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Cash Flow Positive

Author: 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!
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Most investors look at bedroom counts at face value. Kenny Bedwell doesn’t.In this episode of Cash Flow Positive, Kenny reveals a deal-finding strategy he’s seen quietly pay off in competitive short-term rental markets: targeting properties with extra square footage and converting them into higher bedroom counts. From Sedona to the Poconos, Kenny explains why “heads in beds” is the #1 revenue driver, how to legally add bedrooms to force appreciation, and why average-performing STRs will always lose out to top properties.You’ll hear how to spot these overlooked opportunities, the math that makes them work, and why moving quickly under contract is often the difference between landing a deal and watching it slip away.Don’t settle for average returns. Press play now to learn how Kenny turns overlooked listings into high-cash-flow, high-appreciation wins.Important LinksWant us to find the deals for you? https://strinsights.com Get Top Markers for STRs (2025)  https://www.strinsights.com/top-investable-short-term-rental-markets-2025-reportInstagram – @kenny_bedwellYouTube – Cash Flow PositiveLinkedIn – Kenneth BedwellCash Flow Positive is an original podcast hosted by Kenny Bedwell. Brought to you by STR Insights and Podcast Your Brand. Production and editing by Podcast Your Brand.
Is refinancing your short-term rental a smart move—or a trap that eats away your cash flow?In this episode of Cash Flow Positive, Kenny Bedwell sits down with veteran mortgage broker and STR financing expert Matt Stout. With over 32 years of lending experience and thousands of deals funded, Matt pulls back the curtain on when refinancing actually makes sense. From dropping interest rates and shifting housing trends to creative ways to redeploy “dead equity” into higher cash-flowing properties, this episode delivers the unvarnished truth about refinancing in today’s market.You’ll learn the right (and wrong) reasons to refinance, how to weigh costs versus cash flow, and why keeping versus selling a property can make or break your long-term wealth.Don’t guess your way through one of the biggest financial decisions you’ll face as an investor. Press play now to get Kenny and Matt’s proven framework for knowing when to refinance and how to use it to build real generational wealth.About the GuestMatt Stout is “The STR Loan Guy” and founder of Consumers Financial, a mortgage brokerage licensed in 48 states. With over three decades in lending and a personal background in real estate investing, Matt specializes in STR and DSCR loans that help investors unlock equity and scale their portfolios. He’s known for creative lending strategies, hybrid loan solutions, and his straight-shooting approach to helping investors win deals.🔗 STR Loan Guy Website | YouTube – STR Loan Guy | Facebook | TikTok @thestrloanguyImportant LinksWant us to find the deals for you? https://strinsights.com Get Top Markers for STRs (2025)  https://www.strinsights.com/top-investable-short-term-rental-markets-2025-reportInstagram – @kenny_bedwellYouTube – Cash Flow PositiveLinkedIn – Kenneth BedwellCash Flow Positive is an original podcast hosted by Kenny Bedwell. Brought to you by STR Insights and Podcast Your Brand. Production and editing by Podcast Your Brand.
