and doing
Clint Harris:some big things, and since then, There's a group of people there
Clint Harris:that I become good friends with.
Clint Harris:There's a lot of, there's a lot of active real estate investors in that market.
Clint Harris:A lot of very sharp people, a lot of young hungry people, military,
Clint Harris:disciplined, just going for it, right?
Clint Harris:So I've followed the career of a lot of those people.
Clint Harris:And, one of the reasons I wanted you on the show is that We talk about
Clint Harris:truly passive income a lot, and I think that there's some overlay with
Clint Harris:some of the things you're doing.
Clint Harris:Some of it not so much, but I think there's some really
Clint Harris:important lessons to be learned.
Clint Harris:But from that time, I was there a couple years ago.
Clint Harris:Of the people I've watched, I think you probably, you'll have to correct me
Clint Harris:if I'm wrong, but I have a feeling you probably closed more deals than anybody
Clint Harris:else in that room of 70 to 80 people.
Clint Harris:I would be surprised if you didn't close more deals than probably the
Clint Harris:top three to five people put together.
Clint Harris:and you tend to talk about your family and about your wholesaling
Clint Harris:business and not much else.
Clint Harris:You're not really flashy about a lot of the stuff you're dealing with and what
Clint Harris:you're doing, and so I wanted to try to pry some of that outta you today.
Clint Harris:So with that being said, I've already talked too much.
Clint Harris:Tell us a little bit about yourself and your background.
Robert Shortsleeves:Sure man.
Robert Shortsleeves:Yeah.
Robert Shortsleeves:grew up in Alabama, so graduated high school and all that from Alabama
Robert Shortsleeves:and joined the Army right away.
Robert Shortsleeves:as I think I was hanging drywall at the time and, yeah, it was hard for
Robert Shortsleeves:me to decide if I wanted to buy beer.
Robert Shortsleeves:or food kind of thing.
Robert Shortsleeves:so I ended up deciding I need a career.
Robert Shortsleeves:So joined the Army and, yeah, I spent 15 years in the army, did about
Robert Shortsleeves:10 years as a truck driver, bunch of deployments and all that stuff.
Robert Shortsleeves:And then, switched over to special operations for like my last five years and
Robert Shortsleeves:then, got medically retired and all that.
Robert Shortsleeves:But but yeah, I was actively doing real estate, obsessed with it while I was in
Robert Shortsleeves:the military, Mornings lunch, afternoons dinner, dragging my family around on
Robert Shortsleeves:the weekends for six hours, driving for dollars and all that stuff, right?
Robert Shortsleeves:but yeah, right now we got a nice little wholesale business
Robert Shortsleeves:that's running pretty well.
Robert Shortsleeves:And, most people will categorize me as a wholesaler, but I started off.
Robert Shortsleeves:As a buy and hold investor, like I'm, I wholesale, I assign deals in order
Robert Shortsleeves:to generate revenue to buy rentals.
Robert Shortsleeves:So it's, it's a means to an end kind of thing.
Robert Shortsleeves:but yeah, we got here in Fayetteville, we have 30 units.
Robert Shortsleeves:It's a mix of, some small multi-family, some mobile home parks.
Robert Shortsleeves:we're now getting into commercial, so we got two commercial properties,
Robert Shortsleeves:warehouses that we own right now.
Robert Shortsleeves:and yeah, life is good.
Robert Shortsleeves:Life is good.
Clint Harris:Excellent man.
Clint Harris:How many wholesale deals are you doing now a year or per month, however you wanna
Clint Harris:categorize it versus, a couple years ago?
Robert Shortsleeves:Yeah.
Robert Shortsleeves:Last year we did, it was a total of it's 85 assignments or double closes,
Robert Shortsleeves:And then, and of course there's a handful of stuff that I bought as well.
Robert Shortsleeves:so 80 to 90 deals total, maybe something like that.
Clint Harris:Getting it.
Clint Harris:Good for you, man.
Clint Harris:That's awesome.
Clint Harris:So tell me about when you said you first got started and you
Clint Harris:were obsessed with real estate.
Clint Harris:What were you look when you picked, when you chose real estate?
Clint Harris:Were you looking at what am I gonna do after the military?
Clint Harris:Or what am I gonna do that's get gonna get me to an end goal?
Clint Harris:And then what did your first foray into real estate look like?
Clint Harris:obviously you had the benefit of.
Clint Harris:Being able to use hopefully, a VA loan or something like that.
Clint Harris:Tell me about what that looked like.
Clint Harris:What assets did you have to get started and did that push you into wholesaling?
Clint Harris:Cuz you didn't have the money so you were trading for hustle for money.
Clint Harris:So walk me through quickly that first couple years.
Robert Shortsleeves:Sure.
Robert Shortsleeves:Yeah.
Robert Shortsleeves:I think I was stationed in Germany at the time, but, there, there was a point when,
Robert Shortsleeves:my wife and I were looking on Zillow and just clicking through stuff to buy here
Robert Shortsleeves:in Fayetteville to live in, and I was just clicking on Zillow for 6, 7, 8 hours.
Robert Shortsleeves:and I knew then there was like, I lost track of time
Robert Shortsleeves:and the wife had to remind me.
Robert Shortsleeves:You gotta eat something.
Robert Shortsleeves:Did you use the bathroom?
Robert Shortsleeves:so like I, I was just like zoned in on Zillow and I knew then
Robert Shortsleeves:there was something, right?
Robert Shortsleeves:Like the just real estate clicked in my, like I enjoyed looking
Robert Shortsleeves:at real estate kind of thing.
Robert Shortsleeves:so yeah, I started studying stuff and started going down the bigger pockets
Robert Shortsleeves:rabbit hole that everyone goes down when they're initially starting.
Robert Shortsleeves:And, yeah, my actually here, this is funny.
Robert Shortsleeves:My very, I think Brandon Turner said something about this is
Robert Shortsleeves:how I heard it in my mind.
Robert Shortsleeves:Don't be a little punk.
