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
4.8 • 679 Ratings
🗓️ 23 February 2026
⏱️ 41 minutes
🔗️ Recording | iTunes | RSS
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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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