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Artwork for Real Estate Investing for Cash Flow

Real Estate Investing for Cash Flow with Kevin Bupp

Kevin Bupp
Mobile Home Parks
Passive Income
Real Estate Investment
Real Estate Investing
Mobile Home Park Investing
Commercial Real Estate
Cash Flow
Real Estate
Investment Strategies
Property Management
Affordable Housing
Real Estate Development
Interest Rates
Owner Financing
Investment Strategy
Market Analysis
Financial Independence
Syndication
Industrial Real Estate
Entrepreneurship

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 m... more

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Artwork for Real Estate Investing for Cash Flow

Latest Episodes

Imagine owning a property with enormous upside, but one that’s operationally complex and requires hundreds of thousands or even millions in capital improvements. What do you do? Selling leaves value on the table. A joint venture dilutes control and i... more

When investors hear the term USDA loan, they tend to picture small towns, farmland, and niche financing. In reality, they may be overlooking one of the best—and least understood—government-backed loan programs available for commercial real estate.

I... more

The real estate investors who are thriving in today’s market are the ones who ignored the pressure to buy questionable deals during the boom years. While many operators fell for floating-rate debt, banked on unrealistic rent growth, and underwrote fo... more

Real estate has arguably been the largest wealth generator in history, but for many years, most opportunities have been out of reach for those without large bank accounts.

Alex Blackwood is on a mission to change that with fractional real estate. Wh... more

Key Facts

Accepts Guests
Contact Information
Podcast Host
Number of Listeners
Find out how many people listen to this podcast per episode and each month.

Recent Guests

Alex Blackwood
Founder of mogul.club, former Goldman Sachs Real Estate Private Equity professional
mogul.club
Episode: He Left Goldman Sachs to Bring Residential Real Estate to “Normal” Investors | Ep. 994
Joel Friedland
Founder of Brit Properties, long-time industrial real estate operator in the Chicago area
Brit Properties
Episode: Pioneering a Prudent Path in Industrial Real Estate | [Replay Ep. 686 ]
John Azar
Executive at Peak 15 Capital, liquidity provider for sponsors and operators
Peak 15 Capital
Episode: What $100M Institutional Investors Look for Before Cutting the Check | Ep. 992
Josh Parker
Executive at Ancora (university partnership specialist)
Ancora
Episode: Top U.S. Universities Have a $1T Real Estate “Problem” (And He’s Solving It)
Nicolas Lares
Insurance professional and expert in captives and alternative risk models
Episode: The “Captive Insurance” for Landlords That Pays You to Protect Your Property
Dwight Dunton
Founder of Bonaventure
Bonaventure
Episode: Don’t Get Wiped Out: The Multifamily Investing Strategy That Beat 3 Downturns | Ep. 988
Lisa Wright
Founder of Landings
Landings
Episode: Private Air Travel Is Coming: But the “Smart” Investing Play Is on the Ground | Ep. 987
Jason Kenney
CEO of Novo Capital Management
Novo Capital Management
Episode: From Zero to 1,200+ Multifamily Units in 7 Years (Replacing His W2 Income) | Ep. 986
Kristi Kandel
Experienced developer and podcast guest
Elevate (development firm)
Episode: Developing a $140M “Passion Project” to Turn Dirt Into a Community Dream

Host

Kevin Bupp
Host of Real Estate Investing for Cash Flow

Reviews

4.8 out of 5 stars from 729 ratings
  • A Must-Listen

    Every episode feels like a mini masterclass. The conversations are thoughtful, clear, and packed with value.

    Apple Podcasts
    5
    Jessica Guison
    Philippines8 months ago
  • Well worth a listen!

    Loving this podcast, Kevin is a great host!

    Apple Podcasts
    5
    Poppy@davedubeau
    United Kingdoma year ago
  • Great value

    Amazing value, thank you for taking the time to share your experience Kevin and Charles!

    Apple Podcasts
    5
    Eric_S_C
    United States2 years ago
  • Kevin is an Expert in Mining Value

    Kevin is the go-to source for cash flow investing.

    He covers a wide range of topics, truly scales CRE assets himself, and knows how to bring out the best in the people he interviews.

    FOLLOW THIS SHOW!! 🏦

    Apple Podcasts
    5
    DakMalone
    United States3 years ago
  • Left a 5-star review!