Robert Shortsleeves:Go out and make a move and buy something, right?
Robert Shortsleeves:And, so I heard Brandon Turner say something to that effect.
Robert Shortsleeves:And then, and then I bought a rice field in Indonesia, so
Clint Harris:Great.
Clint Harris:Cash flow.
Robert Shortsleeves:Yep.
Robert Shortsleeves:not so much.
Robert Shortsleeves:So my wife's Indonesian, Yeah, an opportunity popped up.
Robert Shortsleeves:So I, I cashed out my Roth IRA and bought a rice field for $20,000.
Robert Shortsleeves:So that was my very first investment.
Robert Shortsleeves:We're in the process of selling it right now, but yeah.
Robert Shortsleeves:A tail as old time.
Robert Shortsleeves:I've heard that one a million times.
Robert Shortsleeves:That old chestnut,
Neil Henderson:that's the strangest beginning of real estate investing
Neil Henderson:I've heard since, There's a woman who's a turnkey operator, and her
Neil Henderson:very first, real estate transaction was like some sort of development in
Neil Henderson:Panama, and she lost all of her money.
Robert Shortsleeves:Okay.
Clint Harris:At least, yeah, at least you, the rice field is still there.
Clint Harris:That's,
Neil Henderson:yes, exactly.
Clint Harris:Interesting.
Clint Harris:We'll get more into international travel in a little bit, okay.
Clint Harris:So that was the first one in your like, I'm assuming that was a cash
Clint Harris:purchase, of course, but from there you were like, maybe let's diversify
Clint Harris:out of agriculture in Indonesia.
Clint Harris:And, go into Fayetteville.
Robert Shortsleeves:Right?
Robert Shortsleeves:Yeah.
Robert Shortsleeves:So at that point, yeah, I basically just cashed out my retirement, And I didn't
Robert Shortsleeves:have much more, so I was still studying and stuff, and then, but it was a long
Robert Shortsleeves:time before or after I, I bought that rice field before I bought my first rental.
Robert Shortsleeves:So my first rental was something I bought off the MLS one of our friends from
Robert Shortsleeves:five Pillars represented me on the sale.
Robert Shortsleeves:my first two purchases were rentals, so I came into this wanting to buy rentals,
Robert Shortsleeves:not wholesaling that I was planning on buying from wholesalers, right?
Robert Shortsleeves:And, and I was planning on working with agents to find me deals, but I
Robert Shortsleeves:realized that I can find deeper deals.
Robert Shortsleeves:So I bought a couple rentals and I've sold those because they doubled in
Robert Shortsleeves:value in, in the spike and all that.
Robert Shortsleeves:so like it was a return on equity thing, but, but yeah, then I came
Robert Shortsleeves:across something that, that was talking about driving for dollars
Robert Shortsleeves:and people finding deals like 50 cents on the dollar kind of thing.
Robert Shortsleeves:I was like, Really, that's the thing.
Robert Shortsleeves:So yeah, I hit the streets and, and my first wholesale deal was something
Robert Shortsleeves:I got under contract totally intended to close on it and buy it myself.
Robert Shortsleeves:But a buddy of mine was like, Hey, let me get it.
Robert Shortsleeves:and I was like, sure, let's try out this assignment of contract thing.
Robert Shortsleeves:and I made like 3000 bucks.
Robert Shortsleeves:and that was my first.
Robert Shortsleeves:Wholesale deal.
Robert Shortsleeves:So it just happened by accident.
Robert Shortsleeves:And then I started going down that rabbit hole of, active income
Robert Shortsleeves:with real estate via wholesale.
Robert Shortsleeves:To generate more revenue so I can buy more property.
Robert Shortsleeves:Yeah.
Robert Shortsleeves:What timeframe was that, Bob?
Robert Shortsleeves:So that was May of 2019.
Robert Shortsleeves:I bought my first
Neil Henderson:That was your first, that was your first deal.
Neil Henderson:May of 2019.
Neil Henderson:Robert Shortsleeves: That was my first rental.
Neil Henderson:Yeah.
Neil Henderson:Then soon after that, I bought another rental about six months later.
Neil Henderson:And this was the BRRRR strategy, just straight up BRRRR
Neil Henderson:strategy for those I think.
Neil Henderson:And then, and then, yeah, I did a wholesale deal after the second one.
Neil Henderson:Yeah.
Clint Harris:You're talking about 2019.
Clint Harris:That's a pretty fast timeline and if you talk about the velocity of
Clint Harris:what you've done, the amount of deals that you've closed, there's
Clint Harris:no way that anybody can ever do that with their own amount of capital.
Clint Harris:So you you got to the young man trading hustle.
Clint Harris:For money kind of a thing.
Clint Harris:And one of the things that I typically see, and I'm gonna try to go through this
Clint Harris:very quickly, but a lot of times what I see with wholesalers or people starting
Clint Harris:out, a lot of people that are just getting started start with wholesaling
Clint Harris:because they don't have the capital to do more than a couple deals on their own,
Clint Harris:otherwise they hit that ceiling, right?
Clint Harris:So you start trading hustle for money, you're driving for dollars, you're
Clint Harris:cold calling, you're getting those deals, you're signing some deals.
Clint Harris:And then a lot of times those people realize, Wow, there's
Clint Harris:some really good stuff here.
Clint Harris:I'm selling it to people and they're flipping it and making $30,000 to $50,000.
Clint Harris:I bet I could do that.
Clint Harris:So a lot of times that wholesaler will start flipping one or two properties
Clint Harris:and usually mess up on the first couple, supposed to make 30 grand and you make
Clint Harris:five, or maybe you lose money or whatever.
Clint Harris:But it comes out in the wash and you're making up for it with wholesaling.
Clint Harris:So you flip a few properties and then a lot of times fast forward to those
Clint Harris:people go, oh, When I sell these properties, I can flip 'em, that's
Clint Harris:great, but I only get paid once.
Clint Harris:or they'll do one or two things.
Clint Harris:They go, oh, I could make more money if I become a real estate agent.
