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May 6, 2025 16 mins

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Steve Couper shares how his aviation career inspired his transition to real estate investing as a way to secure his family's financial future and create generational wealth through strategic property investments.

• Started real estate investing to secure financial future after his aviation career ends
• Chose real estate to provide both financial resources and knowledge to his son
• Prefers value-add buy and hold strategy to create immediate equity and long-term growth
• First home purchase taught valuable DIY skills while doubling his investment
• Uses conservative risk management approach with focus on preserving investor capital
• Plans to support business growth in Abbotsford as Chamber of Commerce Director nominee
• Implements time blocking strategy to balance multiple careers and family responsibilities
• Prioritizes family time and reserves weekends for personal life

Contact us to learn more about real estate investing strategies or to be featured on a future episode.



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Episode Transcript

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Speaker 1 (00:00):
As I sold that property.
I sold it for twice what I paidfor it.

Speaker 2 (00:05):
Welcome to the 5 Questions Podcast, where we
unlock real estate and businessinsights one question at a time.
Welcome to the 5 QuestionsPodcast.
I am your host, mario Lamar.
Our guest on today's show is anaccomplished professional with

(00:28):
over 25 years of experience inthe aviation industry and real
estate investing.
A best-selling author,multi-family investor and
podcast host himself, he's hereto share his insights to help
aspiring real estate investorsfind success and balance in life
.
I present to Steve Cooper.

(00:49):
Steve, welcome to the showtoday.

Speaker 1 (00:51):
Thank you so much for having me, Mario.
It's wonderful to be here.
I look forward to thisinterview.

Speaker 2 (00:58):
Steve, the concept of the podcast is real simple Five
questions about real estate orbusiness and we get straight to
the point.
You ready, let's go.
All right, steve, as mentionedin the intro, you have a
successful career in aviation.
What prompted you to ventureinto real estate investing and

(01:20):
maybe how did you transitioninto getting more involved in
the real estate space?
Thank you, mario.

Speaker 1 (01:27):
That's a great question.
So I love my job.
My career is something thatfills my cup every day.
I've been working in aviationmy whole life and I'm very
fortunate to have this career.
I can't say enough about that.
But unfortunately I'm also athird time lucky husband and as

(01:49):
a consequence of that, you know,I've been financially started
at zero a few times here.
So, recognizing that the careeris wonderful, but also where I
am in life, I had to dosomething different.
I had to do something to changethe future.
After I no longer work atCascade, where I employed, I

(02:09):
need to make sure that I've gota future planned out that
secures my family.
I can't leave it to chance.
I want to make sure I'm takingthe right steps to ensure that
my family has the fundsnecessary to fulfill their
dreams right.
It's all about trying toachieve our goals, and I want to
make sure that I give not onlythe money but also the knowledge

(02:35):
and the skills necessary for myson to be able to move forward.
So I looked at differentopportunities, different
investments, tried to vet outwhat I did and did not want to
do.
I chose real estate investingbecause there's secure funds on
hard assets that providescheduled returns.

(02:56):
It's actually my preferredinvesting strategy.

Speaker 2 (03:01):
Yeah, and like you said, I like what you said is to
leave not only financial helpto your son or your family or
loved ones, but also to showthem a way that they can
continue pursuing and making themoney work for them at a future
time.

Speaker 1 (03:22):
You know's, it's something that becomes less and
less secure as time goes on.
It seems like there's more andmore things that are causing us
to sense that risk and I wantedto make sure that I don't
necessarily um need need my sonto inherit my mindset on real
estate, but I want him to seehow business works.

(03:44):
I want him to gain financialliteracy and business acumen and
be able to actually understandhow to use that.

Speaker 2 (03:53):
Yeah, absolutely Brings us to our second question
and talking about real estate,you're a value add buy and old
type of investor.
Why did you choose thisstrategy over other strategies?
Because there's many in realestate and maybe what are some
advantages do you see in thatstrategy?

Speaker 1 (04:15):
Thank you for asking that.
It's actually something I'vemulled over for quite some time
to try and see what was mypreferred strategy.
I like the value addopportunities because that's
where you see a property thatneeds a little bit of TLC.
There's an opportunity to lookat this property and perhaps
there's an increase in rent, soperhaps there's an opportunity

(04:37):
to make the building moreefficient from an expense
perspective.
That provides you with a liftin what we call the net
operating income, and that netoperating income is how
multifamily properties areassessed.
Really, the value of thatproperty comes in the numbers,
so there's an opportunity for animmediate lift that pays my

(04:58):
investors back what they helpedto support to procure the
property.
And then it's going to be a buyand hold.
We're going to hold onto thatproperty as long as the life
will allow to make sure thatevery five years we're
refinancing the property, we'repulling some equity out, we're
refinancing for another fiveyears.

