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Unlocking Real Estate Success: From House Hacking to Multimillion-Dollar Deals
Episode 520th June 2023 • Truly Passive Income • Truly Passive LLC
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In this episode, real estate investor Neil Henderson shares his journey from being a defense contractor to becoming a full-time real estate investor. He discusses the challenges he faced along the way, including distractions, analysis paralysis, and the struggle to find a niche. Despite these obstacles, he was able to find his focus in self-storage syndication and partnering with an experienced investor. He also shares how he was able to create enough runway to take a leap of faith and leave his job to pursue his passion for real estate investing. With over $40 million in commercial real estate deals, Neil's story is inspiring and informative for anyone looking to take control of their financial future. Tune in to learn how he did it and get motivated to take the first step towards your own financial independence.

Key Take Aways

  • Overcoming a lack of time, money, and experience: Neil Henderson shares his journey of utilizing creative strategies such as house hacking, partnering with experienced investors, and starting a podcast to overcome limitations in real estate investing.
  • House hacking as a stepping stone: Neil discusses the power of house hacking and how it helped him build a financial runway, allowing him to take the leap from his W-2 job to a full-time self-storage syndicator.
  • Avoiding shiny object syndrome: Neil emphasizes the importance of staying focused on core investment strategies and not getting distracted by various investment opportunities.
  • Pursuing self-storage syndication: Neil shares his decision to focus on self-storage syndication and highlights the potential benefits of this asset class, particularly during an economic downturn.
  • Quote: "You can get 25, 35% of the way there, and then that allows you to just take a leap and take a bet on yourself." – Neil Henderson, discussing the power of building a financial runway and taking calculated risks.
  • Partnering for success: Neil highlights the value of partnering with experienced self-storage investors, allowing him to overcome his lack of experience and access lucrative deals.
  • Building a financial runway: Neil shares his strategy of using short-term rental house hacks and long-term rentals to reduce his living expenses, enabling him to pursue his real estate investing goals.
  • Quote: "the real risk is not making a move. When you knew what the outcome was gonna be." – Clint Harris, emphasizing the importance of taking calculated risks in real estate investing.
  • Networking and education: Neil's podcast played a crucial role in expanding his knowledge, connecting him with industry experts, and building valuable relationships with experienced investors.
  • Embracing change and taking risks: Neil's journey serves as an inspiration for aspiring investors, demonstrating that success in real estate investing can be achieved by adapting, learning, and taking calculated risks.

Time Stamps

[00:00] Intro

[02:23] Neil's background and real estate journey

[04:38] House hacking a townhome across from the beach

[08:15] Overcoming lack of focus and shiny object syndrome

[11:30] Partnering with Erik Hemingway in the self-storage syndication space

[15:47] Neil's decision to leave his job and move to a new location

[21:30] The importance of networking and learning through the podcast

[25:04] Overcoming a lack of money, time, and experience to invest in real estate

[28:34] Taking calculated risks for greater rewards

[31:22] Clint's encouragement and highlighting of Neil's achievements

[33:02] Neil's excitement for the future and embracing financial insecurity

[34:45] Clint expresses gratitude for Neil's openness and for sharing his story

[35:52] Outro

Support Our Show Follow us on Twitter @trulypassive Follow us on Facebook at TrulyPassiveInc Follow us on TikTok @TrulyPassiveIncome Sign up for our FREE Passive Investor Course

Mentioned in this episode:

Sponsored by Nomad Capital

Looking to invest in self-storage? Nomad Capital converts vacant big-box retail spaces across the Southeast into climate-controlled storage, with a target of 20% annual returns. Our fund combines low leverage and high depreciation for strong growth and valuable tax benefits. By buying properties at deep discounts, we often achieve break-even at just 40% occupancy. Join a proven model in a resilient asset class that continues to deliver, even in today’s market. Learn more at nomadcapital.us/tpi. Accredited investors only.

Transcripts

Neil Henderson:

How do you overcome a lack of money, time, and

Neil Henderson:

experience to invest in real estate?

Neil Henderson:

On this week's episode of the Truly Passive Income Podcast,

Neil Henderson:

Clint Harris interviews me to find out how I overcame that problem.

Neil Henderson:

In this episode, I share my journey from a successful defense contractor

Neil Henderson:

to a full-time real estate investor, overcoming shiny object syndrome

Neil Henderson:

and analysis paralysis to find my niche in self-storage syndication.

Neil Henderson:

I also discuss how I created a financial runway for myself with a short-term rental

Neil Henderson:

house hack, investing in cash flowing assets, and how that allowed me to take

Neil Henderson:

a calculated risk by leaving my nine to five to pursue my passion full-time.

Neil Henderson:

Hello.

Neil Henderson:

Welcome to the Truly Passive Income Podcast.

Neil Henderson:

I'm Neil.

Clint Harris:

And I'm Clint.

Clint Harris:

All right, Neil today, as we get started, the last episode, you gave me

Clint Harris:

an opportunity to share my story a little bit about, what led me to where we are

Clint Harris:

now with our, passive investing career in both businesses and real estate and

Clint Harris:

everything that come along with that for me, mostly things that were not

Clint Harris:

passive and hard lessons along the way.

Clint Harris:

So today we're gonna focus a little bit more about your story and what

Clint Harris:

led to you moving across the country now living across the street from

Clint Harris:

the ocean with a beautiful ocean.

Clint Harris:

And a life is a full-time real estate investor and, and

Clint Harris:

truly passive income pursuer.

Clint Harris:

so why don't you tell me a little bit about your background, your early

Clint Harris:

career life, how you got started, and

Neil Henderson:

we'll go from there.

