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Artwork for Cash Flow Positive

Cash Flow Positive

Kenny Bedwell
Short-Term Rentals
Real Estate Investment
Airbnb
Property Management
Real Estate Investing
Cash Flow
Real Estate
Investment Strategies
Revenue Management
Hospitality
Short-Term Rental
Creative Financing
Investment Strategy
Real Estate Market
Cash Flow Positive
Interior Design
Guest Experience
Financial Freedom
Property Investment
Minoan

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 ... more

PublishesWeeklyEpisodes172Founded2 years ago
Number of ListenersCategories
InvestingEntrepreneurshipBusiness

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Artwork for Cash Flow Positive

Latest Episodes

Are you prepared for the Airbnb landscape to feel brutally different this summer?

Kenny Bedwell, founder of STR Insights and numbers-driven host of Cash Flow Positive, pulls back the curtain on the truth behind short-term rental trends and the shif... more

Ever lost thousands simply by trusting the wrong process or the wrong person?

Kenny Bedwell returns from a break not just with fresh life perspective but with the hard-won, painful truths of renovating an 1848 boutique hotel from hundreds of miles a... more

Are you stuck grinding but never really escaping?

In this punchy solo episode, Kenny Bedwell drops the curtain on the two proven secrets that transformed his own portfolio, and he does not sugarcoat the realities.

With sharp stories of scrappy beg... more

Are your short-term rentals sitting empty while your competitors rake in bookings? You might be targeting the wrong guest without even knowing it.

In this tough-love, numbers-driven solo episode, Kenny Bedwell, founder of STR Insights, reveals the ... more

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Find out how many people listen to this podcast per episode and each month.

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Recent Guests

Ryan Cadwell
Real estate broker and investor with 18 years of experience
Resoluter DM
Episode: Part 2 ft. Ryan Cadwell - Exit Strategy First: Why Most Investors Build Backwards: Exit Strategy First: Why Most Investors Build Backwards
Emile Sakhel
Founder of Pricing by Mira
Pricing by Mira
Episode: Part 2: Emile Sakhel - How Airbnb's Fee Change Impacts Hosts
Stacey St. John
Real estate investor, short-term rental operator, and founder of a cleaning division within a property management business
Co-host / Property manager at Cozy Getaways; founder of a cleaning division
Episode: Part 2 - Stacey St. John - The “Toilet Test” Every STR Owner Should Use
Avery Carl
Broker of The Short Term Shop, vacation rental investor
The Short Term Shop
Episode: Part 2: Current State of the Industry
Brett Schwartz
Founder of Capital Gains Tax Solutions
Capital Gains Tax Solutions
Episode: Part 2: Brett Swarts - Preparing For A 1031 Exchange The Right Way
Jen Josey
Former middle school music teacher turned real estate investor and contractor specializing in out-of-state renovation projects.
RAINN, Real Estate Investor Growth Network
Episode: Part 2: Tips for working with out of state contractors
Caleb David
Commercial real estate investor and former nonprofit director
Keller Williams Commercial
Episode: Investing beyond the returns
Juliano Silva
Investor and short-term rental expert
Episode: Part 2: You MUST Innovate in the STR space
Kyle Powers
Real estate agent, investor, and father based in Manhattan, Kansas.
Episode: Part 2: The infinite return model

Hosts

Kenny Bedwell
Founder/Host of Cash Flow Positive with SCR InsightsSTR Insights affiliations; data-driven real estate operator.
Jen Josey
Guest contractor and real estate expert; experienced in out-of-state renovations and contractor relationships.

Reviews

5.0 out of 5 stars from 97 ratings
  • Very informative

    And he does a great job of keeping you informed with everything that is going on in the Airbnb world with regards to finances.

    Apple Podcasts
    5
    LUV2SHOP_KC
    United Statesa month ago
  • Great Content !

    Love your content! The way you break everything down and explain what the data means is very helpful. Wealth of information for STR operators! Thank you!

    Apple Podcasts
    5
    Lilly Fam
    United States2 months ago
  • Love the show

    Great actionable content!

    Apple Podcasts
    5
    maroofmf
    United States4 months ago
  • No Fluff

    I’ve been following Kenny for a few years now and love his perspective and the honesty he brings to the STR space. While other podcasters make bold claims that I find hard to believe at times, Kenny speaks my language - data. If you are interested in learning more about short term rentals, I definitely suggest adding this podcast to your rotation. It’s a good one and never boring.