Clint Harris:I can save myself the commissions when I sell 'em.
Clint Harris:But then they realize a lot of times, then you gotta follow the rules.
Clint Harris:As a wholesaler, you're a higher gun and you can do what you want.
Clint Harris:So some go the agent route and some go the other route.
Clint Harris:And of the ones that go the other route, a lot of times they say,
Clint Harris:listen, I'm at the end of the day, I'm still trading time for money.
Clint Harris:When I wholesale a deal or when I flip a deal, I'm trading time for
Clint Harris:money, and the day I stop working is the day I stop work getting paid.
Clint Harris:So they start using those to buy rentals.
Clint Harris:It sounds like you started the opposite.
Clint Harris:Your intention was to buy rentals originally, and this was a means to an
Clint Harris:end, but then you start buying rentals.
Clint Harris:A lot of times you start buying single family, then you understand
Clint Harris:the power of multifamily, and then from there it progresses.
Clint Harris:And a lot of times people either get in short-term rentals or
Clint Harris:hotels or mobile home parks.
Clint Harris:Eventually the end destination of that is.
Clint Harris:Everybody over time has to make a transition of, they start to
Clint Harris:realize that at some point the time is worth more than the money.
Clint Harris:And so they start looking for investment strategies that can be more passive or
Clint Harris:that they either, like in my situation, we've got 14 short-term rentals.
Clint Harris:And I thought that was gonna be passive and it was anything but, so
Clint Harris:we had to build a property management company, which took two years
Clint Harris:to do to make it passive, right?
Clint Harris:It's not passive, it's at this point it's residual.
Clint Harris:I've got all the people in place and I don't have to do anything.
Clint Harris:But it was a couple years of really hard work.
Clint Harris:fast forward through your journey of 2019 to where you are now.
Clint Harris:It of where along that spectrum, is that spectrum accurate, is it not?
Clint Harris:And then what do your next five, 10 years look like?
Robert Shortsleeves:No, that, that's absolutely correct.
Robert Shortsleeves:So yeah, we're, I'm with you with, as far as building something out, struggling
Robert Shortsleeves:and hustling for a couple years, getting the team in place and then kinda,
Robert Shortsleeves:benefiting from the fruits of your labor.
Robert Shortsleeves:Cuz it, we got a solid team right now, but it took time.
Robert Shortsleeves:It took time.
Robert Shortsleeves:And the cool thing about a wholesale business is that you can have a
Robert Shortsleeves:million dollar business with a team of five people or even less sometimes
Robert Shortsleeves:depending on the market, But ki going a step back from that though.
Robert Shortsleeves:The reason why wholesale works for me is because I'm a sales and marketing guy.
Robert Shortsleeves:And I enjoy the hunt of the deal and all that stuff.
Robert Shortsleeves:A lot of people get into wholesaling because they, it's
Robert Shortsleeves:starting to become more mainstream.
Robert Shortsleeves:it's all over YouTube and you type in make money fast, you wholesaling pops up.
Robert Shortsleeves:And but a lot of people get into it thinking they're gonna make some
Robert Shortsleeves:money, but it's not, it doesn't fit their personality traits.
Robert Shortsleeves:Sure.
Robert Shortsleeves:And then they end up.
Robert Shortsleeves:Hating it, and they blow 50, 60 K and then, and then yeah, they,
Robert Shortsleeves:you can't do what you don't like for an extended period of time.
Robert Shortsleeves:You might make a little bit, but, so yeah.
Robert Shortsleeves:Just to put a disclaimer there, I'm that guy that loves wholesaling, right?
Robert Shortsleeves:Yeah.
Robert Shortsleeves:It's, yep.
Robert Shortsleeves:but yeah, it's completely residual.
Robert Shortsleeves:Like I recently went on a trip.
Robert Shortsleeves:I do.
Robert Shortsleeves:We wanna talk about the trip now.
Clint Harris:I gotta hear about it.
Clint Harris:Lay it on me.
Robert Shortsleeves:You gotta hear that Looks good.
Robert Shortsleeves:Yeah.
Robert Shortsleeves:Yeah.
Robert Shortsleeves:the reason why I was able to do the trip, I, so let's just talk about it.
Robert Shortsleeves:So I went on a three month trip, my wife's Indonesian.
Robert Shortsleeves:So we went and spent three months.
Robert Shortsleeves:I basically didn't open a laptop for three months.
Robert Shortsleeves:and very rarely did I even interact with my team.
Robert Shortsleeves:I would ask them if I, If I can help somehow, some way while I, have some
Robert Shortsleeves:free time, my team just crushed it, man.
Robert Shortsleeves:So if you can build a team that can take care of stuff while you're
Robert Shortsleeves:gone, that's really what people are looking for when they say passive
Robert Shortsleeves:is to be able to dip out for three months and not have to open a laptop.
Robert Shortsleeves:but I was also able to do that because I have a portfolio that cash flows really
Robert Shortsleeves:well, and that is pretty dang passive.
Robert Shortsleeves:I got property managers and all that stuff, so they handle the portfolio
Robert Shortsleeves:and I'm able to pull money outta that.
Robert Shortsleeves:I'm able to pull money outta my wholesale business as, owner
Robert Shortsleeves:distributions or whatever.
Robert Shortsleeves:but yeah, that, that took a fair amount of time to, to set that up.
Robert Shortsleeves:Since 2019.
Robert Shortsleeves:Most people, it, it does take 'em a little a bit longer to have that,
Robert Shortsleeves:that three month vacation, but, Yeah, I just decided now's the time.
Robert Shortsleeves:And I was gonna, it was really a test for my team in some way as well.
Robert Shortsleeves:To see if they could perform without the daily input from the boss kind of thing.
Robert Shortsleeves:And they did.
Robert Shortsleeves:They did.
Robert Shortsleeves:But, going back to the truly passive income stuff, the portfolio is not
Robert Shortsleeves:completely a hundred percent passive.
Robert Shortsleeves:The wholesale business is not a hundred percent passive.