Neil Henderson:

Sure.

Neil Henderson:

man after listening to your story, Yours feels like such a straight path to me.

Neil Henderson:

I know it's not really, but compared to mine it feels like

Neil Henderson:

so much more of a straight path.

Neil Henderson:

Mine was is definitely not straight by any measure.

Neil Henderson:

I grew up in Las Vegas, Nevada.

Neil Henderson:

I was an Air Force brat.

Neil Henderson:

My father was a United States Air Force fighter pilot.

Neil Henderson:

my mom was a stay-at-home mom up until I was, nine years old, and then she

Neil Henderson:

went back to work around that time.

Neil Henderson:

Very middle class lifestyle and, we became a little more upper middle

Neil Henderson:

class once my mom's career started to take off, she became a television

Neil Henderson:

executive in, the Las Vegas market.

Neil Henderson:

I, went off to college in Reno, Nevada, the University of Nevada

Neil Henderson:

Go Wolf Pack, and, Did not have a successful first year in college.

Neil Henderson:

Just let's just leave it at that.

Neil Henderson:

I was not ready for college.

Neil Henderson:

throughout my academic career, I've always done really, really well in subjects

Neil Henderson:

that interest me and really, really poorly if the subject doesn't engage me.

Neil Henderson:

And it wasn't until I got my stuff back together and went back to.

Neil Henderson:

Reno about three years later and started studying theater, that all of a

Neil Henderson:

sudden I started getting great grades.

Neil Henderson:

I started getting scholarships.

Neil Henderson:

I ended up, getting accepted into a really prestigious acting

Neil Henderson:

program in San Francisco called the American Conservatory Theater.

Neil Henderson:

Wanted to make a go as an actor.

Neil Henderson:

Moved down to Los Angeles in 1995 and, started pursuing, a life in acting,

Neil Henderson:

which anybody who's knows anything about acting is a difficult road.

Neil Henderson:

I've also often compared it to like playing the lottery for a living.

Neil Henderson:

you've gotta get up every day and go out there and buy the lottery ticket, but,

Neil Henderson:

your chances of earning a living in it is about as good as winning the lottery.

Clint Harris:

I know you've given me some background on some of the different

Clint Harris:

things that you did along the way just to make ends meet as you're looking for

Clint Harris:

that career to take off as an actor and as that comes together, like at what point

Clint Harris:

along the journey did you start thinking ahead about passive income or, potentially

Clint Harris:

having one day money to invest?

Clint Harris:

Or how did all that formulate who you became?

Neil Henderson:

Yeah I knew nothing about investing, until probably around

Neil Henderson:

the time I moved to Los Angeles.

Neil Henderson:

And my dad sat me down one day, he gave me a gift, of about $3,000.

Neil Henderson:

in a mutual fund it was a Vanguard Index 500.

Neil Henderson:

That was where I first became exposed to investing in the stock market.

Neil Henderson:

didn't know much more beyond that.

Neil Henderson:

as an actor, I acted here and there.

Neil Henderson:

nothing extensive, nothing that really made me a lot of money.

Neil Henderson:

I mostly, worked as a bartender.

Neil Henderson:

I worked in temp jobs, here and there.

Neil Henderson:

I worked, on a couple of movie sets and things like that, but I daydreamed

Neil Henderson:

a lot about what I would do if I ever got that big paycheck as an actor.

Neil Henderson:

and I have a couple of friends that are successful and, you get

Neil Henderson:

that million dollar paycheck.

Neil Henderson:

Okay.

Neil Henderson:

I was told myself the first thing I was not gonna go do is go out

Neil Henderson:

there and buy a bunch of toys.

Neil Henderson:

I always envisioned that had I gotten that money, I would've invested it.

Neil Henderson:

my arithmetic was not sophisticated at the time.

Neil Henderson:

I always kind of pictured, okay, if I could get a 10% return in the stock

Neil Henderson:

market, I stick a million dollars in the stock market and it's gonna pay

Neil Henderson:

me a hundred thousand dollars a year.

Neil Henderson:

I wouldn't have to wait tables anymore in order to remain an actor.

Neil Henderson:

And then assuming that I would continue to get work as an actor,

Neil Henderson:

then that would continue to grow.

Neil Henderson:

Now, obviously it's a lot more complicated than that Sure.

Neil Henderson:

On the investing side, but that was the first sort of kernel for me of

Neil Henderson:

what, truly passive income would do.

Clint Harris:

I know that you mentioned to me previously that a lot of actors

Clint Harris:

over time, they start to make their money through residuals, money that's

Clint Harris:

coming in from work that they've already done and it turns into, "passive

Clint Harris:

income", but it's basically preloaded work that's paying out on the backend.

Clint Harris:

And then you also have mentioned that there were a couple different

Clint Harris:

things that happened in your life that started to steer your thinking

Clint Harris:

in a different direction away from continuing to pursue that career and

Clint Harris:

trying to look at long term solutions.

Clint Harris:

So, tell me about that a little bit.

Neil Henderson:

Well, I mean, I, it was a confluence of events, in around 2001.

Neil Henderson:

I had been working at a dot com startup for a couple of years, that

Neil Henderson:

I actually enjoyed the work I was doing, but it was not pursuing acting.

Neil Henderson:

and I had previously, gotten my security clearance, and because I was doing

Neil Henderson:

some, I was actually doing classified voiceover, which is just a weird

Neil Henderson:

thing, but it was what I was doing.

Neil Henderson:

And then September 11th happens, and like a lot of Americans, I

Neil Henderson:

was looking for a way to, maybe contribute to the war effort.

