Real Estate Investing for Cash Flow with Kevin Bupp

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Real Estate Investing for Cash Flow with Kevin Bupp

Real Estate Investing for Cash Flow with Kevin Bupp

Dörediji: 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 ho...

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1008 bölüm
She Oversees $150M Acquisitions: Here’s What “Smart” Operators Are Doing Today w/Hannah Hammond

She Oversees $150M Acquisitions: Here’s What “Smart” Operators Are Doing Today w/Hannah Hammond

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. Wh...

2026-07-06 11:30:00 3024
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He Left Goldman Sachs to Bring Residential Real Estate to “Normal” Investors | Ep. 994

He Left Goldman Sachs to Bring Residential Real Estate to “Normal” Investors | Ep. 994

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...

2026-06-29 11:45:00 2194
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Industrial Real Estate Did the Last Thing He Expected (And It Made Him Wealthy) | Ep. 993

Industrial Real Estate Did the Last Thing He Expected (And It Made Him Wealthy) | Ep. 993

Industrial real estate might look simple from the outside. You buy a large box, lease it out, and collect rent. But like with any asset, you can lose...

2026-06-22 19:37:00 3445
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Pioneering a Prudent Path in Industrial Real Estate | [Replay Ep. 686 ]

Pioneering a Prudent Path in Industrial Real Estate | [Replay Ep. 686 ]

Before you check out episode 993, get up to speed with Building a Resilient Industrial Portfolio: Lessons from Joel Friedland.
In this episode,...

2026-06-22 15:36:28 2566
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What $100M Institutional Investors Look for Before Cutting the Check | Ep. 992

What $100M Institutional Investors Look for Before Cutting the Check | Ep. 992

Many real estate operators assume institutional capital is simply retail capital at a larger scale: fewer investors, bigger checks.

It’s...

2026-06-15 15:33:50 3163
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Top U.S. Universities Have a $1T Real Estate “Problem” (And He’s Solving It)

Top U.S. Universities Have a $1T Real Estate “Problem” (And He’s Solving It)

Most investors chase opportunities in familiar asset classes like multifamily, self-storage, or mobile home parks, but today’s guest has carved out a...

2026-06-09 13:42:10 2122
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Real Deals: The Biggest Mobile Home Community We’ve Ever Bought

Real Deals: The Biggest Mobile Home Community We’ve Ever Bought

No matter how much you underwrite, budget, plan, and strategize, nothing ever goes exactly to plan. On our biggest mobile home park investment yet (70...

2026-06-01 13:44:25 2170
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The “Captive Insurance” for Landlords That Pays You to Protect Your Property

The “Captive Insurance” for Landlords That Pays You to Protect Your Property

Landlord insurance has slowly become a major cost for many operators. After 2020, insurance prices began to rise rapidly, and making a claim became ev...

2026-05-25 12:30:00 1970
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Don’t Get Wiped Out: The Multifamily Investing Strategy That Beat 3 Downturns | Ep. 988

Don’t Get Wiped Out: The Multifamily Investing Strategy That Beat 3 Downturns | Ep. 988

What do the 2000 dot-com crash, the 2008 Great Financial Crisis, and the 2022 interest rate shock have in common? They wiped many multifamily operator...

2026-05-18 15:00:00 2334
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Private Air Travel Is Coming: But the “Smart” Investing Play Is on the Ground | Ep. 987

Private Air Travel Is Coming: But the “Smart” Investing Play Is on the Ground | Ep. 987

When new technology emerges, the biggest winners aren’t the headline watchers or the reluctant investors. Rather, it’s those who already control the i...

2026-05-11 12:30:00 2286
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From Zero to 1,200+ Multifamily Units in 7 Years (Replacing His W2 Income) | Ep. 986

From Zero to 1,200+ Multifamily Units in 7 Years (Replacing His W2 Income) | Ep. 986

Many investors talk about financial freedom, but few ever scale to the point where they can leave their W-2 jobs and live off the cash flow from their...

2026-05-04 13:26:00 2500
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Real Deals: A $10M Win by Taking on This “Complex” Parking Garage Deal

Real Deals: A $10M Win by Taking on This “Complex” Parking Garage Deal

This single property created more than $10M in value, but it was the most complex real estate deal we’ve ever done. We had to put a million dollars at...