Robert Shortsleeves:I'm at the point now where I can generate enough income from my active income,
Robert Shortsleeves:from the wholesale business and drop it into, a syndication, a buddy of mine
Robert Shortsleeves:or someone else that's experienced.
Robert Shortsleeves:I can drop it into their systems, their process and then generate
Robert Shortsleeves:that actually passive income.
Robert Shortsleeves:And there's some other stuff that we're looking at too.
Robert Shortsleeves:It's like single net or, single tenant triple net lease stuff.
Robert Shortsleeves:Quite a bit more passive than the residential, single family stuff that,
Robert Shortsleeves:that we have, but yeah, I'm on the hunt.
Robert Shortsleeves:I'm on the hunt for truly passive income.
Clint Harris:You've come to the right place.
Neil Henderson:So I wanna ask a question.
Neil Henderson:in Tim Ferris's book, the Four Hour Work Week, he talks about,
Neil Henderson:Once he started traveling.
Neil Henderson:And he had built a business, it forced him to build systems and build a team,
Neil Henderson:and he actually made more money once he had removed himself as the bottleneck in
Neil Henderson:that team, because now the team was free.
Neil Henderson:To do, to work within the system without you as the block?
Neil Henderson:Did you experience that at all or did things start to fall apart or what?
Robert Shortsleeves:no, we didn't make more money, I'll tell you
Robert Shortsleeves:that we did not make more money.
Robert Shortsleeves:no things, st things definitely started going the opposite direction.
Robert Shortsleeves:So what I learned as a business owner is that, if.
Robert Shortsleeves:Because he probably had an operator that was managing stuff.
Robert Shortsleeves:So in my company, I don't have a, me like an operator.
Robert Shortsleeves:That's right.
Robert Shortsleeves:and then marketing is so important with wholesale, you gotta keep
Robert Shortsleeves:your eye on the marketing that your key performance indicators, right?
Robert Shortsleeves:So some of that stuff started to slip.
Robert Shortsleeves:but, but yeah, so keep keeping the, so now I'm back to I'm involved.
Robert Shortsleeves:Now that I'm back in the States, I am absolutely involved again
Robert Shortsleeves:to get it ramped back up.
Robert Shortsleeves:but the business was able to survive.
Robert Shortsleeves:It was not able to improve.
Robert Shortsleeves:and that's all my fault cuz I, we still had things that, that needed
Robert Shortsleeves:to be put in place before I actually probably should have done that.
Robert Shortsleeves:more systems, more SOPs, more checklists, more videos and all that stuff.
Robert Shortsleeves:But, I'm totally fine with the, it's the time.
Robert Shortsleeves:it's the time, right?
Robert Shortsleeves:The time was worth losing out on some revenue, I'd say.
Neil Henderson:and it was a test run.
Neil Henderson:Yeah.
Neil Henderson:And you didn't know.
Neil Henderson:You didn't know what you didn't know.
Neil Henderson:And now you went out and you, you stress tested it.
Neil Henderson:Yeah.
Neil Henderson:And you figured out, all right, here's where we're falling short.
Neil Henderson:Here's where we need to plus up our team.
Neil Henderson:You probably need somebody who's more of an integrator on your team.
Neil Henderson:That's almost a you replacement.
Neil Henderson:and then now go from there.
Neil Henderson:you've only been doing this since 2019.
Neil Henderson:It's You're really expecting to just bam, right off the bat, be able to,
Neil Henderson:it's impressive you were able to go away for three months and it still
Neil Henderson:didn't come back to a smoking crater.
Robert Shortsleeves:Yeah.
Robert Shortsleeves:since I got back, I've hired another acquisitions that was part of the
Robert Shortsleeves:solution was h another hire to relieve the stress from and the workload
Robert Shortsleeves:from our, the one acquisitions that was actually getting contracts.
Robert Shortsleeves:So yeah, we learned.
Clint Harris:Yeah.
Clint Harris:And what a valuable lesson.
Clint Harris:to learn that lesson by itself is important to learn it when you're
Clint Harris:traveling for three months abroad.
Clint Harris:sign me up.
Clint Harris:but like Neil said, it's a trial run.
Clint Harris:the, one of the pitfalls of being an entrepreneur and of being a sales
Clint Harris:and marketing, I'm a sales guy, just medical sales for 16 years.
Clint Harris:That's my background.
Clint Harris:And one of the pitfalls that you can fall into there, and I'm not saying I'm the
Clint Harris:best example, but on some level it applies to most people that are in that role.
Clint Harris:Is that whether you tend to like it or not.
Clint Harris:If you love it and you're passionate about it and you're good at it, a
Clint Harris:lot of times you are the business.
Clint Harris:And so when you take Bob out of the equation, it's unrealistic to get the
Clint Harris:same results because you are the business.
Clint Harris:and that's really hard to replace because you can't.
Clint Harris:You can't train the fire in the belly that you have, like your level of success
Clint Harris:and what you've achieved since I've met you just a few years ago, that's not
Clint Harris:something you can make enough videos on.
Clint Harris:And so the, like the Dan Sullivan book who not how.
Clint Harris:Was transformative for me in our property management company because
Clint Harris:I was asking those entrepreneurial questions, how do I do this?
Clint Harris:How do I do that?
Clint Harris:How do I do this?
Clint Harris:And then I listened to that book and the reality was, I don't need to know.
Clint Harris:I just need to find out who do I find or can find that does know how to
Clint Harris:do that at a better level than me?
Clint Harris:And when I got to the point of we, we found the people, and a lot of times
Clint Harris:it was right there in front of you.
Clint Harris:I just had to challenge them.
Clint Harris:The reality was, When I stepped away from my medical sales career and when I stepped
Clint Harris:away from the operations of our property management company, it was because
Clint Harris:the numbers made the decision for me.
Clint Harris:And the people that I put in place, frankly, are better than I am.
Clint Harris:they're just better and when I stepped away, It was like kinda, dipping a toe
Clint Harris:out almost eh, let's see how this goes.