Neil Henderson:

and at the same time, the company I was working for the dot com

Neil Henderson:

I could see was flaming out.

Neil Henderson:

It was not gonna ha didn't have a long la didn't have long legs.

Neil Henderson:

The house I was living in Los Angeles was getting sold.

Neil Henderson:

I was renting, was getting sold out from underneath me.

Neil Henderson:

and this September 11th thing was happening and the value of a security

Neil Henderson:

clearance, went through the roof.

Neil Henderson:

And I had a job offer, in Las Vegas back in Las Vegas to go essentially work as

Neil Henderson:

a defense contractor with the skillsets that I didn't have, but they would allow

Neil Henderson:

me to learn on the job because it was easier at the time for them to allow

Neil Henderson:

me to come and learn on the job than it was to get someone who had the skills

Neil Henderson:

but didn't have the security clearance.

Neil Henderson:

it was also around that time, I was over the age of 30.

Neil Henderson:

Was not making a lot of money as an actor.

Neil Henderson:

And I started having those adulting thoughts like, Hey, it might be nice to

Neil Henderson:

own a house someday rather than rent.

Neil Henderson:

and so that opportunity came up and I made the move to Las Vegas

Neil Henderson:

and started a career in 2003.

Neil Henderson:

I started a career as a defense contractor.

Clint Harris:

Got it.

Clint Harris:

So at that point in time, you still had very little in the way of real

Clint Harris:

estate or investing experience in general with the exception of a mutual

Clint Harris:

fund that your dad had given you.

Neil Henderson:

Correct.

Clint Harris:

You had very little money and it sounds like you

Clint Harris:

had very little time as you're starting a new career as as well.

Clint Harris:

So what are some of the things that changed your thought process

Clint Harris:

or fast forward a few years?

Clint Harris:

Yeah.

Clint Harris:

Tell us about that development.

Neil Henderson:

Two things.

Neil Henderson:

I remember, my good friend a classmate of mine from A.C.T.

Neil Henderson:

Named Josh Farrell came to visit me in Las Vegas shortly after, he'd gotten

Neil Henderson:

a divorce and he told me about this book that he read and he recommended

Neil Henderson:

to me it was called Rich Dad, poor Dad.

Neil Henderson:

and I didn't read the book then.

Neil Henderson:

It wasn't until years later, but I credit Josh for exposing me to that book.

Neil Henderson:

and then the other book that struck a chord with me was, the Four

Neil Henderson:

Hour Work Week from Tim Ferris.

Neil Henderson:

And the whole idea of lifestyle by design rather than struggling to live a life

Neil Henderson:

around, the work that we do in trading your time for money, and also the sort

Neil Henderson:

of contract that Americans used to have.

Neil Henderson:

and we mentioned this in your podcast, in the previous episode,

Neil Henderson:

which is that you and I are growing up outside the pension era.

Neil Henderson:

and the whole idea.

Neil Henderson:

The sort of contract that, the concept of trading your time for money for,

Neil Henderson:

40 years, 45 years from age 20 to 65, and then, then being able to enjoy the

Neil Henderson:

lifestyle that you want for the next 15 to 20 years that you have left in your

Neil Henderson:

life during a, a time of declining health.

Neil Henderson:

And, just didn't appeal to me.

Neil Henderson:

And that what Tim Ferris was talking about, struck a chord with me and I

Neil Henderson:

started looking for, ways to generate " passive income" that Tim talks about.

Neil Henderson:

he talks about, he had a supplement company, he had, information,

Neil Henderson:

product, things like that.

Neil Henderson:

I started trying to come up with those ideas, not very successfully.

Clint Harris:

So for the first time in your story, we're starting to hear

Clint Harris:

about, with the exception of your father, given you a savings, account.

Clint Harris:

We're starting to hear about some outside influence coming in.

Neil Henderson:

Yes.

Clint Harris:

A friend that tells you, Rich dad, poor dad.

Clint Harris:

it maybe sparks an interest or just a knowing in yourself that

Clint Harris:

you've gotta find something else.

Clint Harris:

And so you reached out and you read, Tim Ferris's book, the Four Hour Work Week.

Clint Harris:

And so some outside influence starts creeping in, starts changing a mindset.

Clint Harris:

I think both of those books are very good at you're observing.

Clint Harris:

Different way of thinking, and

Neil Henderson:

they're good mindset books.

Neil Henderson:

I don't think they're great nuts and bolts books.

Clint Harris:

I concur.

Clint Harris:

But sometimes, depending on where you are in your life, maybe

Clint Harris:

that's what you needed right then.

Neil Henderson:

A hundred percent.

Clint Harris:

And you can't get anywhere without the nuts and bolts.

Clint Harris:

But at that point in your life, It was opening a window that

Clint Harris:

maybe you didn't know existed.

Clint Harris:

And I think that for you, from what you've told me, created a slippery

Clint Harris:

slope that led into exploring some different podcasts and real estate

Clint Harris:

meetup groups and things like that.

Clint Harris:

So talk to me about how that led to some of your networking and

Clint Harris:

meetups and things like that, and what influence that had on you.

Neil Henderson:

Well, it's, I really fell into real estate.

Neil Henderson:

I absolutely was an accidental real estate investor.

Neil Henderson:

in 2013, my wife and I bought a house in Las Vegas at the bottom of the market.

Neil Henderson:

Just dumb luck timing.

Neil Henderson:

and it had an auxiliary dwelling unit.

Neil Henderson:

I had no idea what that was.

Neil Henderson:

It just had a little guest cottage at the front of our house, and we

Neil Henderson:

set it up as a nice little guest cottage for, friends and families and

Neil Henderson:

primarily my in-laws to come and visit.