If someone handed you $250,000 in cash to invest in a short-term rental, where would you buy and what strategy would you use to make that money work?In this episode of the Cash Flow Positive Podcast, host Kenny Bedwell is joined by Erin Wegrzyn, a real estate consultant with STR Insights, to explore exactly that scenario. Together, they break down how to choose the right markets, set realistic expectations, and avoid the “amenities arms race” that eats into cash flow.Erin shares her journey from long-term rental investor to short-term rental specialist and why her strategy has shifted toward properties that both cash flow and create memories for her family. Kenny and Erin discuss how to research markets, stay ahead of competitors, and build a property that can grow with the market over time, without burning out or over-renovating.If you've enjoyed this episode of the Cash Flow Positive podcast, be sure to leave a review and subscribe today! Listen now and enjoy!Key takeaways:How to choose markets without spreading yourself too thinWhy being “one of one” in a market is a huge advantageHow to avoid competing in an endless amenities warWhat to look for in properties that allow for future upgradesWhy following where large investors are putting money can reveal emerging marketsThe best way to build a reliable local team of contractors and cleanersWhy you should visit and experience a market before you invest thereAnd much more...Guest Bio:       Erin Wegrzyn is a real estate consultant with STR Insights, where she helps investors analyze markets and identify profitable short-term rental opportunities. Based in Kentucky, she brings firsthand experience as an investor and a deep understanding of market trends, property selection, and building reliable local teams. Erin is passionate about helping clients choose properties that cash flow, grow in value, and fit their lifestyle goals.Resources:Connect with Kenny on LinkedInFollow Kenny on InstagramDisclaimer: The views, information, or opinions expressed during this podcast are solely those of the individuals involved and do not necessarily represent those of the Cash Flow Positive podcast or its affiliates. The content provided is for informational and entertainment purposes only and is not intended to be a substitute for professional advice. We make no representations as to the accuracy, completeness, suitability, or validity of any information on this podcast and will not be liable for any errors, omissions, or delays in this information or any losses, injuries, or damages arising from its display or use. Listeners should consult with a professional for specific advice tailored to their situation. By accessing this podcast, you acknowledge that any reliance on the content is at your own risk.
If $250,000 dropped into your lap today, would you actually know what to do with it?In this episode of Cash Flow Positive, Kenny Bedwell pulls back the curtain on exactly how he’d put that money to work in short-term rentals. He breaks down why your financing strategy can make or break a deal, the five cost buckets most investors forget about, and why setting your ROI goal up front is non-negotiable.You’ll hear Kenny think through real markets, from Florida beaches to Shenandoah cabins, and explain how to spot which ones fit your budget and which ones will bleed you dry.Don’t guess your way into a $250K mistake. Hit play now to hear Kenny’s no-fluff, data-backed roadmap and get clarity on where your money will actually cash flow.Timestamped Highlights[00:00] How a $250K windfall changes your investing strategy overnight[02:14] The financing trap that torpedoes deals before they close[04:18] The five hidden costs every STR investor must budget for[07:36] Kenny’s minimum ROI goals—and why cash flow beats percentages[10:53] The “process of elimination” method for picking your markets[14:25] Why Bradenton, FL, might work—and the brutal barrier to entry[21:00] Shenandoah’s low-barrier charm vs. beach market competition[24:38] How lakefronts in Michigan and urban rentals in Cincinnati stack upResourcesSTR Insights softwareTop Markets Report (via STR Insights website)Dave Ramsey podcast (benchmark reference)Zillow & Redfin (for market comps)Evergreen LinksWant us to find the deals for you? https://strinsights.com Get Top Markers for STRs (2025)  https://www.strinsights.com/top-investable-short-term-rental-markets-2025-report📲 Instagram – @kenny_bedwell▶️ YouTube – Cash Flow Positive💼 LinkedIn – Kenneth BedwellCash Flow Positive is an original podcast hosted by Kenny Bedwell. Brought to you by STR Insights and Podcast Your Brand. Production and editing by Podcast Your Brand.