Clint Harris:And it did better than when I was there and I was like, oh, that's humbling.
Clint Harris:Okay.
Clint Harris:Yeah.
Clint Harris:I kinda suck compared to these people.
Clint Harris:They're really good.
Clint Harris:But that, that who, not how book was, it, was transformative for me.
Clint Harris:but it's a problem when you are, when you're doing everything that you've done.
Clint Harris:Is, is that you are the business, right?
Clint Harris:And so that's something that's, it's really hard.
Clint Harris:It's really hard to train for and it's a pitfall.
Robert Shortsleeves:Yeah.
Robert Shortsleeves:The who not how was super important for me too.
Robert Shortsleeves:Yeah.
Robert Shortsleeves:The, we, and what's super important too is having the
Robert Shortsleeves:right people in the right seats.
Robert Shortsleeves:and having a business.
Robert Shortsleeves:And then if you put someone in a seat and they're floundering, right?
Robert Shortsleeves:Do another assessment of their personality.
Robert Shortsleeves:Have an open conversation with them.
Robert Shortsleeves:Sup Super important as leadership and all the stuff I learned in the
Robert Shortsleeves:military, you wanna be approachable.
Robert Shortsleeves:Like your subordinates need to be able to talk to you, right?
Robert Shortsleeves:So I had a person that was sitting in the wrong seat.
Robert Shortsleeves:Now she's working as our operations.
Robert Shortsleeves:So now I can use my visionary mind and I just say, Good ideas, blah.
Robert Shortsleeves:And I just, we have a good idea tracker, right?
Robert Shortsleeves:And I'm like, Hey Caitlin, can you go ahead and knock this stuff out?
Robert Shortsleeves:Can you do this research on this?
Robert Shortsleeves:We're, and she'll come back with three courses of action.
Robert Shortsleeves:And I get to de to decide which course of action we want to take versus
Robert Shortsleeves:spending three weeks learning how to do some technical stuff that's
Robert Shortsleeves:that takes her probably a day, right?
Robert Shortsleeves:So yeah, who not how having the people in the right seat is super valuable.
Neil Henderson:So something to keep in mind is that a lot
Neil Henderson:of people can be very good.
Neil Henderson:How do I put this?
Neil Henderson:very good salesman, a very good marketer, but not such a good businessman.
Neil Henderson:And I think that's the struggle that so many people have, whether it's
Neil Henderson:a property manager who starts off really good, and they're really,
Neil Henderson:they're just on top of everything.
Neil Henderson:But as they start to scale things start to break because.
Neil Henderson:Their zone of genius is so specialized into whatever it was that got
Neil Henderson:them to where they are and they struggle to find that who not how.
Neil Henderson:Yeah.
Neil Henderson:And to integrate that person into their business.
Neil Henderson:And that sounds like you've gotten a lot of the way there, but it sounds
Neil Henderson:like you could still get a lot further.
Robert Shortsleeves:Yeah, I, and this is what I struggle with often, and I
Robert Shortsleeves:think that three months in Indonesia helped me realize, and I'm part of some
Robert Shortsleeves:high level masterminds as well and some very smart guys that I respect a lot.
Robert Shortsleeves:they put something in front of me at one point, and it's been a, I
Robert Shortsleeves:think about it all the time now.
Robert Shortsleeves:I think I have the answer after the three months, is that, do you want
Robert Shortsleeves:to have a lifestyle business or do you want to get rich business?
Robert Shortsleeves:So I'm at that point where, yeah, we have a million dollar wholesale
Robert Shortsleeves:business, but do I need to grow it to where it's a three, six, 5 million
Robert Shortsleeves:or 7 million wholesale business?
Robert Shortsleeves:Because with that, with the scale, like you said, then I get outside the
Robert Shortsleeves:genius zone, that causes more stress.
Robert Shortsleeves:That's more people.
Robert Shortsleeves:That's, it's, it requires a lot more, it's a different skill level.
Robert Shortsleeves:and I don't think it's necessary.
Robert Shortsleeves:For what I'm trying to achieve.
Robert Shortsleeves:I was actually just telling my team the other day, I was like, guys,
Robert Shortsleeves:we're not building this thing out.
Robert Shortsleeves:I don't care if we close 80 deals a month or whatever.
Robert Shortsleeves:there's some of my buddies, they close Like realistically 30 to 50
Robert Shortsleeves:deals a month, which is absurd, right?
Robert Shortsleeves:It's crazy.
Robert Shortsleeves:And they got whole teams, they got sales floors and they're
Robert Shortsleeves:managing and it's insane, right?
Neil Henderson:that's who I'm getting the phone calls from.
Robert Shortsleeves:those are the studs that, that's,
Robert Shortsleeves:that are blasting your phone.
Robert Shortsleeves:Yes, tho that's them.
Robert Shortsleeves:And, but yeah, so I've decided recently that I think I want a lifestyle business,
Clint Harris:Sometimes less is more right?
Clint Harris:And is the juice worth the squeeze?
Clint Harris:I think that, having that time away for you is really
Clint Harris:valuable and helps you recenter.
Clint Harris:I stepped out of a medical sales career this past November and it's.
Clint Harris:just been transformative for me.
Clint Harris:So something that was such a big part of who I was for 16 years and
Clint Harris:now just focused on, syndication and still trying to pick up, one or
Clint Harris:two multifamily properties a year.
Clint Harris:But on top of that, my wife and I just had a baby five days ago, so it's like
Clint Harris:the focus has been completely different.
Clint Harris:Truly passive income is the podcast.
Clint Harris:That Neil and I host together that is focused on the educational platform
Clint Harris:for all things truly passive outside of that syndication that we're partnered
Clint Harris:with, that we are general partners in right now is called Nomad Capital.
Clint Harris:The reason we're partnered with that group is because of the people that are
Clint Harris:in it, specifically the two guys that we partnered with, Eric and Levi Hemingway.
Clint Harris:It, the reason it's called Nomad Capital is because.
