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PODCAST

Real Estate Investing for Cash Flow with Kevin Bupp

There are a lot of real estate podcasts out there, most of which focusing on the residential fix and flips or wholesaling, but Kevin Bupp believes there"s a smarter way to build long term cash flow and generational wealth. On the Real Estate Investing For Cash Flow podcast, you"ll learn firsthand how the most successful commercial real estate investors in the world have learned to leverage their multifamily and commercial properties to create a steady stream of passive income. We"ll spend time with

business investing

All Episodes

28:31

Investing in Parking Lots: Real Estate’s #1...

Real Estate Investing for Cash Flow with Kevin Bupp ·

2026/03/02

Most people have never met anyone who invests in parking lots, let alone considered buying one themselves. Are investors looking past one of the most misunderstood opportunities of 2026? Yes. Today, I'm making the case for why parking lots deserve a serious look from every real estate investor. Imagine this: day-one cash flow, appreciation in the country’s best locations, dynamic pricing that can maximize revenue minute-by-minute, limited supply, growing demand. That’s the formula that every

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40:33

This Is What Makes Your Property Profitable (From...

Real Estate Investing for Cash Flow with Kevin Bupp ·

2026/02/23

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

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34:27

3,500 Mobile Home Units and How to “Manufacture” Cash...

Real Estate Investing for Cash Flow with Kevin Bupp ·

2026/02/16

With 3,500 mobile home units under management, Andrew Keel is an expert at “forcing” value and “manufacturing” cash flow even from underperforming assets. He’s so dedicated to making each mobile home park investment work that he’s even lived on-site (with his family) to ensure value is being added from the second he closes. Through infill, diligent operations, and crucial fixed-rate debt, Andrew has been able to grow his portfolio at a time when many operators are forced to give up theirs. This

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42:19

How to Create Six-Figure Write-Offs on Each New...

Real Estate Investing for Cash Flow with Kevin Bupp ·

2026/02/09

This could be one of the highest ROI strategies in real estate, yet most investors ignore it.Imagine getting hundreds of thousands of dollars in write-offs, saving tens of thousands in taxes, all while you own income-producing, equity-building real estate. Most investors think they know what we’re talking about in today’s show, but if they did, they’d be jumping at the chance to use it. It’s no secret—cost segregation studies can become one of the most profitable weapons in your real estate

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27:34

Buy the Dip (Without Getting Burned): How to Vet...

Real Estate Investing for Cash Flow with Kevin Bupp ·

2026/02/02

Everyone plans to “buy the dip” until it’s time to write the check. Multifamily opportunities are rising, and with properties 20%+ off the peak of pricing, investors are getting flooded with “deals.” But, like we learned over the past five years, the wrong sponsor (even with the right deal) can kill your returns and blow up the wealth you spent so long to build. So, how do you spot the opportunities vs. the landmines in multifamily? We brought on fund of funds manager, Lon Welsh, to share his

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36:04

CRE’s “Buy of the Decade” Is Cheaper Than Ever w/Bull...

Real Estate Investing for Cash Flow with Kevin Bupp ·

2026/01/26

This could be commercial real estate’s “buy of the decade,” according to a 35-year investing veteran. This asset class is seeing rock-bottom prices, shrinking supply, and acquisitions at a quarter of replacement cost.Everyone says this asset is dead, so why are expert investors, lenders, and brokers betting on it? Michael Bull, founder & CEO of Bull Realty, Inc., has personally overseen over $8 billion in commercial real estate transactions in his 35 years in the industry. He’s seeing sentiment

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33:39

The REIT-Ready Blueprint for Building a Class-A...

Real Estate Investing for Cash Flow with Kevin Bupp ·

2026/01/19

Just over five years ago, express car washes were peaking. Private equity was getting in, ready to buy up these cash-flowing projects at high prices. At this moment, Ben Salzberg and Bill Kanatas knew it was time to get out and pivot toward an even more durable asset. What did they turn to? Self-storage, and not your average mom-and-pop shop. Class-A, climate-controlled, multi-story facilities that self-storage REITs could easily come in and run. It’s a blueprint that has worked for them for five

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54:25

Raised in a Trailer Park. Now He Owns Them. w/Brian...

Real Estate Investing for Cash Flow with Kevin Bupp ·

2026/01/05

What does it take to go from growing up in a mobile home…to owning hundreds of mobile home lots across the country? Today’s guest, my business partner Brian Spear, is living proof that mindset and mission matter more than where you start.In this episode, Brian shares his remarkable journey into mobile home park investing, the lessons from the wealthy that helped him build long-term success, and how we joined forces to build Sunrise Capital Investors—with mobile home park investments totaling in

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29:20

When Deals Fall Apart: CRE’s Go-to Lawyer on...

Real Estate Investing for Cash Flow with Kevin Bupp ·

2025/12/29

More syndications are going sideways. Capital calls have become common. Tensions are rising between operators and investors…but not for all deals. If you had talked to today’s guest before forming your real estate syndication, there’s a good chance you’d already have a battle plan for every potential challenge. Thankfully, today, CRE’s go-to legal advisor is sharing his take for free.Richard Crouch has worked on eight figure commercial real estate deals for over two decades, helping advise on

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How We Bought $80M of Real Estate This Year + Huge...

Real Estate Investing for Cash Flow with Kevin Bupp ·

2025/12/22

2025 is about to be in the books, and for many real estate investors, it was a challenging year. But at Sunrise Capital, it’s been a year of massive growth, disciplined pivots, and, for me, purpose: my wife and two sons. We’ve acquired $80,000,000 in new assets this year—irreplaceable real estate that we couldn’t pass up. We’ve had to step away from other deals when the numbers didn’t pencil, and in the end, we’re monumentally proud of what we’ve accomplished. So what’s next? I have a big

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48:05

Skip the Sunbelt: Why "Micropolitan" Multifamily...

Real Estate Investing for Cash Flow with Kevin Bupp ·

2025/12/08

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

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40:08

#961 Affordability Rates & the New-Build Advantage...

Real Estate Investing for Cash Flow with Kevin Bupp ·

2025/11/10

The housing market isn't broken, it's shifting. And smart investors are shifting with it. Keith Weinhold returns to explain why affordability is squeezed, why owners aren't selling, and why prices remain stubbornly strong despite lower sales volume. He also reveals where the numbers still pencil, which markets offer real yield, and why new construction is becoming one of the most overlooked investor opportunities right now. Connect with Kieth: https://getricheducation.com/ Highlights: 03:10 -

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32:50

#959 Payments to Properties: Charles Carillo’s...

Real Estate Investing for Cash Flow with Kevin Bupp ·

2025/10/27

Charles Carillo founder of Harborside Partners and host of the Global Investors Podcast joins Kevin to share how he went from building a billion dollar payments company to scaling a B-class multifamily portfolio. He breaks down lessons from early flips, why he exited C-class, refinancing a floating rate deal, and how he’s underwriting acquisitions again amid tighter debt and flat rents. Practical, no-hype insights on buying right, protecting downside, and playing the long game in today’s market

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