What does Airbnb’s latest fee increase mean for your bottom line, and how should it change the way you evaluate deals?In this episode of the Cash Flow Positive Podcast, Kenny Bedwell sits down with Rachel Gniady, full-time real estate investor and STR Insights consultant, to talk about how the new 15.5% host fee is reshaping underwriting, deal selection, and long-term strategy.Rachel shares how she is being even more conservative with revenue estimates, why she is rejecting deals that don’t have a wide enough margin, and why being “one of one” in a market is more important than ever. Together, Kenny and Rachel dive into moats, market trends, appraisals, and the importance of thinking like an investor first, even as competition heats up and the “middle” of the STR market gets squeezed.Want to keep spotting high-margin STR deals even as fees climb? Listen now and sharpen your strategy. If you've enjoyed this episode of the Cash Flow Positive podcast, be sure to leave a review and subscribe today! Listen now and enjoy!Key takeaways:Why Airbnb’s fee change demands more conservative underwritingHow to evaluate properties with a “good, better, best” revenue approachWhy being unique in your market protects your profitsThe dangers of chasing trends and how to know when to walk awayWhy comps, cost basis, and appraisals matter more than everHow to protect yourself in today’s “Wild West” real estate marketWhy stability can beat higher short-term returns in the long runThe importance of making offers quickly and confidentlyAnd much more...Guest Bio:       Rachel Gniady is a full-time real estate investor and consultant for STR Insights, where she has helped over 50 clients close deals and build profitable short-term rental portfolios. Based in New Orleans, she has nearly 20 years of experience buying, improving, and selling properties. Resources:Connect with Kenny on LinkedInFollow Kenny on InstagramPart 2: Finding High ROI STR Deals with No Money with Rachel GniadyConnect with Rachel on LinkedInDisclaimer: The views, information, or opinions expressed during this podcast are solely those of the individuals involved and do not necessarily represent those of the Cash Flow Positive podcast or its affiliates. The content provided is for informational and entertainment purposes only and is not intended to be a substitute for professional advice. We make no representations as to the accuracy, completeness, suitability, or validity of any information on this podcast and will not be liable for any errors, omissions, or delays in this information or any losses, injuries, or damages arising from its display or use. Listeners should consult with a professional for specific advice tailored to their situation. By accessing this podcast, you acknowledge that any reliance on the content is at your own risk.
Airbnb has just announced a major change to its fee structure, and for hosts, the impact could be huge.In this episode of the Cash Flow Positive podcast, Kenny Bedwell breaks down the shift from a split-fee model to a single-host fee of 15.5%. He explains what this really means for your payouts, why simply raising your rate isn’t the answer, and how the wrong pricing strategy could tank your rankings and bookings.Kenny walks through the math behind the change, why some hosts will be hit harder than others, and what you can do to protect your bottom line. From understanding price elasticity to planning ahead with discounts and direct bookings, this episode is packed with insights and strategies you won’t want to miss.Don’t let Airbnb’s new fee structure cut into your earnings. Tune in to learn the smart strategies that keep your payouts strong.If you've enjoyed this episode of the Cash Flow Positive podcast, be sure to leave a review and subscribe today! Listen now and enjoy!Key takeaways:Why raising your prices could hurt your rankingsHow pricing without a strategy leaves you vulnerable to underpriced competitorsWhy cookie-cutter properties are more exposed than unique listingsThe exact percentage increase needed to maintain your current payoutsWhy timing your price adjustments can affect your Airbnb search rankingsHow to think about cause and effect when responding to platform changesAnd much more...Resources:Connect with Kenny on LinkedInFollow Kenny on InstagramDisclaimer: The views, information, or opinions expressed during this podcast are solely those of the individuals involved and do not necessarily represent those of the Cash Flow Positive podcast or its affiliates. The content provided is for informational and entertainment purposes only and is not intended to be a substitute for professional advice. We make no representations as to the accuracy, completeness, suitability, or validity of any information on this podcast and will not be liable for any errors, omissions, or delays in this information or any losses, injuries, or damages arising from its display or use. Listeners should consult with a professional for specific advice tailored to their situation. By accessing this podcast, you acknowledge that any reliance on the content is at your own risk.