2026-04-27 16:02:00 1221
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Developing a $140M “Passion Project” to Turn Dirt Into a Community Dream

Developing a $140M “Passion Project” to Turn Dirt Into a Community Dream

For many real estate investors, development is the next level of property investing. Instead of renovating, you’re building from the ground up, turnin...

2026-04-20 16:39:00 2708
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Senior Housing’s Inflection Point: Demand is Quickly Outpacing Supply

Senior Housing’s Inflection Point: Demand is Quickly Outpacing Supply

Senior living investments are at a critical inflection point. Demand is sharply rising as the Baby Boomer generation ages, but supply hasn’t kept pace...

2026-04-13 14:25:00 3030
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Operational “Landmines” That Will Wipe Out Your Mobile Home Park Cash Flow

Operational “Landmines” That Will Wipe Out Your Mobile Home Park Cash Flow

Mobile home parks are often labeled “recession-proof,” and it’s largely true. They were some of the most resilient assets throughout the Great Financi...

2026-04-06 17:03:00 2968
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The Passive Investing “Traps” Most Limited Partners Never See Coming

The Passive Investing “Traps” Most Limited Partners Never See Coming

Over the last few years, many real estate investors learned a painful lesson: a polished pitch deck and impressive projections don’t guarantee a “safe...

2026-03-30 13:15:00 2503
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Value-Add Multifamily: Risks, Opportunities, & “Deep” Upgrades That Drive NOI

Value-Add Multifamily: Risks, Opportunities, & “Deep” Upgrades That Drive NOI

In multifamily real estate, it used to be that “a rising tide lifts all boats.” In this market cycle, that’s no longer the case. Apartment deals aren’...

2026-03-23 18:00:00 2019
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$250,000/Year Cash Flow from One “Small” Commercial Property | Ep. 979

$250,000/Year Cash Flow from One “Small” Commercial Property | Ep. 979

Imagine replacing an entire rental property portfolio with just one “small” commercial asset. You can either manage 80+ rental units or just one build...

2026-03-16 10:00:00 2909
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What Really Drives Cash Flow in Mobile Home Parks (After $3B in Acquisitions) | Ep. 978

What Really Drives Cash Flow in Mobile Home Parks (After $3B in Acquisitions) | Ep. 978

Building wealth through mobile home park investing is much less about timing the market or finding the “perfect” deal and far more about operating wit...

2026-03-09 12:00:00 2275
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Investing in Parking Lots: Real Estate’s #1 Overlooked Opportunity | Ep. 977

Investing in Parking Lots: Real Estate’s #1 Overlooked Opportunity | Ep. 977

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...

2026-03-02 11:00:00 1711
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This Is What Makes Your Property Profitable (From Someone Who Owns 1,000+ Units)

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

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 t...

2026-02-23 11:00:00 2433
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3,500 Mobile Home Units and How to “Manufacture” Cash Flow

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

With 3,500 mobile home units under management, Andrew Keel is an expert at “forcing” value and “manufacturing” cash flow even from underperforming ass...

2026-02-16 11:00:00 2067
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How to Create Six-Figure Write-Offs on Each New Property (Cost Seg Explained)

How to Create Six-Figure Write-Offs on Each New Property (Cost Seg Explained)

This could be one of the highest ROI strategies in real estate, yet most investors ignore it.

Imagine getting hundreds of thousands of do...

2026-02-09 11:00:00 2539
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Buy the Dip (Without Getting Burned): How to Vet Sponsors Before Writing a Check

Buy the Dip (Without Getting Burned): How to Vet Sponsors Before Writing a Check

Everyone plans to “buy the dip” until it’s time to write the check.

Multifamily opportunities are rising, and with properties 20%+ off t...

2026-02-02 11:00:00 1654
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CRE’s “Buy of the Decade” Is Cheaper Than Ever w/Bull Realty CEO

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

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, s...

2026-01-26 11:00:00 2164
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The REIT-Ready Blueprint for Building a Class-A (Cash-Flowing) Storage Facility

The REIT-Ready Blueprint for Building a Class-A (Cash-Flowing) Storage Facility

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....

2026-01-19 11:00:00 2019
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Hidden NOI: How Design and Data Quietly Add $100K+ to Your Bottom Line

Hidden NOI: How Design and Data Quietly Add $100K+ to Your Bottom Line

Every multifamily operator wants to know how to increase NOI, but they’re not doing it the right way. Traditional renovations leading to rent increase...

