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PODCAST

Cash Flow Positive

Step into the world of Cash Flow Positive, where the secrets to short-term real estate success await. Join our host, Kenny Bedwell, each week as he unveils a treasure trove of strategies for identifying, acquiring, and scaling profitable rental deals. In Part 1, experience a whirlwind of knowledge in just 15 minutes, packed with actionable insights and proven techniques. Then, immerse yourself in captivating interviews lasting 20 to 45 minutes, featuring industry mavens who"ve mastered the very

business entrepreneurship

All Episodes

43:17

Part 2: The infinite return model

Cash Flow Positive ·

2025/08/21

What does it really take to turn a rundown property into a high-return investment? In this episode of the Cash Flow Positive podcast, host Kenny Bedwell is joined by Kyle Powers, a top-producing agent and experienced real estate investor, to continue the discussion on the infinite return model.Kyle shares his hands-on approach to finding undervalued properties, forcing appreciation, and navigating the emotional roller coaster of major renovation projects. From choosing the right markets to building

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17:59

Part 1: The infinite return model

Cash Flow Positive ·

2025/08/19

What if you could own a property that pays you back entirely and then continues to cash flow year after year, with no money left in the deal? In this episode of the Cash Flow Positive podcast, Kenny Bedwell breaks down the infinite return model and shows how real estate investors can use it to create cash flow with minimal long-term capital tied up.Kenny explains how this strategy works in both short-term rentals and larger projects, including his own experience renovating a hotel in New Orleans

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29:00

Part 2: Finding deals before the end of the year

Cash Flow Positive ·

2025/08/12

If you want to dominate your market and attract guests who keep coming back, your property needs to stand out in ways others can’t (or won’t) replicate. In this episode of the Cash Flow Positive podcast, Kenny Bedwell shares advanced strategies for turning an ordinary property into a top-performing short-term rental that crushes the competition.Kenny explains why unique property characteristics, “Wow” spaces, and smart upgrades can make your listing nearly impossible for competitors to match. He

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19:54

Part 1: Finding deals before the end of the year

Cash Flow Positive ·

2025/08/05

What separates a property that barely breaks even from one that dominates its market? It’s not just timing, it’s strategy.In this episode of the Cash Flow Positive podcast, Kenny Bedwell shares hard-earned insights from his latest experiences in the field and on stage at the STR Wealth Conference. Drawing from real client case studies, personal portfolio wins, and lessons learned from analyzing hundreds of STRs, Kenny emphasizes one core principle: if you want to stand out, you need to do what 95%

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38:20

Part 2: Prepare, Position and Profit from Selling a STR

Cash Flow Positive ·

2025/07/31

Are you thinking about selling your short-term rental but unsure how to prepare it for a profitable sale? In this episode of the Cash Flow Positive podcast, host Kenny Bedwell sits down with real estate expert and investor Madeline Blum to unpack the strategic steps needed to maximize your return when exiting a short-term rental investment.Madeline shares her insights from both the agent and investor perspective, offering practical advice on preparing a property for listing, managing guest

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15:27

Part 1: Prepare, Position and Profit from Selling a STR

Cash Flow Positive ·

2025/07/29

Are you thinking about selling your short-term rental property, but unsure how to get top dollar for it? In this episode of the Cash Flow Positive podcast, Kenny Bedwell shares a step-by-step guide to help you prepare, list, and profit from selling your STR.You’ll learn what documents to gather, how to estimate your property’s value, what buyers are really looking for, and how to present your property in the most attractive light. Kenny also explains common mistakes to avoid, like underestimating

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42:46

Part 2: Be a Top Producer without the "Super Amenities"

Cash Flow Positive ·

2025/07/24

Can you create a top-performing short-term rental without spending a fortune on luxury amenities? In this episode of the Cash Flow Positive podcast, Kenny Bedwell sits down with Beata Lorinc to explore how smart design, thoughtful upgrades, and deep attention to detail can make your STR stand out—without breaking the bank.Beata shares her insights on how to approach STR design with both strategy and creativity. She explains how functionality, guest experience, and budget-conscious decisions can come

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19:25

Part 1: Be a Top Producer without the "Super Amenities"

Cash Flow Positive ·

2025/07/23

Can you dominate your short-term rental market without investing in expensive amenities? In this solo episode of the Cash Flow Positive podcast, Kenny Bedwell breaks down how to become a top producer, even without the flashy features competitors might rely on.Drawing from his own experience and industry data, Kenny explains why success in STR doesn’t always mean high capital investment. Instead, it starts with understanding your goals, the dynamics of your market, and how guests make decisions. He

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45:23

Implications the Big Beautiful Bill Passing

Cash Flow Positive ·

2025/07/15

Are you making real estate investment decisions based on long-term strategy or short-term tax benefits? In this episode, Kenny Bedwell sits down with CPA and tax strategist Ryan Bakke to break down the financial and legal implications of the recent bill passage and what it means for real estate investors.From bonus depreciation strategies to qualifying for deductions, Ryan explains how to navigate evolving tax laws while building a resilient investment portfolio. Whether you're investing in

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41:35

Part 2: Designing Your STR to Maximize Your Returns

Cash Flow Positive ·

2025/07/10

When it comes to designing short-term rentals, Becky Jones doesn’t just think in furniture—she thinks in photos. And in today’s market, that visual-first mindset can make or break your ROI.In this episode of the Cash Flow Positive podcast, Kenny Bedwell sits down with design expert and STR consultant Becky Jones to unpack how design, comfort, and guest experience all connect to your bottom line.Becky explains how she balances aesthetics with function to attract better guests, command higher nightly

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21:08

Part 1: Designing Your STR to Maximize Your Returns

Cash Flow Positive ·

2025/07/08

Think interior design is just about picking pretty furniture? Think again—your return on investment might depend on it.In this solo episode of Cash Flow Positive, Kenny Bedwell reveals why the speed of your short-term rental launch is one of the most critical—and commonly overlooked—factors in maximizing profit. He shares a personal story of how delays during the design process cost him thousands in holding fees and lost revenue, and walks listeners through how to avoid making the same mistake.Kenny

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38:00

Part 2: How to make your STR unique with Micro...