Neil Henderson:

It was basically appointed like a nice little hotel room and that was it.

Neil Henderson:

we bought that in June of 2013.

Neil Henderson:

Christmas Day, December 2013.

Neil Henderson:

My mom hands me an article in the newspaper about this company

Neil Henderson:

called Airbnb, And she said, these people are renting out their guest

Neil Henderson:

rooms, as short term rentals.

Neil Henderson:

and you should look into that and say, yeah, whatever, mom.

Neil Henderson:

my mom is one of the smartest business people I've ever met in my entire life.

Neil Henderson:

I mean, she has just, and that's all with, a high school education.

Neil Henderson:

She never went to college.

Neil Henderson:

and, I kind of blew her off for about a month.

Neil Henderson:

And then finally after the new year, I was like, all right, fine.

Neil Henderson:

What could it hurt?

Neil Henderson:

So went out, I took some photos.

Neil Henderson:

I'm a photographer.

Neil Henderson:

I photographed it, put up a listing on Airbnb.

Neil Henderson:

And from February of 2014 until, February of 2020, we had 65%

Neil Henderson:

occupancy and that opened my eyes to what real estate could do.

Neil Henderson:

And it then, I started looking for ways to expand our short-term rental portfolio.

Neil Henderson:

How could I, oh, how could I go big on this?

Neil Henderson:

And I started, Googling things and I end up finding an article from a woman

Neil Henderson:

named Paula Pant on affordanything.com.

Neil Henderson:

she's a very well known single family rental investor.

Neil Henderson:

and she had a bunch of single family homes in Atlanta, Georgia that were long-term

Neil Henderson:

rentals, and she had converted one to a short-term rental and she was making

Neil Henderson:

a comparison on which one made more money versus which one was more work.

Neil Henderson:

Short-term rental made more money, but it was also more work.

Neil Henderson:

that got me on her website and along the side there was a link to a website

Neil Henderson:

called biggerpockets.com, and I clicked on that link and I went down

Neil Henderson:

the rabbit hole of real estate Invest.

Clint Harris:

Sure.

Clint Harris:

A lot of us have a similar experience.

Clint Harris:

That was obviously the big workhorse in terms of social media networking, and

Clint Harris:

especially podcasts and things like that.

Clint Harris:

I know that you got plugged in with some of the local meetups in Vegas with some

Clint Harris:

guys that ended up being some pretty big, heavy hitters and doing some big things.

Clint Harris:

Talk to me about.

Clint Harris:

The power of networking the way it was.

Clint Harris:

Then you and I go to several real estate meetups here.

Clint Harris:

Talk to me about the power of that and then the danger of distractions that

Clint Harris:

can possibly come along with that.

Neil Henderson:

Sure.

Neil Henderson:

I mean, when you're, when you first discover real estate investing, it's, I've

Neil Henderson:

described it as like being at a buffet of choices and the tyranny of choice.

Neil Henderson:

some people call shiny object syndrome.

Neil Henderson:

and, that's all over the place.

Neil Henderson:

and my poor family had to listen to all this, oh my God, this week I was

Neil Henderson:

talking about, lease options sandwiches and house flipping and short-term

Neil Henderson:

rentals, self-storage, apartments, small multifamily, syndications, all that.

Neil Henderson:

There are 1,000,001 ways to make money in real estate, and there's a million

Neil Henderson:

ways to lose million real estate.

Neil Henderson:

and I feel like I explored them all.

Neil Henderson:

the problem that I was running into was that I was attracted to strategies

Neil Henderson:

that both did not fit my location.

Neil Henderson:

Las Vegas is a very difficult market to make anything work at the time,

Neil Henderson:

except for house flipping and maybe large multi-family at the time.

Neil Henderson:

But I had no concept of getting into that.

Neil Henderson:

I got really interested in small multi-family.

Neil Henderson:

small multi-family doesn't work in Las Vegas.

Neil Henderson:

They're in terrible locations.

Neil Henderson:

You don't wanna invest in small multi-family in Las Vegas, Nevada.

Neil Henderson:

I also, discovered real estate right at a time where my wife and I had just had

Neil Henderson:

our first child, our first and only child.

Neil Henderson:

So I was a new parent.

Neil Henderson:

I had a very busy job that was keeping me, very tied down in windowless rooms.

Neil Henderson:

And, we also, Didn't have great credit and didn't have a whole lot of money.

Neil Henderson:

So in order to invest in real estate, you need time, experience, or money.

Neil Henderson:

I had no way to get more time and money was gonna take a while to clear that up.

Neil Henderson:

So I had to look for ways to get experience.

Neil Henderson:

So I started going to meetups.

Neil Henderson:

And most meetups, you'll go to real estate meetups and a lot of times

Neil Henderson:

it's your experience the same as mine.

Neil Henderson:

It's a lot of tire kickers, a lot of people looking to get into house

Neil Henderson:

flipping or get into single family rentals or get into short-term rentals.

Neil Henderson:

I met some great people at those, meetups, but ultimately I ended

Neil Henderson:

up at one on Sunday mornings.

Neil Henderson:

It was just Sunday morning coffee, with my good friend Alex Felice, and guys

Neil Henderson:

like, Ryan Pinetta, who was in that group.

Neil Henderson:

Young, hungry house flipper at the time.

Neil Henderson:

Now a big, big, real estate star and I enjoyed that more than I did the

Neil Henderson:

meetups because it was just networking.

Neil Henderson:

and we could all just get up and talk and talk about what we were doing,

Neil Henderson:

what we're having problems with.