What separates investors who land the best deals from those who watch them slip away?In this episode of the Cash Flow Positive podcast, Kenny Bedwell continues his deep dive into the reasons most people miss out on profitable real estate deals. Building on Part 1’s discussion of vision and creating a moat, Kenny highlights three more critical factors that separate average investors from top performers: acting fast, knowing your guest avatar, and truly understanding what makes a property special in its market.Through real-world examples, Kenny shows why hesitation, personal bias, and limited knowledge often cost investors life-changing opportunities. This episode is a practical roadmap to spotting hidden value and moving with confidence when great deals appear.If you've enjoyed this episode of the Cash Flow Positive podcast, be sure to leave a review and subscribe today! Listen now and enjoy!Key takeaways:Why hesitation and “analysis paralysis” cause investors to miss out on dealsThe importance of acting fast while protecting yourself with contingenciesHow top investors use due diligence periods to secure multiple opportunitiesWhy buying for personal preference instead of guest demand leads to missed dealsHow understanding your “guest avatar” reveals what drives revenue in each marketWhy many investors fail simply because they don’t know what to look forHow to elevate a property’s value by adding design, decor, and amenitiesThe difference between a natural moat and a completed moat — and how to build oneAnd much more...Resources:Connect with Kenny on LinkedInFollow Kenny on InstagramDisclaimer: The views, information, or opinions expressed during this podcast are solely those of the individuals involved and do not necessarily represent those of the Cash Flow Positive podcast or its affiliates. The content provided is for informational and entertainment purposes only and is not intended to be a substitute for professional advice. We make no representations as to the accuracy, completeness, suitability, or validity of any information on this podcast and will not be liable for any errors, omissions, or delays in this information or any losses, injuries, or damages arising from its display or use. Listeners should consult with a professional for specific advice tailored to their situation. By accessing this podcast, you acknowledge that any reliance on the content is at your own risk.
Why do so many investors pass up incredible opportunities that are sitting right in front of them?In this episode of the Cash Flow Positive Podcast, Kenny Bedwell breaks down the number one reason most people miss out on great real estate deals: a lack of vision. Using real-world examples, including a six-bedroom Montana property overlooked by more than ten investors, Kenny illustrates how the best opportunities often require foresight, creativity, and the willingness to see potential where others only see problems.From the concept of building a “moat” that sets your property apart, to understanding why people default to safe, turnkey investments, Kenny shows how successful investors think differently. Discover how one investor turned a rejected Montana property into a top-performing STR.If you've enjoyed this episode of the Cash Flow Positive podcast, be sure to leave a review and subscribe today! Listen now and enjoy!Key takeaways:Why most investors fail to recognize the potential in overlooked propertiesThe importance of having vision when evaluating dealsHow to identify and build a “moat” that separates your property from the competitionWhy great deals often come in the form of outdated or overlooked homesHow one investor turned a rejected Montana property into a cash-flowing success storyWhy copying turnkey models is short-term thinking, and how long-term strategies create real wealthAnd much more...Resources:Connect with Kenny on LinkedInFollow Kenny on InstagramDisclaimer: The views, information, or opinions expressed during this podcast are solely those of the individuals involved and do not necessarily represent those of the Cash Flow Positive podcast or its affiliates. The content provided is for informational and entertainment purposes only and is not intended to be a substitute for professional advice. We make no representations as to the accuracy, completeness, suitability, or validity of any information on this podcast and will not be liable for any errors, omissions, or delays in this information or any losses, injuries, or damages arising from its display or use. Listeners should consult with a professional for specific advice tailored to their situation. By accessing this podcast, you acknowledge that any reliance on the content is at your own risk.
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 reliable teams, Kyle explains how smart planning and execution can eliminate risk and create life-changing financial wins.Want to know how pros turn rundown homes into cash-flow machines? Hear the infinite return model explained step by step in this episode. Don’t just buy another property—discover the strategy that pays you back in full and keeps paying you forever.If you've enjoyed this episode of the Cash Flow Positive podcast, be sure to leave a review and subscribe today! Listen now and enjoy!Key takeaways:Why having “boots on the ground” is invaluable for successful real estate projectsHow to budget realistically and prepare for surprises in renovation projectsThe emotional side of investing and why big returns require taking calculated risksWhy eliminating risk comes down to working with the right people and running the right numbers.How to find the best markets for forcing equity and long-term gains.Kyle’s coaching insights on what makes the infinite return