Clint Harris:It's father and son team, and they spent three and a half
Clint Harris:years living on a sailboat.
Clint Harris:Eric and his wife had five kids.
Clint Harris:They left, they came back three and a half years later with six kids.
Clint Harris:So pretty good trip.
Clint Harris:They stopped and had a kid in Israel.
Clint Harris:So it's a whole story, but at some point in time, everybody on the
Clint Harris:team has been a real estate nomad.
Clint Harris:And a real estate nomad in our opinion is.
Clint Harris:It's what you did for three months.
Clint Harris:It's a Nomad is where you go where you want, when you want,
Clint Harris:and you do what you want.
Clint Harris:And you've got that freedom to do that because you've got assets paying
Clint Harris:for that lifestyle and they're either residual assets from a lot of years
Clint Harris:of hard work that you did to build up a team and assets in people in place.
Clint Harris:That continue to fund that lifestyle.
Clint Harris:That's not passive.
Clint Harris:It's residual, but it's it looks the same to the outside person or it can come
Clint Harris:if you put capital, you know any real estate success comes from a combination
Clint Harris:of time, experience, and money.
Clint Harris:And if you take that money and you invest it into somebody else's deal, somebody
Clint Harris:else's business, and they use their time and experience to grow that, then that
Clint Harris:can come out and be truly passive income along with a few other things, that
Clint Harris:we've talked about in various episodes.
Clint Harris:But those.
Clint Harris:At its basis level, our passion is to try to be live and build more real
Clint Harris:estate nomads where you go where you want when you want and do what you want.
Clint Harris:Because everybody's looking for financial freedom, right?
Clint Harris:That's the grind.
Clint Harris:But financial freedom by itself doesn't get you much.
Clint Harris:But when it's combined with, and I Neil, I probably said this on
Clint Harris:every episode by now, financial independence that's combined with
Clint Harris:location and time independence gives you independence of purpose, right?
Clint Harris:And independence of purpose is where you go.
Clint Harris:You take your kids and your wife and you go to Indonesia or whatever you, or you
Clint Harris:volunteer or you go skiing or fishing or build houses or whatever it may be.
Clint Harris:But you're getting your time back.
Clint Harris:And the way that we the test run that you had on your business where you
Clint Harris:stepped away for a few months and it didn't increase and arguably over
Clint Harris:it's sustained, but arguably over time it, it probably is gonna decrease.
Clint Harris:Neil uses the analogy all the time of a steam locomotive.
Clint Harris:Look, as long as you're shoveling that coal, you're rolling, right?
Clint Harris:But eventually, if you stop shoveling the coal, it can keep running for a period
Clint Harris:of time, but eventually it's gonna slow down and eventually it's gonna stop
Clint Harris:without you there shoveling the coal so that the goal is either to build a
Clint Harris:team that can keep shoveling coal for you while you get off at the next stop.
Clint Harris:Or, to put yourself in a situation where you've taken the gains that
Clint Harris:you've got from what you're currently doing, and investing in things that are
Clint Harris:truly passive to get that time back.
Clint Harris:with where you are now and you've had a taste of, look, three, that's a quarter
Clint Harris:of a year, man, that's a, it's a big deal.
Clint Harris:That's a huge accomplishment.
Clint Harris:First of all, you should give yourself a giant pat on the back
Clint Harris:that you got to spend that time with your wife and your kids, and.
Clint Harris:That's amazing.
Clint Harris:that's what everybody's going for.
Clint Harris:A lot of the people listening to this are trying to accomplish what you just did.
Clint Harris:Neil said, that's a great test run.
Clint Harris:what do you wanna do more of that?
Clint Harris:What does that look like for the rest of your life?
Clint Harris:Obviously you're talking about a lifestyle business.
Clint Harris:Does that mean a couple months here, a couple months at work?
Clint Harris:A couple months gone?
Clint Harris:A couple months back, and then for the people that don't have the time
Clint Harris:or experience to put in the amount of work that you do, And have done
Clint Harris:to get to this point, like from just a truly passive income standpoint.
Clint Harris:You have an unbelievable wealth of real estate knowledge right now, and
Clint Harris:it doesn't have to just be real estate, but what would you tell to other people
Clint Harris:that want to take three months a year and go to Indonesia or anywhere else?
Robert Shortsleeves:I'll tell you cuz I talk to a lot of people.
Robert Shortsleeves:I help a lot of people, right?
Robert Shortsleeves:I talk a lot of people out being wholesalers.
Clint Harris:Good for you.
Robert Shortsleeves:believe it.
Robert Shortsleeves:as much as they wanna do it or whatever, but, yeah, they, a
Robert Shortsleeves:lot of people underestimate the amount of work and energy that it
Robert Shortsleeves:takes to build something, right?
Robert Shortsleeves:the amount of obsession, right?
Robert Shortsleeves:If you're not.
Robert Shortsleeves:All right.
Robert Shortsleeves:All right, Clint, like I gotta say for you to, I didn't realize that you
Robert Shortsleeves:just retired or you just separate, you stopped your W2 in November.
Robert Shortsleeves:I know what you built and.
Robert Shortsleeves:I thought you were full time a long time ago, bro.
Robert Shortsleeves:Cause that's super, people don't, and I know the work you put in and
Robert Shortsleeves:it's gotta be similar to mine, right?
Robert Shortsleeves:Just pure obsession.
Robert Shortsleeves:Over an extended period of time, I stopped watching football.
Robert Shortsleeves:I stopped going out and drinking.
Robert Shortsleeves:I stopped all the stuff that people consider a good life and all.
Robert Shortsleeves:I stopped all that to achieve my goals, right?
Robert Shortsleeves:Most people aren't gonna cut that off for about three years.
Robert Shortsleeves:Four years, right?
Robert Shortsleeves:they wanna enjoy their weekends.
Robert Shortsleeves:they wanna have that $700 truck payment, right?
Robert Shortsleeves:That, which, that could be money invested into your business, which will
Robert Shortsleeves:result in a three month hiatus, right?