Neil Henderson:

And somebody would lot of times would have an answer or they

Neil Henderson:

could direct you to an answer.

Clint Harris:

would you say that at that point in time, the trajectory of

Clint Harris:

how fast you were learning and how more involved you were getting in, pursuing

Clint Harris:

a life of passive income that it.

Clint Harris:

Sped up free cuz that's what happened with me on a personal level.

Clint Harris:

The more I started connecting and going to local meetups, that's what

Clint Harris:

led to sharing because everyone out there knows something that I don't.

Clint Harris:

That led to a lot of the articles that I was putting out in

Clint Harris:

different real estate forums and that's what connected you and I.

Clint Harris:

It's what connected me with probably another 20 or 30 people that I

Clint Harris:

consider to be good friends and investors and things like that.

Clint Harris:

For me.

Clint Harris:

The networking side of things really.

Clint Harris:

I went from being kind of pushed into real estate by the drive for the life

Clint Harris:

that I wanted to being pulled into it from a network of people that were

Clint Harris:

having success and knew more than I did.

Clint Harris:

Is that kind of what you experienced?

Neil Henderson:

A hundred percent.

Neil Henderson:

one of the, my favorite quotes of all time is that you are the average of

Neil Henderson:

the five people you hang out with most and as an actor, I was not hanging

Neil Henderson:

out with those kinds of people, As a defense contractor, I wasn't hanging

Neil Henderson:

out with those kind of people.

Neil Henderson:

and it wasn't until I started hanging around with people who

Neil Henderson:

had the same mindset as I do.

Neil Henderson:

Real estate investors we think they're everywhere, once

Neil Henderson:

you are one, but they aren't.

Neil Henderson:

And there's a lot of people who don't understand.

Neil Henderson:

the power of this type of investing.

Neil Henderson:

and it wasn't until I started being around those people who were pursuing it, like

Neil Henderson:

I was, some of them more successful, some of them less successful, but all

Neil Henderson:

with the same mindset of they wanted to get to the point where they could

Neil Henderson:

stop trading their time for money.

Neil Henderson:

and that networking and just that being around those.

Neil Henderson:

was really why I've been successful.

Clint Harris:

So let's talk about that a little bit.

Clint Harris:

we're well into this interview at this point.

Clint Harris:

Let's remind people while we're talking here.

Clint Harris:

In the last couple years, you've been involved in over 40 million of commercial

Clint Harris:

real estate acquisitions, as a partner and on various levels, different projects

Clint Harris:

across the Southeast other places as well.

Clint Harris:

You went from the person you just described who's just getting

Clint Harris:

sucked into this and networking and things like that but you didn't

Clint Harris:

have time, you didn't have money.

Clint Harris:

And without those things it's really hard to get experience.

Clint Harris:

So one of the things that I thought was very creative is the way that you

Clint Harris:

used a little bit of time that you had to leverage other people's experience.

Clint Harris:

And the way that you did that was with, your wife Brittany and you creating

Clint Harris:

the Road to Family Freedom podcast.

Clint Harris:

I thought that was a very unique solution to a complex problem

Clint Harris:

of I don't have much time.

Clint Harris:

I don't have much money, I don't have any experience, and without time and

Clint Harris:

money I can't get the experience.

Clint Harris:

So that was a way that you used other people's experience and

Clint Harris:

leverage their past failures and successes to kind of springboard you.

Clint Harris:

So talk to me about that process.

Clint Harris:

What led to you starting that?

Neil Henderson:

I fell into.

Neil Henderson:

In the spring of 2017, I had a local Las Vegas real estate investor, and

Neil Henderson:

I'm suddenly blanking on his name.

Neil Henderson:

It doesn't matter who was like, Hey, I'm going to this real estate

Neil Henderson:

conference in Denver called The Best Ever Real Estate Conference being

Neil Henderson:

put on by a guy named Joe Fairless.

Neil Henderson:

And it's the first ever best ever conference.

Neil Henderson:

you should go.

Neil Henderson:

It's about commercial real estate investing.

Neil Henderson:

I'm like, okay, real estate conference.

Neil Henderson:

Sure.

Neil Henderson:

Sounds good.

Neil Henderson:

So I go to that conference and it just, you've been to it?

Neil Henderson:

It's mind blowing.

Neil Henderson:

Like it is another level of real estate investor.

Neil Henderson:

there's multiple billionaires there.

Neil Henderson:

Multi, multiple, multi billionaires, and.

Neil Henderson:

and that's first where I got exposed to self-storage and

Neil Henderson:

syndication and things like that.

Neil Henderson:

And I also got exposed to the power of podcasting is that, as an early

Neil Henderson:

real estate investor, I can't tell you that number of times I'm sure I have

Neil Henderson:

some of these embarrassing posts on bigger pockets of, Hey, does anybody

Neil Henderson:

wanna mentor me on blah, blah, blah.

Neil Henderson:

Well, no, that's not the way it works.

Neil Henderson:

People are not gonna mentor you, for free.

Neil Henderson:

but what I discovered is that, like how often do you have people say,

Neil Henderson:

Hey Clint, could I take you out for coffee sometime and pick your

Neil Henderson:

brain about short-term rentals?

Clint Harris:

Yeah.

Clint Harris:

Couple times last week.

Neil Henderson:

You're a busy investor, you've got a family, you've got a life.

Neil Henderson:

but what I discovered is that, oh, wait a second.

Neil Henderson:

I could create a podcast.

Neil Henderson:

I could invite these people onto my podcast to give them a platform to talk

Neil Henderson:

about what they're doing, but at the same time, I get to sit down to them for

Neil Henderson:

an hour and talk about their investing strategy and learn from them one-on-one.

