
03/10/2025 9:20pm
The Pros & Cons of Investing in Multiple Real Estate Markets and More
Managing portfolios across multiple markets and building resilience through disciplined financial practices is key to long-term success. Real estate investing comes with inevitable challenges—CapEx surprises, evictions, and market swings. In...
In this episode
Managing portfolios across multiple markets and building resilience through disciplined financial practices is key to long-term success.
Real estate investing presents inevitable challenges—CapEx surprises, evictions, and market swings. In this episode, we share how to stay emotionally and financially prepared while keeping your portfolio stable and growing. Tune in for actionable strategies!
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Feel free to reach out to me at any of the following:
- Email: aaron@aaronameen.com
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- Website: aaronameen.com
- Academy: remoterealestateacademy.com
all right welcome back to our special
new podcast series The 20-minute
investor where my partner Nathan and I
bring you actionable nuggets and
insights from our real estate investing
Journeys in bite-size 20-minute episodes
I’m Aon Amin my wife and I built a
portfolio of eight cash flowing rentals
across three states while working
full-time and raising a young family and
I’m Nathan a husband father technology
executive who built a portfolio of cash
flowing rentals across two states from
over 2,000 miles away together we
co-founded the remote real estate
Academy where we coach investors on how
to build their own port folios of cash
fling rentals from anywhere in the world
so every week we’re going to pull back
on different topics that some of our
members have maybe asked us or things
that we’re working on that we think
might be useful and like I said we’re
going to keep it to 20 minutes and under
so we can respect everyone’s time
including our own so this past week we
did a bit of polling inside of our
community to try and see what was on
people’s minds you know what was it big
picture strategy stuff was there some
specific part of the investing process
they were stuck on and we got a couple
good responses one of which was a really
kind of highle question that I think
would be fun to spend some time on and
it was about you know am I playing the
game right this was from someone who
already has a portfolio they’ve already
invested across multiple States but you
know they’re hitting the kind of common
Valley of Despair where they’re a few
years into their journey and some stuff
has broken gone wrong on the capex side
there’s been an eviction some of the
pains that are more or less inevitable
when you play the rental game for long
enough but they hurt nonetheless and I
can tell that what he’s looking for is
is some validation that hey is this the
right game even though some of this
stuff really sucks and it’s really
getting him down so Nathan what do you
think what’s the kind of first first
part of answering that
question well the first part first thing
that comes to mind is I think we’ve all
been there and I say that tongue and
cheek but it really is more about I
think it’s part of the journey right I’m
sure someone out there has the perfect
real estate journey and nothing ever
goes wrong or nothing ever went wrong
and all is good but I think more often
than enough for most people that’s maybe
part of the game right the one thing
that I heard or I was told when I
started my journey that I try to keep in
mind every single day when I do anything
related to real estate somebody said
something to me or I heard it somewhere
I can’t remember along the lines of as
long as you’re ready you know mentally
financially um you know process people
Network whatever it is as long as you’re
ready and you know that crap’s going to
hit the fan then you’ll be fine right
that’s something that just stuck to my
mind and I keep in my mind all the time
because there’s always stuff that is
going to happen right and there’s stuff
that happens all the time I’ve had
evictions I’ve had trees fall on my
houses through or one house in this case
but uh you know through after storms and
as long as I think you’re mentally and
financially prepared and you know that
it’s just part of the game then at least
for me
it really just helps get through this
kind of stuff how about
you yeah I think expectations are a very
important part of it and sometimes
there’s a false sense of security
especially when you buy newer properties
in nicer areas with stable tenants that
are renewing their lease year after year
when things don’t go wrong it creates
this sense of security which is well
earned right if you bought a good house
in a good area and you have good t
screening processes and you are a good
landlord then yes it’s less likely for
things to go wrong but it is still 100%
inevitable that you will have CeX events
that you will have a tenant that hits a
hard time you know there could be events
totally outside of their control outside
of your control that really affect what
what happens with your portfolio and if
you’re not expecting that no matter when
right it could occur on day one or it
could occur on year three I I think
that’s something hard to Grapple with
but even if you do expect it this is
where I think it gets tough like even if
you set your expectations hey
something’s going to happen it’s just a
matter when you’re saving money in your
reserve accounts it still sucks no fun
when it happens that’s for sure and Al
like just one anecdote there is that
like in 2023 there was a six-month
period where there was not a single
vacancy not a single Mis rent payment
not a single repair not a single capex
expense on my eight proper portfolio
across three states and I didn’t get any
calls it was like just true felt like
true mailbox money yeah it felt like a
dream right and that’s great we were
still stuffing away reserves and for the
most part I don’t touch those operating
accounts like I don’t draw down on them
monthly for personal expenses so it was
great we were building up this big
cushion then one of our tenants like
went missing for 37 days and that
started a snowball of events over the
winter where there was this like uh I
think it was about week stretch where
six of those eight properties all had
major between1 and $4,000 expenses in a
really short period of time that entire
Reserve allocation was evaporated very
quickly and then it was all of a sudden