Robert Shortsleeves:So a lot of people aren't willing to sacrifice now for
Robert Shortsleeves:the benefit later, right?
Robert Shortsleeves:and to answer your question about, what we're gonna do in
Robert Shortsleeves:the future is I'm selling some stuff and we're gonna buy a villa.
Robert Shortsleeves:All right.
Clint Harris:Hey, there we go.
Clint Harris:Going Bali.
Neil Henderson:We've got some place to go in Bali now.
Robert Shortsleeves:Yes.
Robert Shortsleeves:Yes.
Robert Shortsleeves:You're invited.
Robert Shortsleeves:Yeah, so we're selling the rice field and then we're selling, I got
Robert Shortsleeves:20, hopefully we get our money back.
Robert Shortsleeves:Anyways,
Clint Harris:This is the best interview ever,
Robert Shortsleeves:we're selling the rice field.
Robert Shortsleeves:We're, I got 26 acres out here in Tar Heel, just like 30 minutes south of me.
Robert Shortsleeves:on the way to your spot on 87, you know it.
Clint Harris:Yep.
Robert Shortsleeves:and then, we're selling that and we're gonna
Robert Shortsleeves:sell our primary and we got, a bunch of equity and we're gonna go
Robert Shortsleeves:buy, we're gonna go buy a villa.
Robert Shortsleeves:yeah, it, the stress test has helped me realize that I can do this, I
Robert Shortsleeves:can run this business from afar.
Robert Shortsleeves:I just have to be more involved and continually pump, shovel
Robert Shortsleeves:that coal into the steam engine.
Robert Shortsleeves:Versus the three months.
Robert Shortsleeves:I didn't shovel, I didn't pick up a shovel, and really I run
Robert Shortsleeves:my business virtually anyway.
Robert Shortsleeves:we don't have an office.
Robert Shortsleeves:We got a team of five six now, and I don't walk houses very much.
Robert Shortsleeves:I'm just looking at commercial stuff now.
Robert Shortsleeves:Anything commercial gets pushed to me.
Robert Shortsleeves:But yeah, I can manage this business from afar.
Robert Shortsleeves:So my daughter's already got signed up for school, so we'll be outta here.
Robert Shortsleeves:I like August.
Clint Harris:That's amazing.
Clint Harris:Congratulations man.
Neil Henderson:Yeah, that's fantastic.
Neil Henderson:So one of the things I love about that story is how much it aligns with the
Neil Henderson:whole concept of a real estate nomad.
Neil Henderson:Yes.
Neil Henderson:And is that one of the things we love about real, we all love about real estate
Neil Henderson:is that you can use the power of leverage.
Neil Henderson:And for me, When you're able to create a stream of income or some sort of
Neil Henderson:wealth that allows you to then take the money that you've earned in a, not a
Neil Henderson:necessarily a high cost of living area, but an area where there is opportunity,
Neil Henderson:and then take it and spend that money someplace where the money goes.
Neil Henderson:10, 20, 30 times as far is such, it's double leverage and it's something I love
Neil Henderson:and it's, I dream about this all the time.
Neil Henderson:I don't know that my in-laws are gonna let me, move my family to Bali anytime soon.
Neil Henderson:But, it's a squad.
Neil Henderson:It can be on my bucket list.
Neil Henderson:I've got it up there on my vision board.
Neil Henderson:Yes.
Neil Henderson:but so I applaud that.
Neil Henderson:That's fantastic.
Robert Shortsleeves:Appreciate that.
Robert Shortsleeves:Appreciate that.
Clint Harris:Yeah, that's a huge deal.
Clint Harris:So for people not able to read the rewards of effort you've been putting
Clint Harris:in essentially for the last four years and the years, all before that,
Clint Harris:when you were doing research and learning and just being a sponge.
Clint Harris:what's the best way that you think other people can get
Clint Harris:involved in truly passive income?
Clint Harris:I know that as a wholesaler and I, you've probably done some flips
Clint Harris:and probably been involved, hard money lenders and things like that.
Clint Harris:And you're obviously aware of syndication.
Clint Harris:You've been doing, observations there.
Clint Harris:what is the best way in your.
Clint Harris:Mindset moving forward for you to take money that you have coming out and
Clint Harris:turn it into truly passive income or for other people, things that they can
Clint Harris:start educating themselves on to end up in Bali one day, with the lifestyle
Clint Harris:paid for by truly passive income.
Robert Shortsleeves:Yeah.
Robert Shortsleeves:First off, people have to find a way to increase their income, right?
Robert Shortsleeves:Like you need a way to generate active income.
Robert Shortsleeves:So that you can ultimately dump that into something that will
Robert Shortsleeves:produce truly passive income.
Robert Shortsleeves:It's just not gonna come outta anywhere.
Robert Shortsleeves:So e even if you're an operator and you're running the syndication,
Robert Shortsleeves:that's not passive brother.
Robert Shortsleeves:that's right.
Robert Shortsleeves:I've been part of those masterminds and that is work, and I pulled
Robert Shortsleeves:outta that mastermind because I don't wanna run a syndication.
Robert Shortsleeves:It's a special person to run that.
Robert Shortsleeves:A very like smart intellectual, You guys, right?
Robert Shortsleeves:I am not that guy.
Robert Shortsleeves:I want to be hitting the streets, shaking hands, kissing babies with grandma, right?
Robert Shortsleeves:that's just my personality.
Robert Shortsleeves:and that's what I learned about myself, right?
Robert Shortsleeves:But I tell folks, try to find a way within real estate to generate active income.
Robert Shortsleeves:Maybe that's, rehabbing, that's wholesaling, that's property
Robert Shortsleeves:management, whatever you're doing.
Robert Shortsleeves:Generate active income in the industry and do something that is
Robert Shortsleeves:in line with your personality one.
Robert Shortsleeves:that's super important to me.
Robert Shortsleeves:and then after you get that built out, then you start taking that money.