Neil Henderson:

And oh, by the way, I then get to provide something of value and I was hooked.

Neil Henderson:

I love, I mean, I'm hooked on podcasting now.

Neil Henderson:

We're, we started another one and it was from there that

Neil Henderson:

I, I started meeting people.

Neil Henderson:

I met you.

Neil Henderson:

I literally, I found you through a, and we've mentioned this in the last

Neil Henderson:

podcast, but I, on there was a bigger pockets post that you put up about how

Neil Henderson:

you were selling all of your long-term rentals and investing in short-term

Neil Henderson:

rentals and moving to the beach.

Neil Henderson:

I was like, oh, that sounds like a perfect guy for the podcast.

Neil Henderson:

And I brought you on and we started chatting and one thing led to

Neil Henderson:

another, and we don't need to go into detail about how our paths continued

Neil Henderson:

to cross, but, That's really it.

Neil Henderson:

With podcasting it's a way I didn't have time.

Neil Henderson:

I didn't have money, I didn't have experience, so how can I learn?

Neil Henderson:

I didn't have any money to pay for a mentor, but I had a little bit

Neil Henderson:

of money and I had some experience and knowledge about multimedia and

Neil Henderson:

podcasting, how can I leverage that to basically, Provide a platform that

Neil Henderson:

allows me and my audience to learn from these really successful investors.

Clint Harris:

Yeah, absolutely.

Clint Harris:

And that's one of the things that immediately, when we first got to

Clint Harris:

talking, before the first, and I, we did several interviews that what jumped out

Clint Harris:

to me is that you turned yourself into a lightning rod for knowledge and for

Clint Harris:

deals and for opportunity and for pitfalls and mistakes and things like that.

Clint Harris:

you turned yourself into a lightning rod to attract positive

Clint Harris:

energy and negative experiences that had potential to save you.

Clint Harris:

A lot of costly mistakes as well from some of the top investors

Clint Harris:

all across the country and in some cases all across the world.

Clint Harris:

And I think that's what we're trying to do here, right, is like there's so

Clint Harris:

much noise and so much out there about different opportunity and honestly

Clint Harris:

different ways that people can spend their time when they're riding in the car or

Clint Harris:

when they're at the gym or anything else.

Clint Harris:

And we're trying to create another one of those small oasis in

Clint Harris:

the desert kind of spots where.

Clint Harris:

, there's opportunity and like-minded people in the right place.

Clint Harris:

And the reason I'm doing this is because of, the relationship that you and I

Clint Harris:

struck up originally and then watching.

Clint Harris:

The way that you changed and developed faster than I was at the same period

Clint Harris:

of time, even though I was a very active investor working on a fairly

Clint Harris:

dedicated strategy, I was working hard.

Clint Harris:

But you were developing faster than I was.

Clint Harris:

The only thing that I saw was that you developed clarity over time

Clint Harris:

as to what your path was gonna be.

Clint Harris:

Originally it was shiny object, object syndrome and you talked

Clint Harris:

about the danger of distractions.

Clint Harris:

Specifically when so many options are presented to you, there's a lot

Clint Harris:

of different things you can pursue in that danger of distractions

Clint Harris:

or the shiny object syndrome.

Clint Harris:

it's it can.

Clint Harris:

Cause analysis paralysis in a lot of situations, or it can send you

Clint Harris:

off in a lot of different tangents.

Clint Harris:

And I like to kind of think of it sometimes if you're on an island in the

Clint Harris:

middle of the lake and you got enough wood to build a bridge to shore, but if you

Clint Harris:

start building it five feet this way and then five feet that way and five feet this

Clint Harris:

way, you end up stuck on the same island.

Clint Harris:

So talk to me a little bit about that.

Neil Henderson:

So you name it.

Neil Henderson:

I've experienced those symptoms, shiny object syndrome, analysis paralysis, but

Neil Henderson:

I never took my eye off the larger goal.

Neil Henderson:

and in some respects, the fact that I couldn't invest when I first

Neil Henderson:

discovered real estate probably saved me from some mistakes.

Neil Henderson:

I've got friends of mine who just like learned and then just charged

Neil Henderson:

off into a strategy and failed.

Neil Henderson:

I had to wait.

Neil Henderson:

I was, I had those distractions, but I had no real way to actually implement them.

Neil Henderson:

so in some respects what I started to do was.

Neil Henderson:

I started looking for ways.

Neil Henderson:

I, I'm an older, I got into this older I'm an older dad.

Neil Henderson:

I didn't have, we didn't have my, our first child until I was 44.

Neil Henderson:

I didn't get married until I was 42.

Neil Henderson:

It just was, call me a late bloomer, whatever.

Neil Henderson:

So the idea of.

Neil Henderson:

That you had had and a lot of other investors have, which is you're

Neil Henderson:

gonna buy one single family home a year for 10 years and you're

Neil Henderson:

gonna have 10 single family homes.

Neil Henderson:

Didn't appeal to me all that much and I started looking for a ways

Neil Henderson:

to swing for the fences right away.

Neil Henderson:

Now there's good parts and bad parts about that.

Neil Henderson:

the good part is that it gets you thinking bigger, and it gets you into A niche of

Neil Henderson:

real estate where real magic happens.

Neil Henderson:

The bad thing is that it is intimidating as all hell, and it

Neil Henderson:

can lead to analysis paralysis.

Neil Henderson:

and I, I really started at the longer I was at it, the more I started

Neil Henderson:

narrowing down on what I wanted to do.

Neil Henderson:

I was already doing short-term rentals.