our Reserve was backed down and so if
six more things went wrong we were going
to be dipping into our own pocket I
share that because at that point in my
journey I was far enough to know to
expect bad things to happen but you
can’t control when those things happen
all at the same time and you certainly
can’t control how your emotional
reaction is when those things do happen
you can insulate as best as you can but
I totally validate the feeling of
sometimes wondering if you’re feel like
you’re playing the right game when stuff
like that happens in short succession
yeah they couldn’t agree more I think
there’s also which is why I said it the
way I did earlier on but there there’s
really to me at least there’s two parts
to this right there’s the the mental
aspect is being prepared just knowing
that stuff’s going to happen and when it
does it does and of course at the time
or on the moment it’s going to feel uh
very unpleasant and despite how prepared
you are it’s never fun and you got to
absorb that information that news and
you got to deal with it I think the the
other part is the financial aspect right
because I think even if you were
mentally prepared if say you did not
have the financial reserves to cope and
absorb these events you would be in a
very very different situation so that’s
why to me it’s really important to have
both of those aspects you know lined up
and ready so that when things happen
again not going to be fun you’re going
to take time to process and all this
stuff because you’re disappointed upset
you just started seeing your reserves
and your income grow and these
properties are generating cash for you
and it’s all great and then all of a
sudden something happens and that goes
down right because you have to absorb
the event but if you can’t because you
don’t have reserves whether be in kind
of your real estate business or your
personal life very different situation
right so I think it’s really important
to have or to be prepared on kind of
those two fronts mentally and
financially totally and I think as well
when you get a handful of rentals for
example even if they’re in multiple
markets the way I think about it not
from an accounting standpoint but in my
head I think of the aggregation of all
that cash flow is let’s say my Vegas
properties are performing very well but
my Iowa properties had a few problems
recently and I need to do a owner draw
from Vegas to go replenish my Iowa
reserves like I I’ll do stuff like that
and and from that perspective I also
think about like just keeping really
clean books like you know you and I both
fessa and we do our monthly reporting
and we see like okay where do we have
overage like where did we not have to
draw down our reserves or maintenance
and where did we have to dip into it and
I think there’s this like ongoing
reconciliation of just you can cross
collateralize those repair and reserve
allocations a little bit again very
clear like do it in a clean way with
your bookkeeping that’s not going to
compromise those from an asset
protection standpoint that’s one thing
where like getting a critical mass of
like six to eight rentals it can help
because if one has a problems the cash
flow from the others can help back stop
you a bit especially when your reserves
start running dry I don’t know do you
think of it similarly or no exactly the
same and I remember when I started we
might have talked about this last time
on the last episode or two I can’t
remember but precisely for what you just
said one of my goals early on was to get
to a certain number of properties so
that I have that diversification or
drisking kind of aspect of my portfolio
and should something happen to one of my
properties that the others could help
absorb kind of the financial cost and
help address any issues that come up so
100% you get to a point where like you
said you have that critical mass or that
critical number whatever it is where
hopefully you get to a place where you
don’t have to think about contributing
from your own personal funds or assets
to go maintain fix repair your portfolio
definitely and I think to we talk about
in our Academy that when we talk about
cash flow we’re usually referring to
profit and we’re very very EXP explicit
about when we talk about you know oh
$200 a month cash flow that’s not the
rent minus the mortgage that is the rent
minus the mortgage minus an expense
allocation minus capex maintenance
Property Management that’s the net and I
think sometimes people group their cash
flow all into one bucket and just say oh
this is just available money for
whatever and somewhere in between that I
think is is realistic where all those
allocations I mentioned it’s Property
Management maintenance cacks I don’t
have a different bank account for those
but what I do is in my head and on our
tracker like I do chop off a good
percentage of of the actual cash flow I
will not take an owner draw for any more
than what I know is available above and
beyond those allocations so that’s
another topic is the idea of like how
you think of an account for profit but
do you have any similar like system yeah
I was going to say exactly it’s probably
a whole other episode because it’s
probably going to be more than a few
minutes to talk about but for our
portfolio what I’ve the model that I
follow is the profit first model and
while I think technically it might be
one bank account I’m not even sure
actually but I use online Financial or
Tech Systems not that are layered on top
of the bank or the banking
services that will automatically do that
separation so anytime money comes into
the account I have a certain percentage
that goes to profit certain percentage
that goes to expenses certain uh or
reserves certain percentage that goes to
taxes certain percentage that goes to
owner profit I think no I already said I
can’t remember what it’s called but
essentially I have systems in place
through fintech financial technology
services and I use two different ones
for our different llc’s that will do
that automatically for me so I don’t
even have to think about it when money
comes in it is distributed across four
or five different buckets based on
certain percentages so my hands forced
in that sense which I love frankly
because then I I know I have reserves
yeah definitely so I know we’re getting
into more of like cash management but I
think the reason we went down that
rabbit hole a little bit was because
some some of like feeling more secure