(05:19):
Well, just imagine now we'redoing that on multiple
properties, so that a portfoliois building where every year
we're in a position where we'reable to refinance another
property and build that equityincome.
That income is, I think,something magic that everybody

(05:41):
thinks about, but most of us, Ithink, are thinking in the terms
of the transaction when wefirst start into investing, but
the reality is that the realbenefit comes in the portfolio
you build and the continuousgrowth of that portfolio, and
that's how that generationalwealth can be preserved too.

Speaker 2 (06:01):
You're right, if you buy one property a year, it'll
pay off over and over.
But imagine if you do you buyone property a year, it'll pay
off over and over.
But imagine if you do two orthree properties per year.
Um, that is big, big money thatyou can see, year over year,
constantly paying you for thework that you did, you know, at
the beginning.

Speaker 1 (06:19):
So yeah, well, absolutely and I mean.
So that's the.
The value I want to offer myinvestors is find those
opportunities where we canactually build that portfolio
together.

Speaker 2 (06:30):
Yeah, Brings us to our third question and again
going back to real estate, itoffers we talked about it a
variety of investmentopportunities, opportunities.
What is it about real estatethat made it stand out for you?

(06:51):
Maybe compared to, maybe thestock market or, you know, other
types of investment now, maybecrypto, we touched a little bit
on it, but really, why realestate compared to other types
of investment strategies?
I?

Speaker 1 (07:05):
guess that there's certain comfort in what you know
, mario.
I bought my first house afairly long time ago.
I bought that property for$27,500 in the middle of New
Brunswick a fair number of yearsago.
This was my first home.

(07:26):
I didn't know much about what Iwas doing, but it was a great
opportunity for me to learn thevalue of real estate.
I repainted the house insideand out.
I replaced kitchen cupboards.
I built a garage.
I didn't know how to build agarage on my own.
I actually worked with theneighbors.
They showed me.
It was an opportunity to beinteractive with the property

(07:46):
and understand okay, this is howyou mount kitchen cabinets,
this is how you pour afoundation for a garage.
We framed it.
We actually built the roof on.
You know so.
So, anyhow, all that to say, Igot to learn in the trenches and
I was right, happy with that,because that's something I've

(08:08):
leveraged ever since.
But the reason I choose realestate is because, as I sold
that property, I sold it fortwice what I paid for it and I
got to live in it for four years.
So I feel like I came out ahead.
I came out ahead not only withthe knowledge that I'd gained in
the tools, but also in theknowledge that, oh, investing in

(08:30):
real estate is something whereyou can actually see your equity
built.
It's a lesson I learned slowly,but I nonetheless learned it.
So understanding the power ofreal estate was something that I
built through.
You know, we've owned 10 housesor so by now, and we've gone
through the process ofunderstanding that in personal
real estate, I transitioned toprofessional real estate

(08:54):
investing a few years back,where I decided it's time to
learn how to avoid the mistakesI've been making in the past and
how to really put thisknowledge to work to secure our
future.

Speaker 2 (09:07):
And real estate, do you find, compared to other
strategies, it's not a get richquick scheme, but it's a more
stable and safe if you know whatyou're doing, if you know what
you're doing, if you know whatyou're doing.

Speaker 1 (09:23):
And you know so, in all of the properties I
underwrite now I have a riskmanagement strategy that I try
to employ that ensures that youknow I follow a few simple
tenets.
The first rule is never losemoney.
The second rule is absolutelynever lose your investors' money
.
I want to make sure that I'mbuilding in a risk management

(09:48):
strategy that isovercapitalizing the properties,
if needs be, to make sure thatthere's enough cash flow to
de-risk any cash calls.
There's no need to cash call.
I call my investors and say,hey, we're in trouble here and
to make sure that we'refactoring for interest rate

(10:08):
changes and we're not findingourselves in financial
strategies that the government'sgoing to rip out from under our
feet and so on.
So I'm a pretty conservativeinvestor.
I guess is one of the thingsthat I can say.
But real estate investing forme is something that is you're
investing in hard assets.
It's something tangible that Iknow.
I understand the potential andnow that I've invested in an

(10:33):
education to learn how to dothis professionally, I'm
confident in everything I'mdoing.

Speaker 2 (10:38):
Yeah, Brings us to our fourth question.
We're going to go in adifferent direction now You've
been nominated to representAbbotsford as Director of the
Chamber of Commerce.
What are your goals in this newrole?
It's an exciting new role, andwhat do you plan to contribute

(11:01):
to the community?