Neil Henderson:

I had one, but it was just one unit.

Neil Henderson:

It was basically, it was just a house hack.

Neil Henderson:

and, Las Vegas is very hostile to short-term rentals, so

Neil Henderson:

we couldn't expand there.

Neil Henderson:

but I discovered self-storage and at the same time I discovered syndication

Neil Henderson:

and I started looking for a way to leverage the skill that I did have,

Neil Henderson:

which was just connecting people.

Neil Henderson:

and, I ended up meeting my partner now, Erik Hemingway, who is an

Neil Henderson:

experienced self storage investor.

Neil Henderson:

when I met him, he had two facilities.

Neil Henderson:

He was just about to buy his third, and then he bought his fourth about

Neil Henderson:

two years ago, and I kept on trying to encourage Erik to syndicate his deals.

Neil Henderson:

Now, Erik was smart, he realized he wasn't ready.

Neil Henderson:

Now I could have gone off and found somebody else.

Neil Henderson:

Who was further along than that and I would've accelerated, would've, I

Neil Henderson:

could have, raised capital for them.

Neil Henderson:

I could have partnered with them in some respects, but I didn't,

Neil Henderson:

something made me stick with Erik.

Neil Henderson:

so did that answer the question?

Neil Henderson:

How I went from being really distracted.

Neil Henderson:

To slowly but surely just narrowing in on a focus that was gonna work for me.

Neil Henderson:

The problem was, I was trying to hit home runs.

Clint Harris:

Yeah, I it makes total sense how that happened, but I think

Clint Harris:

the reason it happened is because Of the podcast and your ability to talk

Clint Harris:

to different real estate professionals every week that you were honing in, iron

Clint Harris:

sharpens iron, and you were basically honing in on the strategies, but more

Clint Harris:

importantly, the character, the people, the quality of the deals, and also

Clint Harris:

the quality, the operators as well.

Clint Harris:

And so I think that in that situation, You figure it out over time, okay,

Clint Harris:

this is what I want to do and this is who I'd like to do it with.

Clint Harris:

And you did that without having to make your own mistakes or risk other

Clint Harris:

people's capital on deals that large.

Clint Harris:

So it makes total sense how you did that and how it all came together.

Clint Harris:

And I think it's, again, it's the power of networking and things like that

Clint Harris:

and the ability to use other people's experience at the end of the day,

Clint Harris:

it's exactly what we're talking about.

Clint Harris:

It's a combination of time, experience, and money, and.

Clint Harris:

only had a portion of that, but you partnered with someone else that had what

Clint Harris:

you were lacking and found a way to put it together to do something that as a whole,

Clint Harris:

is greater than the sum of its parts of what you guys could put together there.

Clint Harris:

So talk to me about what you've accomplished, after moving to Carolina

Clint Harris:

Beach, what you've done there and, and what the last year for you has looked

Clint Harris:

like and what the next years look like.

Neil Henderson:

When I finally zeroed in on the strategy that I

Neil Henderson:

wanted self-storage syndication, it was incredibly difficult for me to

Neil Henderson:

pursue that with the job that I had.

Neil Henderson:

Um, I worked in windowless offices.

Neil Henderson:

You knew how hard it was to get ahold of me.

Neil Henderson:

I couldn't have a cell phone in my office.

Neil Henderson:

it was very limited for what I could do.

Neil Henderson:

and when Covid hit, my life, like a lot of people's lives, took a sharp.

Neil Henderson:

partly, and it's a long story.

Neil Henderson:

we, we ended up selling our house.

Neil Henderson:

We had a huge amount of equity in our house in Las Vegas, because we had been,

Neil Henderson:

I wouldn't do this now, but I had been funneling all those profits from our

Neil Henderson:

short-term rental house hack back into paying down our debt, our mortgage on

Neil Henderson:

the house, and at the same time, the Vegas housing market was appreciating.

Neil Henderson:

And so we sold it and I, when Covid hit, I had, a lot of concerns that the

Neil Henderson:

Vegas housing market was gonna crash.

Neil Henderson:

Now, I couldn't have been more wrong.

Neil Henderson:

I'm still not sad that we sold, because we then were able to take that

Neil Henderson:

money off the table and reevaluate what the world was going to do.

Neil Henderson:

And at that time, I made the decision I'd been a defense contractor for 18

Neil Henderson:

years and I didn't want to do it anymore, and I didn't wanna live in Las Vegas

Neil Henderson:

anymore, and my self storage partner was in Wilmington, North Carolina.

Neil Henderson:

I wanted to be closer to them and what they were doing, By then, you and I

Neil Henderson:

had connected and I knew that there was short-term rental opportunities in

Neil Henderson:

Carolina Beach, and I reached out to you and I said, Hey, I wanna buy a small

Neil Henderson:

multi-family in Carolina Beach, that we can possibly use as a house hack someday.

Neil Henderson:

And you laughed at me, said something like, get in line,

Clint Harris:

you and everyone else

Neil Henderson:

get in line.

Neil Henderson:

and then I said, I'm gonna call you back next week with our budget.

Neil Henderson:

And I immediately sat down and called our lender and told him what I wanted

Neil Henderson:

to do and I came back to you and said, okay, here's our budget and I've

Neil Henderson:

already got approval for the loan and I've got this much money in the bank.

Neil Henderson:

And that got your attention.

Clint Harris:

It did.

Clint Harris:

And also because you had a willingness.

Clint Harris:

And it's what ended up happening is that sometimes when you can't find a

Clint Harris:

good deal and the market is too hot, that you have to make a good deal.

Clint Harris:

And you guys ended up buying a beautiful townhome.