2026-01-12 11:00:00 2959
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Raised in a Trailer Park. Now He Owns Them. w/Brian Spear

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

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...

2026-01-05 13:00:00 3265
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When Deals Fall Apart: CRE’s Go-to Lawyer on Navigating Lender Landmines w/Richard Crouch

When Deals Fall Apart: CRE’s Go-to Lawyer on Navigating Lender Landmines w/Richard Crouch

More syndications are going sideways. Capital calls have become common. Tensions are rising between operators and investors…but not for all deals. If...

2025-12-29 11:00:00 1760
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How We Bought $80M of Real Estate This Year + Huge Announcement

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

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 g...

2025-12-22 12:00:00 1470
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The Painful Failure That Pushed Me to Pivot (and Made Me Millions) w/Joe Downs

The Painful Failure That Pushed Me to Pivot (and Made Me Millions) w/Joe Downs

The fear of failure stops many from ever getting into real estate. But what if it's the failures that actually make you wealthy? Today's guest woke up...

2025-12-15 05:00:00 2377
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Skip the Sunbelt: Why "Micropolitan" Multifamily Markets are Unbeatable w/Cory Jacobson

Skip the Sunbelt: Why "Micropolitan" Multifamily Markets are Unbeatable w/Cory Jacobson

While most operators chase the Sunbelt states, one overlooked market type is making small- and mid-sized multifamily investors wealthier. It's got nea...

2025-12-08 05:00:00 2885
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The Opportunity You've Never Heard of in CRE ("IOS" Real Estate)

The Opportunity You've Never Heard of in CRE ("IOS" Real Estate)

This could be one of the, if not the, most under realized opportunities in commercial real estate. It's a blue ocean market operating in a boring busi...

2025-12-01 05:00:00 1924
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The Most Underrated Metric in Multifamily (Not Cap Rate/Cash Flow) w/Joe Root

The Most Underrated Metric in Multifamily (Not Cap Rate/Cash Flow) w/Joe Root

One key metric could tell you immediately whether a multifamily real estate investment is worth buying—but most people ignore it. It's not cash flow,...

2025-11-24 10:00:00 2441
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#962 Former Pro Snowboarder Dan Brisse's Playbook for Durable Multifamily

#962 Former Pro Snowboarder Dan Brisse's Playbook for Durable Multifamily

Pro snowboard legend turned operator Dan Brisse breaks down how obsession and discipline translate to durable multifamily returns covering capital cal...

2025-11-17 05:00:00 2443
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#961 Affordability Rates & the New-Build Advantage with Keith Weinhold

#961 Affordability Rates & the New-Build Advantage with Keith Weinhold

The housing market isn't broken, it's shifting. And smart investors are shifting with it. Keith Weinhold returns to explain why affordability is squee...

2025-11-10 04:00:00 2408
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#960 Why Discipline Beats Deals: Lee Yoder's Real Estate Journey

#960 Why Discipline Beats Deals: Lee Yoder's Real Estate Journey

Physical therapist turned investor Lee Yoder breaks down how he left a stable W-2, lived below his means, and scaled from a duplex to 800+ units in si...

2025-11-03 04:00:00 2508
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#959 Payments to Properties: Charles Carillo’s B-Class Multifamily Playbook

#959 Payments to Properties: Charles Carillo’s B-Class Multifamily Playbook

Charles Carillo founder of Harborside Partners and host of the Global Investors Podcast joins Kevin to share how he went from building a billion dolla...

2025-10-27 04:00:00 1970
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#958 Hard Assets, Smart Money: MOB riches, safe leverage & the 2025–26 opportunity

#958 Hard Assets, Smart Money: MOB riches, safe leverage & the 2025–26 opportunity

Ben Reinberg is the Founder and CEO of Alliance CGC. Ben's journey began in accounting and has since grown into a commercial real estate career with d...

2025-10-20 04:00:00 2465
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#957 House Hacks & Mobile Home Parks: Build a 7-Figure Portfolio

#957 House Hacks & Mobile Home Parks: Build a 7-Figure Portfolio

Jordan Moorehead is a  real estate power house who has built a diverse and impressive portfolio across multiple asset classes. Jordan Moorhead is a Lo...

2025-10-13 04:00:00 1947
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