and like you understand your accounting
and bookkeeping system is what’s going
to also help you in those moments where
you need that resilience because
sometimes you just can’t see through to
the other side to say okay like how long
is it going to take for this stuff to
replenish how long is it going to take
how well am I insulated against these
big capex events and expenses and just
having like control over your books and
also thinking about how you treat the
profit in your business it solves
multiple problems like one it shows you
that there’s still there is still profit
to be had at some point you just got to
like continue to fine-tune the way your
uh accounting is and then two is that
your reserves will build back whether
immediately or whether it takes six to
eight months you just got to have the
discipline to forecast that stuff out so
one other element of the are you playing
the right game discussion which again
this could be a spin-off episode to but
multiple markets right so you’re in two
markets I’m in three and I know a few of
our members invest in multiple if not
several markets and I want to get you
quick take on like I’ve heard differing
opinions some people have 10 markets
they in some people swear by only having
one market where do you kind of fall on
that spectrum and like do you ever plan
to expand beyond the two that you’re
already in yeah that’s a fantastic topic
and like you said probably another whole
episode
but I’m I’m actually a very simple guy I
I listen to those who are 10 steps ahead
of me and I try to replicate what they
do and when I hear way more seasoned
Real Estate Investors who say they’ve
gone through consolidation and they went
from I was in 10 markets or five markets
down to two or three they’ve done it for
a reason they’ve done it because they
have more experience than I do so I’m
going to do the same so because I hear
these types of things I very
intentionally try to not go too broad
into too many markets that said there is
one aspect to be in multiple markets
let’s say two maybe three I don’t know
what the right number is I don’t
necessarily have an opinion on what that
number is but there’s this aspect of
drisking your portfolio and kind of
diversification if you’re in several
markets because should you be all in in
one market and something happens to that
market the biggest employer leaves just
big stuff could happen then that’s your
entire portfolio that’s that’s at risk
whereas if you’re in several markets and
you’re kind of drisking it in that sense
so I like being in my case I’m in but
you know I don’t know what the magic
number is I would not not ever go into
probably more than three personally
primarily because of the process
overhead of knowing three markets as
well as I know the two that I’m in
having your network the people the
property managers it’s different taxes
different fee structures from your
property managers different preferences
for communicating different realtors
when you want to buy or sell a property
so all of that stuff is just I don’t
want that overhead because I’m trying to
stick to the 20 minutes a day and not
spend more than the 20 minutes on my
real estate and Rental portfolio every
single day and I think that becomes
really hard when you’re dealing with
more people right just by nature of
being in more
markets 100% I I feel very similarly and
I think you called out one thing which
is like drisking or or or diversifying
that to me is the main reason to have
multiple markets not necessarily to like
you can find good deal in a lot of
different places right so if I’m
thinking only along the lines of I want
AED two bath house that’s got this
profile I don’t care what city it’s in I
just wanted to have this type of return
profile in this type of neighborhood you
could probably brought in and find quite
a few deals by casting such a wide net
but like you said you’re going to have
to build teams in each market you’re
going to have oversight and management
and understand you’re going to have to
manage your manager you have to
understand the local regulations
understand all the different
neighborhoods and areas so that you’re
buying a good deal or not I think one
interesting trap that a lot of
longdistance investors fall into and I
have fallen into myself is like when
you’re from California or Washington or
somewhere on the East Coast it’s super
expensive like the Quad Cities which is
in Iowa where I invest when I first saw
that you could get a three bed two bath
house for
$150,000 my jaw dropped and I bought one
and it penciled and it has made good
money for us we got it on cheap loans
it’s working for us but what didn’t
realize is that every local around there
thought that that was you know 20%
higher than it should be but all this
out of state money starts flowing in and
it’s that relativity and our inability
to translate what is actually normal in
a market that can really skew your sense
of what’s normal and so that was another
lesson I learned but I treat my markets
as like I basically couldn’t afford to
invest in Vegas anymore the prices had
run up too far same thing in Washington
I couldn’t afford to invest in
Washington anymore and those were big
growth markets where the values were
going up and then they also Drew back in
2022 and so Iowa it was like Washington
and Nevada were my grow stocks and Iowa
was my dividend stock slow and steady
doesn’t have a bunch of volatility and
it’s not going to like LI or die by
what’s going on in some of the more
growth oriented markets so yeah I think
multiple markets that’s one where you’re
right there’s no perfect number but I do
think like two to three gives you that
di diversification and it’s still
manageable with our kind of 20 minute
investor system 100% so all right we’re
just under the 20 minute Mark but I
think that was a good discussion I’m
excited to share that with the member
who ask about it and I would love if
anybody hears this and has any any
thoughts on the matter reply in the
video or tag one of us on socials I
would’ love to keep the conversation
going so on to the next one thanks man
thank you for making it to the end of
today’s episode as you may know podcasts
are very difficult to grow organically
if you’re getting value from today’s
episode I’d deeply appre appreciate if
you can take 30 seconds to leave my show
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listeners just like you thank you so
much in advance
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