Real Estate Investing for Cash Flow with Kevin Bupp

Tax liens are often pitched as a passive way to earn double-digit returns from investments that are backed by real estate.
This is only half true.
While these investments average 13%-18% annual returns, they may actually be one of the least passive investing strategies. With roughly 20 years of experience as a real estate investor, attorney, and title professional, Stephen Morel understands all that this strategy entails better than most.
The truth is that most investors are thinking about these investments the wrong way. Tax liens aren’t a shortcut to acquiring cheap properties. In fact, only 1% of these properties ever get foreclosed on. Rather, tax lien investing is a yield play. Unfortunately, due to the complexity surrounding these investments, institutional investors with access to large amounts of capital have long had a stranglehold on this industry.
Stephen is on a mission to change that. Through his tech startup, JurisDeed, he’s breaking down barriers and finally bringing these strong returns down to the level of the “small” investor. Today, he shares exactly how he and his team are simplifying the entire process—from acquisition to liquidity.
Insights from today’s episode:
How to make double-digit returns in 2026 by investing in tax liens
Tax lien investing explained and how the auction process works
The two phases of due diligence for every tax lien deal
Why institutional investors have long dominated the tax lien marketplace
How Stephen is bringing new investing opportunities down to “small” investors
—
Connect with Stephen on LinkedIn
JurisDeed
Recommended Resources:
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, click here for opportunities to invest in real estate projects alongside Kevin and his team. 
Accredited Investors, you’re invited to Join the Cash Flow 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!
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.
Disclaimer: This podcast is for educational purposes only and does not constitute financial, tax, or legal advice. Consult with a qualified professional before making any investment decisions.

America’s affordable housing crisis is well documented. We’re currently short millions of homes, and the number doesn’t seem to be going down.

The problem is more complicated, but more solvable, than it appears. Factory-built housing—such as manufactured and mobile homes—has helped fill the gap for decades, and the capacity to build substantially more already exists.

Now, new products are entering the market. Galiano Tiramani, co-founder and CEO of modular home manufacturer BOXABL, is spearheading the effort to produce their own model of affordable housing at scale.

But as you’re about to hear, the greatest obstacle isn’t manufacturing, construction, supply, or even shipping. The real constraint is regulatory. Zoning restrictions, entitlement delays, and density limitations continue to determine where—and how—homes can be built.

Unless these outdated policies evolve, we’ll be discussing the same housing shortage five, 10, or even 20 years from now.

The technology exists, the capacity exists, and the demand is undeniable. The future of affordable housing is here; now we need to make room for it.

Insights from today’s episode:

The state of affordable housing in 2026 (and why it’s still an issue)

Why innovation alone won’t solve the affordable housing crisis

The model BOXABL is using to bring mass-produced modular homes to the market

The different types of factory-built housing solutions (and how they work)

How regulatory constraints have created an affordable housing bottleneck

—

Connect with Galiano on LinkedIn

 

BOXABL

Recommended Resources:

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, click here for opportunities to invest in real estate projects alongside Kevin and his team. 

Accredited Investors, you’re invited to Join the Cash Flow 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!

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.

Disclaimer: This podcast is for educational purposes only and does not constitute financial, tax, or legal advice. Consult with a qualified professional before making any investment decisions.