Speaker 1 (11:03):
Thank you, mario.
Actually, you're, it's a.
You're right, this is anexciting new role.
It's a bit of a diversion fromwhat I, what I'm doing, but it's
it's actually in line withthings that I care about very
much, and it is only anomination.
At this point in time.
I should I should stress, butyou know where stress.
But what I think about is I livein Abbotsford and this is a

(11:29):
part of the province that'spoised to grow.
We're looking to add 100,000people to this neighborhood in
the next 25 years and to do so,we need to have business that's
going to draw them in.
We're needing to be able tomake this a business-friendly
environment that encourages andsupports the businesses that we

(11:53):
have today and encourages newones, and, at the same time,
we're probably the mostvulnerable to the tariffs that
are being introduced back andforth between us and our
neighbors to the south, whichthreatens our ability to support
these businesses and encouragetheir growth.

(12:16):
So what I'm looking to try anddo is understand where people
need help and see where I canlend a hand or advice or try and
influence change that willsupport this growth that we need
.
We need to see more youngpeople in the valley here.
We need to see more people getinterested in the local industry
and try and support what we'redoing, and we need to be

(12:39):
prepared to grow.
So I'm all about trying to setthe framework for that and
anything I can do to contribute.
I'm all in.

Speaker 2 (12:46):
Encourage the young ones to start new businesses.

Speaker 1 (12:49):
Yeah, yeah, let's do it.

Speaker 2 (12:51):
Yeah, that's really good.
And finally, Steve, our fifthand final question for today as
a seasoned professional, how doyou manage your time?
You need to balance your careernow, your investment, a real
estate investment career.
You have a podcast of your own,your family life.

(13:12):
What type of tools do you useor strategies to stay organized?

Speaker 1 (13:18):
Thank you, marielle.
You know it's really fresh andit's really an important
question.
I think that it's somethingthat I struggled with for a fair
bit.
I find there are manydistractions that can absorb, or
can consume, a fair amount ofyour time.
Social media is a big one.

(13:40):
You can get started rollingdown your feet and the next
thing you know two hours havegone by.
So for me, I've actuallyadopted something called time
blocking.
I think it's a really powerfultool that, coupled with some
self-discipline, can reallyensure that you're accomplishing
and succeeding at the thingsthat you feel are important

(14:03):
accomplishing and succeeding atthe things that you feel are
important.
So I've broken my day into halfhour chunks.
Specifically, before I go towork as I told you, I work full
time and after I come home, Ihave broken my, broken my day
into half hour segments and I'veallocated those segments to
certain things.
So I'll wake up in the morningand have a cup of coffee, and
that's one segment.
I allow myself time to actuallyget ready, but then I'm on the

(14:27):
exercise mat and I'm practicingwhatever I need to try and feel
like I'm ready for the day.
I've got time to make the lunchwalk the dog.
I'll be analyzing some dealsfirst thing in the morning,
potentially interviewingsomebody for my podcast in the
morning because a lot of thefolks I deal with are on the
other side of the country andthat time zone works for them
and then I'm off to work and Icome back home and I'm on a

(14:50):
podcast or I'm learningsomething from one of the
masterclasses that I'm part of,and then I'm doing some
follow-up with prospects and atthe end of the day then I'll get
on social media.
So if I start the day withsocial media or the news, I'll
lose time.
If I save that for the end ofthe day, then at the very least

(15:11):
I'll have got the things out ofthe way that I need to do before
I get into the things that Iwant to do.

Speaker 2 (15:16):
I think that helps.
That's very good insight.
Time blocking is such animportant part of staying
organized in your life, and whatI like from what you said is
that you do time block but youalso reserve time for leisure
and it's not, you know, anunbalanced time blocking.

Speaker 1 (15:40):
Well, you know you're right time blocking.
Well, you know you're right.
And I mean, I think mostimportant that I missed thank
you for reminding me is that Ibooked time with my wife and my
son after I'm finished with thework that I need to do during
the day to be able to say, okay,this is now family time.
Yeah.

Speaker 2 (15:56):
And I try not to schedule anything on the
weekends.

Speaker 1 (15:59):
We'll see how that works.

Speaker 2 (16:01):
Hey, listen, we're always learning.
Steve, thank you so much fortaking the time to be on one of
our episodes.
Lots of value, lots of lessons.
I hope that our listeners takea little piece of your knowledge
and take them, take it on theirjourney.
But for now we'll leave it atthat and once again, thank you

(16:23):
for taking the time to answersome questions.

Speaker 1 (16:26):
Great fun, Mario.
Thank you for having me.
I look forward to seeing theepisode and seeing what you've
got next in store.
Thank you.

Speaker 2 (16:32):
Thanks for tuning into the 5 Questions Podcast.
If you enjoyed today's episode,don't forget to subscribe, like
and hit the notification bellon our YouTube channel so you
never miss an episode.
Stay tuned for more insightsand tips to transform your real
estate and business game.
See you next time.
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