Clint Harris:

Amazing ocean views from all three levels directly across the street from the ocean,

Clint Harris:

and converting a downstairs unit into a separate, one bedroom, one bath across

Clint Harris:

the street from the ocean, condo unit.

Clint Harris:

And it's beautiful.

Clint Harris:

And you did a great job with that.

Clint Harris:

I'm fast forwarding through a lot of that, but it allows you to live here.

Clint Harris:

And have the vast majority of your house paid for by the income come

Clint Harris:

from the downstairs that you manage it while you focus on your commercial real

Clint Harris:

estate investing and development there.

Neil Henderson:

And I wanna emphasize that I haven't achieved financial

Neil Henderson:

independence by any stretch of the imagination, but one thing that people

Neil Henderson:

need to keep in mind is there are degrees, Of financial independence.

Neil Henderson:

And I had through, the commercial investing that I had done with the deals

Neil Henderson:

I had been involved with some of the single family rentals that I'd purchased.

Neil Henderson:

and the fact that I was house hacking a town home across from the beach.

Neil Henderson:

That my expenses are low what I had done was created enough runway for myself

Neil Henderson:

in order to, for me to take a risk on myself, and for me to take that leap.

Neil Henderson:

And I, and it remains to be seen, whether or not that will work.

Neil Henderson:

There are no guarantees.

Neil Henderson:

But I was, had gotten to a, a place.

Neil Henderson:

where I was uncomfortable enough, where I was that it, I was okay taking that leap.

Neil Henderson:

And I'm now, it's, you and I both know the deals that we have done.

Neil Henderson:

It's gonna be years before we're paid.

Neil Henderson:

our investors are gonna get paid long before, before we get paid.

Neil Henderson:

and you and I both may need to figure out some other income source,

Neil Henderson:

maybe advertising on podcasts.

Neil Henderson:

I don't know.

Neil Henderson:

I'm not expecting that to be an income generator, but the whole idea is, That

Neil Henderson:

you can, if you build yourself enough runway, and enough, get enough cash

Neil Henderson:

flowing assets, you don't have to get a hundred percent of the way there.

Neil Henderson:

You can get 25, 35% of the way there, and then that allows you to just take

Neil Henderson:

a leap and take a bet on yourself.

Clint Harris:

Absolutely.

Clint Harris:

Well, the decision got taken away from you because you knew what

Clint Harris:

the rest of your life looked like.

Clint Harris:

If you did nothing.

Clint Harris:

If you stayed there, you know what the rest of your life looks

Clint Harris:

like, and sometimes that's all the motivation that you need.

Clint Harris:

And even though.

Clint Harris:

, with the big changes and the drastic move that you've made,

Clint Harris:

don't sell yourself short.

Clint Harris:

You've created an unbelievable amount of value in, in five syndication

Clint Harris:

deals this past year and, 40 million worth of commercial real estate total

Clint Harris:

that you've been a part of since you started investing in commercial real

Clint Harris:

estate over the last couple years.

Clint Harris:

The smartest thing you did was leave the money in the deals, is that

Clint Harris:

you're continuing to let it roll forward and grow exponentially,

Clint Harris:

and it's not going to be long.

Clint Harris:

, you'll be able to live off of that, but you're leaving the chips on the

Clint Harris:

table and you're letting it ride.

Clint Harris:

And we all know that there's gonna be more continued opportunities, especially in the

Clint Harris:

next year as we roll into the next looming recession for the next year or two.

Clint Harris:

at the end of the day, you're still on the journey, but I think the proof is

Clint Harris:

certainly evident with what you've been able to do so far that all the gambles

Clint Harris:

that you've taken, yes, you're right.

Clint Harris:

It's risk, but it's calculated risk.

Clint Harris:

And the real risk is not making a.

Clint Harris:

When you knew what the outcome was gonna be.

Clint Harris:

So I'm excited to be on this journey with you and excited to, to continue to watch

Clint Harris:

the progress, and I'm really excited to be documenting this with you so that we

Clint Harris:

can look back on it over the next year or two and see what's developed because

Clint Harris:

of the decisions that you've made.

Neil Henderson:

I don't know where else to go from there.

Neil Henderson:

I think you covered it.

Neil Henderson:

I think you wrapped it up nicely, which is, I'm more excited for the future

Neil Henderson:

than I have ever been in my entire life.

Neil Henderson:

and I'm also more financially insecure than I've ever been in

Neil Henderson:

my entire life, but it's exciting.

Neil Henderson:

there's a much better, reward on the other end of that risk.

Clint Harris:

Absolutely.

Clint Harris:

Neil, thank you for sharing with us.

Clint Harris:

I know that a lot of that is, it's just you've gotta put yourself out

Clint Harris:

there and expose what you've done.

Clint Harris:

And sometimes it's exposing what's coming next.

Clint Harris:

And I know that there's a certain amount of risk that comes along with

Clint Harris:

that, but thank you for sharing that.

Clint Harris:

Thank you for sharing that with the listeners and, uh, look forward

Clint Harris:

to seeing where it goes from here.

Clint Harris:

So thank you for listening.

Neil:

thank you so much for listening to this episode of the

Neil:

Truly Passive Income Podcast.

Neil:

If you liked the show, if you think it would be useful for someone else,

Neil:

the greatest compliment you could give us would be to share the episode

Neil:

with a friend and leave us an honest review wherever you listen to podcasts.

Neil:

If you have any questions, don't hesitate to let us know on Twitter

Neil:

@TrulyPassive and remember, with truly passive income comes freedom of.

Neil:

Place and the freedom to pursue your higher purpose.

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