Real estate investors spend years mastering skills like analyzing deals, raising capital, and improving operations, but far less time thinking about one of the most important decisions they’ll ever make: the exit.
Mike Hart, chief financial officer here at Sunrise Capital Investors, believes you should start planning your exit roughly a year prior to the actual sale, as this affects when you’ll pay taxes, what you’ll pay, and depending on the strategy, if you’ll pay at all.
With over 30 years of commercial real estate experience, Mike has helped countless investors make smarter capital allocation and tax-efficient investing decisions. In this conversation, he unpacks some of the best real estate tax strategies used to defer capital gains tax and depreciation recapture, starting with the well-known 1031 exchange.
He also breaks down some lesser-known alternatives, including Delaware Statutory Trusts (DSTs), and explains how they can help investors transition from active property management to passive ownership while continuing to defer taxes.
Whether you’re looking to peel back from being a hands-on operator or preserve your wealth, this discussion will help you think more strategically about your next sale.
Insights from today’s episode:
The best strategies for deferring capital gains taxes and depreciation recapture
The number one mistake real estate investors make when planning their exit strategy
How to pivot from active owner to passive investor with a Delaware Statutory Trust (DST)
Key rules and deadlines to be aware of before doing a 1031 exchange
How to perform due diligence on a DST trustee before committing capital
—
Connect with Mike on LinkedIn
Recommended Resources:
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, click here for opportunities to invest in real estate projects alongside Kevin and his team. 
Accredited Investors, you’re invited to Join the Cash Flow 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!
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.
Disclaimer: This podcast is for educational purposes only and does not constitute financial, tax, or legal advice. Consult with a qualified professional before making any investment decisions.

Many get into real estate with the goal of scaling a massive portfolio. Not enough stop to ask whether they should. The truth is that success doesn’t come from chasing every last opportunity. It’s about identifying where you have an edge, choosing your partners carefully, and having the discipline to walk away when a deal doesn’t quite fit.

John McNellis is the founder of McNellis Partners and author of the commercial real estate classic, Making It in Real Estate. Over the course of a 50-year career, he’s completed roughly 100 real estate deals—most of which have been ground-up commercial development projects. Through thick and thin, John has stuck with retail real estate—even while others were predicting its downfall—and the asset class has made him very wealthy.

But stay in real estate for long enough, and you’re bound to lose money. John opens up about the disastrous deal that nearly wiped him out, the three critical mistakes that caused it, and why he no longer works with big financial partners on his development deals. He also discusses the biggest mistakes new real estate developers make early in their careers and the million-dollar question every investor is trying to answer: what is “enough”?

Insights from today’s episode:

How John scaled a large commercial real estate portfolio through strategic partnerships

Crucial lessons learned across a 50-year real estate development career

When to stop accumulating assets and start pruning your portfolio

How retail real estate has evolved over the last few decades

What to know before structuring an investing partnership

The three most common mistakes made on commercial development deals

—

Making It in Real Estate

Connect with John on LinkedIn

McNellis Partners

Recommended Resources:

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, click here for opportunities to invest in real estate projects alongside Kevin and his team. 

Accredited Investors, you’re invited to Join the Cash Flow 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!

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.

Disclaimer: This podcast is for educational purposes only and does not constitute financial, tax, or legal advice. Consult with a qualified professional before making any investment decisions.

One of the biggest mistakes investors make is confusing uncertainty with risk. When a deal looks “messy,” most operators walk away. They treat temporary problems as if they’re permanent and, in the process, overlook some of the greatest investing opportunities.
Today, I’m bringing you another Sunrise Capital Investors case study: the Meadows of North Lewisburg and South Towne Meadows, a pair of manufactured housing communities roughly 30 minutes outside downtown Columbus, Ohio.
On the surface, this 323-unit portfolio looked like a complicated deal with questionable management and an inflated asking price. Not to mention, most of these sites were park-owned homes, something that would usually fall outside our buy box. But rather than writing the property off, we identified its biggest “weakness” as a potential value-add opportunity.
When other investors passed on this $20,000,000 deal due to its perceived risk, we trusted our numbers, backed in our leadership, and got to work.
Nearly three years later, these two communities have already become some of our portfolio’s strongest performers, with NOI, occupancy, collections, and rents all outperforming our initial projections. But we didn’t get lucky. I’m sharing exactly how our team pulled this off, the biggest hurdles we had to overcome along the way, and what far too many operators get wrong: that strategy without execution is just theory.
Insights from today’s episode:
Case study: our $20 million manufactured housing deal in Columbus, Ohio
Why these communities are performing 15% above projections
The one thing you can’t fix about a property after purchasing it
How to mitigate perceived risk with “conservative” deal analysis
Turning an asset’s “weakness” into its biggest value-add opportunity
—
Ridgebrook Hills MHP Case Study
Real Deals: The Biggest Mobile Home Community We’ve Ever Bought | Ep. 990