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December 4, 2025 1 min

Aloha, It’s Shelon "Hutch" Hutchinson here! If you’re enjoying 'The Multifamily Real Estate Experiment' podcast, please like, comment, and share our episodes to help us reach and inspire more people. Thank you for your support!

In this episode, Kevin Bupp breaks down what actually builds wealth that lasts. He shares how chasing appreciation in 2008 nearly cost him everything, and why he shifted to buying assets with real cash flow from day one.

We talk about how reinvesting cash flow and giving it time to work can beat any market timing strategy. Kevin also shares why working harder than the next person is still one of the most underrated competitive edges.

This is about long-term thinking, steady growth, and building wealth without guessing.

 #CashFlowIsKing #RealEstateMindset #PassiveIncomeStrategy

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Thank you to all of our listeners!!! We would love to hear from you!!!

Email me at:
hutch@hsquaredcapital.com

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www.hsquaredcapital.com

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Transcript

Episode Transcript

Available transcripts are automatically generated. Complete accuracy is not guaranteed.
Speaker 2 (00:00):
I think the way to real wealth is letting time take
place, watching the value go upon that asset over time.
But I think to compound thateffect is to take the cash flow
from that and then reinvest thatcash flow.
Buying for depreciation orbuying for appreciation.
can work.
But it's Really difficult totime the cycles.
As I referenced in 2008, itcaught me off guard.
I wasn't trying to time thecycle, but it caught me with my

(00:20):
pants down where we lost a lotof money, practically everything
because it was really anappreciation game.
Challenging to time the market,even the smartest folks.
even with, AI and all thesetechnology, it's still
impossible at the time themarket.
And so if you buy for cash flowand you buy with durable cash
flow, and you just, and you gottime on your side, you know,
typically time will heal allwounds it's easier to heal those
wounds if you've got.

(00:40):
Positive cash flow coming in atthe same time.
So, I think making sure that youbuy assets that have cash flow
from day one is the way to go.
I know that's difficult and evenmore difficult nowadays to do,
easier said than done, but thedeals are out there, the
opportunities are there.
You just gotta work really hardto find them, This is applicable
than anything in life as well.
Work harder than your nextcompetitor.
Like you don't have to besmarter, just have to work
harder, work a little longer,right?

(01:01):
Grind a little deeper, and Ipromise you that you'll find
success where others don't.
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