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Real Estate Investing for Cash Flow with Kevin Bupp

Skip the Sunbelt: Why "Micropolitan" Multifamily Markets are Unbeatable w/Cory Jacobson

Real Estate Investing for Cash Flow with Kevin Bupp

Kevin Bupp

Investing, Education, Business

4.8 • 679 Ratings

🗓️ 8 December 2025

⏱️ 48 minutes

🧾️ Download transcript

Summary

While most operators chase the Sunbelt states, one overlooked market type is making small- and mid-sized multifamily investors wealthier. It's got near-zero vacancy, with strong employment anchors, and durable cash flow thanks to consistent demand. They're not big cities; instead, they're what today's guest calls "micropolitan" areas—top multifamily markets even the most experienced investors overlook.

While making just $35,000 per year, Cory Jacobson made the best move a small investor can make—he bought a house, rented out the rooms, and lived for free. On his second deal, he managed a light renovation, walking away with a six-figure profit—three times his salary. That was it. For Cory, it was time to go all in.

Now, he's putting his money into medium-sized multifamily investments (5-30 units) in "untapped" micropolitan markets and sharing his lessons on the Wealth Juice podcast. We talk about the perfect partnerships that have helped him scale at light speed, the day the "worst thing that could have happened" came true, and the actual markets he's currently investing in.

 

Insights from today's episode:

  • Why "micropolitan" multifamily markets beat top investing areas like the Sunbelt 

  • The single-best first investment a real estate investor should make (even on low income)

  • Real estate partnership splits and how to find a partner who offsets your weaknesses 

  • Never sell? Our biggest regrets when it comes to owning investment properties 

  • How to deal with the (inevitable) challenges of real estate investing (burned down and flooded rentals)

  • The real point of wealth—are you getting rich just to get bored? 

 

—

 

Connect with Cory on LinkedIn

Wealth Juice Podcast

Wealth Juice Instagram 

Are you a high-net-worth investor with capital to deploy in the next 12 months? Build passive income and wealth by investing in real estate projects alongside Kevin and his team! 

Grab a copy of my latest book, The Cash Flow Investor! 

Listen to past podcast episodes!

Transcript

Click on a timestamp to play from that location

0:00.0

In recent years, it seems like most operators and investors have been chasing the Sunbelt.

0:04.0

But what if the real opportunity lies on Micropolitan markets?

0:07.0

Small cities with big eds and meds anchors and near-zero vacancy.

0:11.0

Today we walk through our small deals start the investment journey,

0:14.0

and they were zooming in on places where most investors skip,

0:17.0

and the opportunities lurking and overlook markets for five to 30 unit buildings providing

0:21.1

durable cash flow.

0:22.1

Hey guys, Kevin Bup here, host of the Real Estate Investive for Cashflow podcast, where we

0:26.3

uncovered the strategies and the stories behind real-world operators building wealth that last.

0:31.0

In this episode, you're going to hear how a $35,000 per year sports marketing job led to

0:35.6

his first house hack and a hundred thousand

0:37.7

dollar profit we're going to talk about the mindset that carried him through a total loss due to a

0:41.3

catastrophic fire and then how he's finding big returns and small micropolitan markets that

0:46.6

most investors overlook hoary jacobson is the co-founder of juice enterprises and the co-hosts of

0:52.2

the wealth juice podcast he's building financial freedom,

0:55.3

one small to mid-sized multifamily deal at a time. And with that, let's dive into the show. Corey, my friend, welcome to the show. Kevin, thanks for having me, man. This is awesome. I really appreciate the time. Yeah, excited to have you here. I know I was on your show not too long ago. So now we're going to flip the tables here today and learn a little bit more about you so how about we um let's back

1:12.0

it up a little bit core for those that aren't aware of you,

1:14.5

don't know who you are, don't know your background, your story, any of that stuff. So let's start with the beginnings. You know, let's talk about when you found your way or fell your way into real estate what that look like i'm from philadelphia uh my partner and i ryan and my fiance

1:28.2

we live here in Philadelphia.

1:30.2

I started out, I'm 34, I turned 34 this month. I started out when I was 26. I was working actually

1:35.9

for the Philadelphia 76ers. Basketball had been my life up into a certain point. And I was when, you know,

1:41.8

they pay the players a little bit more than they pay the rest of the people at the 76 years. So I was making $35,000. I remember this when I was 26 years old and I had a little bit of money saved up, but I was basically living paycheck to paycheck. And I remember my boss wanted me to stay there with the organization, which I love the job. it was great. And I loved him. And he's like,

...

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