Cash Flow Positive ·

2025/07/03

If people just wanted a place to sleep, they’d book a hotel. But in today’s competitive short-term rental market, it’s experiences that drive revenue, and no one knows that better than Merit Harris.In this episode of the Cash Flow Positive podcast, Kenny Bedwell welcomes Merit, founder of Merit Badge Property Management, to dive into the business of creating standout STRs through interactive amenities, ROI-driven design, and a deep understanding of what guests actually want. From his no-nonsense

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28:38

Part 1: How to make your STR unique with Micro Designs

Cash Flow Positive ·

2025/07/01

Is your short-term rental just blending into the crowd? In this episode of the Cash Flow Positive podcast, Kenny Bedwell breaks down one of the most powerful (and affordable) ways to make your property stand out—micro designs.Kenny explores why the typical templated design approach fails to drive bookings and how a strategic focus on a few unique spaces can elevate your listing and boost your bottom line. You’ll learn how to approach short-term rental design from a marketing-first

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45:28

Part 2: MTR's vs STR's with Vivian Yip

Cash Flow Positive ·

2025/06/26

Is the mid-term rental strategy a hidden gem in today’s market, or are short-term rentals still king?In this insightful continuation of the MTR vs. STR conversation, host Kenny Bedwell brings back real estate investor and healthcare professional Vivian Yip to break down the realities of both strategies in today’s economic climate. Drawing from her extensive experience operating properties across multiple states, Vivian walks listeners through the nuances of running mid-term rentals (MTRs), how they

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19:58

Part 1: MTR's vs STR's

Cash Flow Positive ·

2025/06/24

Are mid-term rentals really the safer bet—or are short-term rentals still the reigning champion when it comes to maximizing cash flow?In this episode, Kenny Bedwell dives into the often-debated comparison between MTRs and STRs. He breaks down the financial, operational, and strategic nuances of each model, offering a balanced look at the pros and cons. From tax savings and revenue potential to guest expectations and personal preferences, Kenny lays out a clear framework for making the right

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38:36

Part 2: Save Thousands by Doing This First Before...

Cash Flow Positive ·

2025/06/19

Most new hosts waste thousands before guests ever check in—Kim Fitzpatrick is here to change that.In this episode of the Cash Flow Positive podcast, Kenney Bedwell is joined by STR expert and Launched Host founder Kim Fitzpatrick, who reveals the #1 thing she wishes she’d done before opening the doors to guests. Hint: It’s not about having Instagram-worthy decor or the perfect throw pillows. It’s about protection, durability, and saving your sanity.Kim shares a refreshingly honest behind-the-scenes

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18:00

Part 1: Save Thousands by Doing This First Before...

Cash Flow Positive ·

2025/06/17

Ever feel like launching your short-term rental is like pouring money into a black hole? Before you spend a dime on furniture or tools, you need to hear this. In this episode, Kenny Bedwell breaks down five high-impact strategies to help STR operators save thousands of dollars before even opening their doors to guests.From leveraging partnerships with cleaning companies to understanding tax benefits, Kenny shares tactical, money-saving insights that many first-time hosts overlook. If you're

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46:36

Part 2: Is It Really a Buyers' Market? with Brenna...

Cash Flow Positive ·

2025/06/12

Rates are high, inventory is tight, and opinions are all over the place—so is now actually a good time to buy a property? In this episode, Kenny Bedwell sits down with mortgage expert Brenna Carles to cut through the confusion and answer the big question: Is it really a buyers’ market? They dive into hard truths about investing, bust common excuses, and offer no-nonsense guidance on how to make decisions based on data, not drama.Brenna shares her perspective as someone who helps investors build

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29:34

Part 1: Is It Really a Buyers' Market?

Cash Flow Positive ·

2025/06/10

Everyone's talking about a "buyer’s market"—but is that really what we’re seeing in short-term rental real estate right now? In this episode, Kenny Bedwell explores whether today’s environment truly favors buyers or if the opportunity is more nuanced. He breaks down current market dynamics, challenges assumptions, and reveals what it actually takes to land a great STR deal right now.He explores why short-term rentals remain a viable long-term investment, even when buyer competition, pricing

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30:46

Does the Future of STR's Look Bleak?

Cash Flow Positive ·

2025/06/03

With the short-term rental market evolving rapidly, simply following the old playbook won’t cut it anymore. In this episode of Cash Flow Positive, Kenny Bedwell breaks down what the future of STR investing really looks like—and it’s not for the faint of heart. From industry-wide professionalization to a rising demand for uniqueness, he outlines what successful hosts need to know (and do) to stay competitive.Kenny shares his insights into how STRs are becoming more commercial and why that calls for

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