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Real Estate Investing for Cash Flow with Kevin Bupp

This Is What Makes Your Property Profitable (From Someone Who Owns 1,000+ Units)

Real Estate Investing for Cash Flow with Kevin Bupp

Kevin Bupp

Investing, Education, Business

4.8 • 679 Ratings

🗓️ 23 February 2026

⏱️ 41 minutes

🧾️ Download transcript

Summary

Two overlooked “levers” helped Kent Ritter scale past 1,000 multifamily units—and most operators have never even thought of them. One helps you keep tenant turnover low, slashes your CapEx costs by 30%, and keeps your cash flow flowing. The other allows you to build properties for cheaper, do less capital raising, and get on the local government’s good side. Even if you’ve heard of these tactics, you probably haven’t tried them. Today, Kent Ritter from Hudson Investing discusses two strategies most operators overlook: in-house property management and public-private partnerships (P3s). First, Kent gives one of the best arguments for self-managing your assets: it keeps tenants for longer, creates more durable cash flow, and has massively lowered his expenses. Plus, he shares a new AI tool that is speeding up leasing and keeping his staff costs near rock-bottom. Next, the $2,000,000+ benefit Kent’s team is receiving from public-private partnerships (P3). These P3 partnerships allow him to build with less pushback, raise capital faster (and easier), and bring positive change to the cities he’s investing in, further pushing up his property values. Insights from today’s episode: The true cost of an average property manager and why Kent switched to in-house Receiving millions in incentives from local governments with public-private partnerships How to save 30%+ on your CapEx costs by simply putting your own people in place  Why your property isn’t performing as well as you thought it would (you can fix this) Property management tech to use (and avoid) and a new AI tool Kent highly recommends  How to pinpoint the best public-private partnerships and which towns want you to build  — Connect with Kent on LinkedIn Invest with Hudson Investing Follow Kent on Instagram Ritter on Real Estate Podcast  EliseAI Recommended Resources: Accredited Investors, you’re invited to Join the Cashflow Investor Club to learn how you can partner with Kevin Bupp on current and upcoming opportunities to create passive cash flow and build wealth. Join the Club! If you’re a high net worth investor with capital to deploy in the next 12 months and you want to build passive income and wealth with a trusted partner, go to InvestWithKB.com for opportunities to invest in real estate projects alongside Kevin and his team.  Looking for the ultimate guide to passive investing? Grab a copy of my latest book, The Cash Flow Investor at KevinBupp.com.  Tap into a wealth of free information on Commercial Real Estate Investing by listening to past podcast episodes at KevinBupp.com/Podcast.

Transcript

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0:00.0

I'm Kevin Bupp and this is the Real Estate Investing for Cashlow podcast where we focus on how commercial real estate produces durable income through execution, not just betting on project returns.

0:09.8

Today's guest is Kent Ritter, founder of Hudson Investing, who scaled past 1,000 units by pulling two levers most operators never touch,

0:17.1

structuring public-private partnerships to make development deals pencil, and bringing property management fully in-house to control expenses,

0:24.1

accountability, and NOI at the asset level.

0:26.6

From using municipal incentives to reshape the capital stack

0:29.4

to leveraging technology and AI inside operations,

0:33.0

Kent's approach shows how experienced operators unlock margin in markets

0:36.5

where rent growth and cap rate

0:37.7

compression aren't doing the heavy lifting. If you understand where real control and real cash flow

0:42.8

is created in today's commercial real estate environment, this conversation is for you. Kent, my

0:47.3

friend, welcome back to the real estate investing for cash flow podcast. It's great to have you here again.

0:51.8

How are you doing today? I'm doing great, Kevin. Thanks for having me on.

0:54.8

It's like the Talk Shop again, as always. It's, you know, it hasn't been even a full year and since we last spoke, but I think there's been a lot of, a lot of changes in your business that will dive into here today with, you know, with property management, bringing that in house. I know we're going to talk about, you know, some P3 transactions,

1:14.4

public-private partnerships, and some of those deals that have been very lucrative for you.

1:22.0

But before we get into the tactical nature of today's show, let's set the foundation here.

1:25.1

So, you know, you've scaled over the years that you've been doing this now,

1:32.5

you've scaled Hudson investing to over 1,000 units. And what did you learn about what truly drive returns? It's such a good question. And it's definitely, if you think about, like, I think about when I first started getting

1:37.9

into this space. And it was 2015, 2016. And you know, you think about what happened from there in multifamily, which is

1:49.0

where I'm at, right, in my space. You think about how much prices exploded, values exploded in

1:57.1

that time up to like 2019, 20, all the way to 22, right? And what was interesting in that time is,

2:03.5

like, you didn't have to be a very good operator to have success. You could actually be a bad

2:08.7

operator and you could really be bailed out just because valuations went up so high, right? Cap rates

...

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