Robert Shortsleeves:After you got, a set business and then you start dumping it into syndications
Robert Shortsleeves:or single tenant triple net leases or some sort of other thing like that
Robert Shortsleeves:if you want truly passive income.
Robert Shortsleeves:and there's a lot of, a lot of buddies, right?
Robert Shortsleeves:Every some Fayetteville five pillar buddy.
Robert Shortsleeves:They're selling off some of their stuff because they realize that having a hundred
Robert Shortsleeves:units might not be the smartest thing.
Robert Shortsleeves:It's not passive and expenses are crazy.
Robert Shortsleeves:and there's a lot of unknowns when you buy stuff like that.
Robert Shortsleeves:But it can help you get to a certain point.
Robert Shortsleeves:But then when after you get 30 to 50 units, what's a number or 200 bucks in
Robert Shortsleeves:cash flow after you do a BRRRR deal, eh?
Robert Shortsleeves:Not worth the headache.
Robert Shortsleeves:It's not worth the headache.
Robert Shortsleeves:It's a lot of work.
Robert Shortsleeves:So once you've got that portfolio of like single family and some smaller
Robert Shortsleeves:deals that can help with some of that income that you're trying to generate,
Robert Shortsleeves:then at some point you just gotta dump it into something bigger, right?
Robert Shortsleeves:And then at that point, hopefully you're looking for some tax benefits, right?
Robert Shortsleeves:That's actually what I'm dealing with right now.
Robert Shortsleeves:So I might be dumping some cash into one of y'all's deals because
Robert Shortsleeves:I need some of those tax benefits.
Robert Shortsleeves:Yep.
Robert Shortsleeves:Super important.
Robert Shortsleeves:yeah, the, put a bow on that, it's, you gotta do something.
Robert Shortsleeves:You don't have to do something in real estate, but you need
Robert Shortsleeves:to generate some high income.
Robert Shortsleeves:Go out and get an education, become a doctor.
Robert Shortsleeves:If you love being a doctor, take that cash and dump it into someone else's deal.
Robert Shortsleeves:Don't try to learn it.
Robert Shortsleeves:it's too much.
Robert Shortsleeves:Don't do that.
Robert Shortsleeves:Just do what you love, generate the income, and then dump it
Robert Shortsleeves:into passive streams of income.
Neil Henderson:All right, Bob, my last question, how do you like to give back?
Robert Shortsleeves:simply just getting on the phone and helping people that just
Robert Shortsleeves:need a little bit of guidance, right?
Robert Shortsleeves:they've.
Robert Shortsleeves:Some, I've had experiences of being able to help people go from zero deals
Robert Shortsleeves:to generating like three deals a month.
Robert Shortsleeves:or just talking to people about specific situations, right?
Robert Shortsleeves:I don't charge for coaching, I don't do any of that.
Robert Shortsleeves:before I went on the trip to Indonesia, I actually had a calendar, like a Calendly
Robert Shortsleeves:link set up, and I was taking calls, throughout the week, and just simply
Robert Shortsleeves:getting on the phone and helping people.
Robert Shortsleeves:Achieve their goals in real estate.
Robert Shortsleeves:So I'm a believer in so somebody that's just trying to start, or maybe they've
Robert Shortsleeves:done three or four deals, they shouldn't be reaching out to Grant Cardone.
Robert Shortsleeves:For some help, even though he's the guru or the best or whatever, right?
Robert Shortsleeves:Or you might not wanna reach out to those guys.
Robert Shortsleeves:You might wanna reach out to someone that's about a couple
Robert Shortsleeves:years ahead of you, right?
Robert Shortsleeves:And then you learn from that person.
Robert Shortsleeves:and then it's like a and like a cog in the wheel or whatever the saying is.
Robert Shortsleeves:But you ultimately level up.
Robert Shortsleeves:by hanging out with people and talking with people that are just a couple
Robert Shortsleeves:levels above you because they haven't forgotten what hardship, because I
Robert Shortsleeves:remember it was just like, a little bit ago, I remember what hard work is, right?
Robert Shortsleeves:maybe somebody that's, got a, something crazy big.
Robert Shortsleeves:Maybe they, they don't resonate with the little guy anymore kind of thing, But
Robert Shortsleeves:yeah, the way I give back is just getting on the phone with people all the time.
Robert Shortsleeves:All the time.
Robert Shortsleeves:It's maybe it's too much in, in helping.
Neil Henderson:Okay.
Neil Henderson:Robert Short Sleeves, thank you so much for sharing with
Neil Henderson:us and our audience today.
Neil Henderson:If people wanna reach out to you and find out more about what you're all about, what
Neil Henderson:would be the best way for them to do that?
Robert Shortsleeves:Yeah, if, if anyone's interested in off market deals here
Robert Shortsleeves:in Fayetteville, North Carolina, you can go to shortsleevesrealestate.com,
Robert Shortsleeves:get added to our, our email distro.
Robert Shortsleeves:We'll, we push out, seems three deals a week.
Robert Shortsleeves:and then, yeah, if you guys wanna add me on Facebook or Instagram or whatever.
Robert Shortsleeves:Yeah,
Robert Shortsleeves:@BobSleeves on both of those.
Robert Shortsleeves:Sounds great.
Clint Harris:All right.
Clint Harris:Hey Bob.
Clint Harris:Thank you for making the time for this, especially with such a lot to
Clint Harris:plan for over the next few months.
Clint Harris:I can't wait to see your success and, please keep posting pictures so
Clint Harris:that we can follow your adventure.
Robert Shortsleeves:Will do brother.
Neil Henderson:Thank you so much for listening and watching the
Neil Henderson:truly passive income podcast.
Neil Henderson:If you liked the show, if you think it would be useful for someone else,
Neil Henderson:the greatest compliment that you could give us would be to share the
Neil Henderson:episode, leave a comment down below.
Neil Henderson:Or leave us an honest review.
Neil Henderson:If you have any questions, don't hesitate to let us know down below
Neil Henderson:and remember with truly passive income comes freedom of time, place and the