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Cash Flow Positive

Cash Flow Positive

By: Kenny Bedwell
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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 concepts you've learned. Whether you're a seasoned pro or just starting out, Cash Flow Positive is your roadmap to unlocking the full potential of your property portfolio. Don't miss your chance to thrive in the dynamic world of real estate investment – tune in now!Kenny Bedwell Economics Leadership Management & Leadership Personal Finance
Episodes
  • 3 Amenities That Transformed Our Revenue
    Jun 16 2026

    What if the three things holding back your short-term rental revenue are hiding in plain sight?

    Kenny Bedwell, data-driven investor and STR educator, breaks down the amenities most investors miss, ones that are scientifically proven to spike your bookings and cash flow fast. Forget the gimmicks and “guru” advice. In this brutally practical episode, you’ll hear real numbers, tactical breakdowns, and the overlooked upgrades that have delivered six-figure jumps for Kenny Bedwell and his clients.

    You will miss out on the bookings your comps are snatching up right now if you ignore these simple moves. Listen in and get the honest playbook for immediate results. No fluff. No hype. Just the uncommon upgrades that separate winning properties from the pack, only on Cash Flow Positive.

    Timestamped Highlights
    • 00:15 – The three revenue-slaying amenities every STR owner misses
    • 01:46 – Are you making this six-figure mistake with your amenities?
    • 04:39 – How a heated pool turned winter dead zones into year-round cash
    • 08:17 – Container pool case study. From $150K to $244K in a single year
    • 10:21 – The no-glamour upgrade that quietly adds $15K to your bottom line
    • 13:16 – Why full bathrooms are the untapped ROI secret in most markets
    • 20:08 – The lighting hack delivering 500 percent returns (not string lights)
    • 25:12 – One color tweak to your property lighting that boosts revenue 30 percent

    Mentioned Resources
    • Airbnb
    • ChatGPT

    Important Links
    • Want us to find the deals for you? https://strinsights.com
    • Get Top Markers for STRs (2025) - https://rebrand.ly/28b1df
    • Instagram – @kenny_bedwell
    • YouTube – Cash Flow Positive
    • LinkedIn – Kenneth Bedwell

    Cash Flow Positive is an original podcast hosted by Kenny Bedwell. Brought to you by STR Insights. Production and editing by Podcast Your Brand.

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    30 mins
  • Airbnb 2026 Summer Outlook
    Jun 9 2026

    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 shifting power moves that will make or break your returns in 2026.

    In this hard-hitting episode, Kenny Bedwell reveals why stabilization is here, what “professionalization” actually means for hosts, and how oversaturation is crushing easy wins. You’ll hear the rare data and stories behind $10K bookings, competitive vendor wars, and why flashy isn’t always smart. Learn exactly where experienced investors are pivoting and what the herd of copycats is missing.

    Miss this episode, and you risk falling behind in the new normal leaving real profits and lasting success for someone else. Listen now for the brutal, numbers-first roadmap you won’t find in overhyped trend recaps.

    Timestamped Highlights
    • 00:18 – The subtle factor that will quietly decide who survives in STRs
    • 02:00 – A $10K summer booking that exposes the game-changing power of peak season
    • 04:29 – Why even expensive gas and rising costs are not slowing down travel demand
    • 06:24 – The unexpected data that proves market stabilization is here
    • 07:50 – Professionalization crushes returns for lazy investors (and creates opportunity)
    • 10:38 – The overlooked negotiating trick you should use with every vendor now
    • 12:36 – What most investors miss when evaluating their competition each summer
    • 16:08 – How “commercialized amenities” quietly future-proof your rental (with real examples)
    • 19:00 – Why tired strategies are failing and what separates investors with infinite returns
    • 21:30 – The costly mistake of chasing trends instead of compounding long-term value

    Mentioned Resources
    • Airbnb
    • Can Monkey
    • Host Buddy
    • Sheraton
    • Marriott

    Important Links
    • Want us to find the deals for you? https://strinsights.com
    • Get Top Markers for STRs (2025) - https://rebrand.ly/28b1df
    • Instagram – @kenny_bedwell
    • YouTube – Cash Flow Positive
    • LinkedIn – Kenneth Bedwell

    Cash Flow Positive is an original podcast hosted by Kenny Bedwell. Brought to you by STR Insights. Production and editing by Podcast Your Brand.

    Show more Show less
    24 mins
  • This Mistake Just Cost Me THOUSANDS
    May 26 2026

    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 away. This episode dives deep into the exact mistakes that cost him actual cash, and even more valuable time from contractor sequencing chaos to shipments gone missing to why “project management by Zoom” is a surefire road to blown budgets.

    If you own or plan to own any STR, now’s the time to learn how to lead projects to the finish line without bleeding money. Skip this one, and you risk repeating the most expensive rookie mistakes in the book. Listen now for practical, brutally honest strategies you’re not getting anywhere else.

    Timestamped Highlights
    • 00:11 – The real cost of learning by fire on big renovation deals
    • 01:47 – The one-day trip that revealed everything broken about remote project management
    • 03:14 – Why showing up in person sparks a momentum shift with contractors
    • 05:25 – How a simple shipping oversight vanished $2,000 overnight
    • 06:10 – Where even pros screw up sequencing and lose weeks
    • 08:08 – The shocking truth about contractor incentives (and why they don’t care)
    • 09:25 – The proven fix that instantly cuts through project chaos
    • 12:10 – Why virtual management almost always leads to costly delays
    • 15:44 – Life-after-loss: Exact steps to prevent these disasters in your next STR project

    Mentioned Resources
    • Wayfair consolidated delivery service
    • Amazon (referenced for shipping)

    Important Links
    • Want us to find the deals for you? https://strinsights.com
    • Get Top Markers for STRs (2025) - https://rebrand.ly/28b1df
    • Instagram – @kenny_bedwell
    • YouTube – Cash Flow Positive
    • LinkedIn – Kenneth Bedwell

    Cash Flow Positive is an original podcast hosted by Kenny Bedwell. Brought to you by STR Insights. Production and editing by Podcast Your Brand.

    Show more Show less
    17 mins
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