    Great show! Kevin is well spoken and easy to follow through tough concepts. Episodes are packed with great info.

    Apple Podcasts
    5
    JustinMoy93
    Philippines3 years ago

Listeners Say

Key themes from listener reviews, highlighting what works and what could be improved about the show.

Guests are described as high-quality operators with valuable real-world experience.
Listeners praise the host for clear, actionable insights and practical guidance on CRE investing.
Diversity of topics and guests is highlighted as a strength; content is frequently described as educational and worth following for ongoing learning.

Chart Rankings

How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.

Talking Points

Recent interactions between the hosts and their guests.

Top U.S. Universities Have a $1T Real Estate “Problem” (And He’s Solving It)
Q: What is the broader takeaway for listeners about carving out a niche in a complex space?
Focus and specialization in a specific capability, asset class, or market is essential to generate alpha; large, specialized players can scale repeatedly, whereas being a jack of all trades has narrowed margins in today's market.
Top U.S. Universities Have a $1T Real Estate “Problem” (And He’s Solving It)
Q: Can you walk through how tax credits and incentives actually structure a deal, perhaps with Notre Dame or Durham as examples?
The structure blends federal historic tax credits, New Markets Tax Credits, and Indiana-state incentives like Innovation Development Districts, plus tax-increment financing, to offset costs and make private capital financeable while delivering strategic community and university outcomes.
Top U.S. Universities Have a $1T Real Estate “Problem” (And He’s Solving It)
Q: What is your selection process like for underwriting opportunities with universities?
We don't use a traditional exclusive screen; instead we rely on data about market and university strength, then assess feasibility by considering what should happen versus what is feasible, prioritizing relationships and alignment with the university's goals.
Pioneering a Prudent Path in Industrial Real Estate | [Replay Ep. 686 ]
Q: What catalyzed your shift away from leverage after the 2008 crisis?
The near-bankruptcy experience, coupled with the banks demanding paydowns and equity infusions, made me realize the danger of debt-heavy strategies; I rebuilt around minimal debt (or no debt) and very conservative loan-to-value targets to protect investors and ensure survival through downturns.
What $100M Institutional Investors Look for Before Cutting the Check | Ep. 992
Q: What have been key lessons from pivots or failures when dealing with institutional capital?
Lessons include avoiding over-optimistic assumptions, thoroughly vetting sponsors and deals, communicating early about problems, and having pre-agreed exit or adjustment mechanisms; pivots should be data-driven and aligned with pre-set terms to protect all parties and preserve capital.

Audience Metrics

Listeners, social reach, demographics and more for this podcast.

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Frequently Asked Questions About Real Estate Investing for Cash Flow

What is Real Estate Investing for Cash Flow about and what kind of topics does it cover?

This show focuses on building long-term cash flow through commercial real estate, featuring seasoned operators, developers, and investment managers who share practical, actionable strategies. Episodes cover a wide range of asset classes—multifamily, mobile home parks, senior housing, industrial, retail—and topics like deal evaluation, syndication, capital formation, value-add upgrades, and tax efficiency. A recurring strength is drawing on real-world experience and disciplined execution, with guests often detailing how they scale, manage operations, and navigate market cycles. Notably, the host tends to spotlight operators and investors who emphasize durable cash flow, practical due diligence, and a willingness to tackle complex deals to ac... more

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Which podcasts are similar to Real Estate Investing for Cash Flow?

These podcasts share a similar audience with Real Estate Investing for Cash Flow:

1. Lifetime Cash Flow Through Real Estate Investing
2. The Best Ever CRE Show
3. BiggerPockets Real Estate Podcast
4. Rental Income Podcast With Dan Lane
5. The Real Estate Guys Radio Show - Real Estate Investing Education for Effective Action

How many episodes of Real Estate Investing for Cash Flow are there?

Real Estate Investing for Cash Flow launched 13 years ago and published 1005 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

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What guests have appeared on Real Estate Investing for Cash Flow?

Recent guests on Real Estate Investing for Cash Flow include:

1. Alex Blackwood
2. Joel Friedland
3. John Azar
4. Josh Parker
5. Nicolas Lares
6. Dwight Dunton
7. Lisa Wright
8. Jason Kenney

To view more recent guests and their details, simply upgrade your Rephonic account. You'll also get access to a typical guest profile to help you decide if the show is worth pitching.

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