    Apple Podcasts
    5
    DTMWOAST
    United States7 months ago
  • Perfect for beginners and pros alike!

    I’ve learned so much from listening to Kenny at Cash Flow Positive. Whether you’re just starting to explore real estate investing or are already a seasoned professional, this podcast offers valuable insights for everyone. The guests are phenomenal, the energy is high, and the conversations are top notch! This podcast leaves me inspired and educated after every listen. I cannot recommend it enough.

    Apple Podcasts
    5
    Val_beaulieu
    United States9 months ago

Listeners Say

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

Strong host expertise and credibility in real estate investing.
Guests are high quality with real-world experience in STRs.
Data-driven and practical, listeners appreciate the actionable tips.
Concise, non-fluff format that respects listeners' time.
Episodes consistently deliver tangible strategies for growth.

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Talking Points

Recent interactions between the hosts and their guests.

Part 2 ft. Ryan Cadwell - Exit Strategy First: Why Most Investors Build Backwards: Exit Strategy First: Why Most Investors Build Backwards
Q: How do you help clients map out an appropriate timeline and signals for when to sell or hold?
We start with three pillars—why you're buying, required return, and time horizon. Then build a five-to-seven-year exit framework, aligned with market conditions and personal goals, and adjust as cycles evolve.
Part 2 ft. Ryan Cadwell - Exit Strategy First: Why Most Investors Build Backwards: Exit Strategy First: Why Most Investors Build Backwards
Q: First question I have for you is, with all the cycles you've seen, what are you seeing in the market today and how should investors think about it?
The market is in a reset with higher rates and shifting capital flows; investors should focus on objective data, demand solid exit criteria, and avoid emotional buys, preparing for a range of outcomes rather than a single optimistic scenario.
Part 2: Brett Swarts - Preparing For A 1031 Exchange The Right Way
Q: What type of investments are these DSTs doing?
Investments can vary widely, including real estate, stocks, and other assets, providing flexibility for investors.
Part 2: Brett Swarts - Preparing For A 1031 Exchange The Right Way
Q: What is a DST?
A Deferred Sales Trust, or DST, is a better option than a traditional 1031 exchange, enabling the deferral of capital gains taxes through a trust structure.
Part 2: Should You Take Direct Bookings with Gil Chan
Q: What are some effective methods for getting people from Airbnb to use your direct booking site?
Provide an exceptional stay to encourage guests to return, and use your branding to remind them of your direct booking options.

Audience Metrics

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

Listeners per Episode
Gender Skew
Location
Interests
Professions
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Household Income
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Frequently Asked Questions About Cash Flow Positive

What is Cash Flow Positive about and what kind of topics does it cover?

Cash Flow Positive focuses on practical, data-driven real estate investing in the short-term rental space. Episodes combine concise strategic tips (Part 1) with in-depth interviews (Part 2) featuring operators, contractors, and investors who share actionable tactics for acquiring, financing, renovating, and scaling STR portfolios. The show often emphasizes profitability through guest experiments, market insights, and operational excellence, with a strong emphasis on avoiding common pitfalls via contracts, clear processes, and performance analytics. Notable is the mix of hands-on real estate know-how and guests who bring real-world experience from various corners of the industry, from tax strategy and passive cash flow to contractor manageme... more

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Which podcasts are similar to Cash Flow Positive?

These podcasts share a similar audience with Cash Flow Positive:

1. The Short Term Show
2. Thanks For Visiting
3. Bill Faeth Unfiltered
4. Tax Smart Real Estate Investors Podcast
5. The David Greene Show

How many episodes of Cash Flow Positive are there?

Cash Flow Positive launched 2 years ago and published 172 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

How do I contact Cash Flow Positive?

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Where can I see ratings and reviews for Cash Flow Positive?

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What guests have appeared on Cash Flow Positive?

Recent guests on Cash Flow Positive include:

1. Ryan Cadwell
2. Emile Sakhel
3. Stacey St. John
4. Avery Carl
5. Brett Schwartz
6. Jen Josey
7. Caleb David
8. Juliano Silva

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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