model sustainable.And much more...Guest Bio:       Kyle Powers is a Top Producing Agent from Manhattan, Kansas, ranking in the top 5% of Realtors with over 400 homes sold in just 8 years. Beyond sales, he invests in long-term and short-term rentals, house flips, and co-founded The Elevated Realtors, where he trains agents to scale their businesses.Resources:Connect with Kyle on LinkedInConnect with Kenny on LinkedInFollow Kenny on InstagramDisclaimer: The views, information, or opinions expressed during this podcast are solely those of the individuals involved and do not necessarily represent those of the Cash Flow Positive podcast or its affiliates. The content provided is for informational and entertainment purposes only and is not intended to be a substitute for professional advice. We make no representations as to the accuracy, completeness, suitability, or validity of any information on this podcast and will not be liable for any errors, omissions, or delays in this information or any losses, injuries, or damages arising from its display or use. Listeners should consult with a professional for specific advice tailored to their situation. By accessing this podcast, you acknowledge that any reliance on the content is at your own risk
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. From understanding appraisals and refinancing to leveraging other people’s money, this episode offers practical insights into achieving truly infinite returns in real estate.Don’t just buy another property. Learn the strategy that can give you returns with no money left in the deal. If you've enjoyed this episode of the Cash Flow Positive podcast, be sure to leave a review and subscribe today! Listen now and enjoy!Key takeaways:What the infinite return model is and why it matters in real estate investingHow to force appreciation through renovations or strategic value-add projectsThe role of appraisals, refinancing, and financing options in pulling money back out of a dealWhy short-term rentals are uniquely positioned for infinite returnsHow building or renovating with short-term rentals in mind creates long-term advantagesKenny’s real-world hotel investment example and how it demonstrates this model in actionAnd much more...Resources:Connect with Kenny on LinkedInFollow Kenny on InstagramDisclaimer: The views, information, or opinions expressed during this podcast are solely those of the individuals involved and do not necessarily represent those of the Cash Flow Positive podcast or its affiliates. The content provided is for informational and entertainment purposes only and is not intended to be a substitute for professional advice. We make no representations as to the accuracy, completeness, suitability, or validity of any information on this podcast and will not be liable for any errors, omissions, or delays in this information or any losses, injuries, or damages arising from its display or use. Listeners should consult with a professional for specific advice tailored to their situation. By accessing this podcast, you acknowledge that any reliance on the content is at your own risk.
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 also discusses how to identify undervalued opportunities, keep expenses down, and plan for long-term profitability, all while staying laser-focused on guest experience.If you've enjoyed this episode of the Cash Flow Positive podcast, be sure to leave a review and subscribe today! Listen now and enjoy!Key takeaways:Why the most successful properties have attributes that competitors can’t easily replicateHow to identify and enhance unique characteristics in your propertyThe role of “Wow” spaces in boosting bookings and enhancing guest satisfactionWhy keeping expenses low is just as powerful as finding undervalued dealsHow Kenny applies his own “Crusher Competition” strategy to make his Airbnbs unbeatableAnd much more...Resources:Connect with Kenny on LinkedInFollow Kenny on InstagramThe Strategy That Makes My Airbnbs Impossible to Compete WithDisclaimer: The views, information, or opinions expressed during this podcast are solely those of the individuals involved and do not necessarily represent those of the Cash Flow Positive podcast or its affiliates. The content provided is for informational and entertainment purposes only and is not intended to be a substitute for professional advice. We make no representations as to the accuracy, completeness, suitability, or validity of any information on this podcast and will not be liable for any errors, omissions, or delays in this information or any losses, injuries, or damages arising from its display or use. Listeners should consult with a professional for specific advice tailored to their situation. By accessing this podcast, you acknowledge that any reliance on the content is at your own risk.
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% of people won’t, or can’t do.Whether it’s investing in an unconventional niche, buying undervalued properties with built-in equity, or avoiding oversaturated markets that everyone’s rushing into, this episode offers a blueprint for smarter decision-making. Kenny doesn’t just talk numbers, he dives deep into mindset, strategy, and the critical difference between copying a great idea and creating one.You will walk away with a sharper understanding of what makes an STR truly resilient and why now, more than ever, real estate investing requires bold moves and creative thinking. If you’ve been sitting on the sidelines or unsure where to focus your next property search, this episode will give you the urgency and clarity to act.If you've enjoyed this episode of the Cash Flow Positive podcast, be sure to leave a review and subscribe today! Listen now and enjoy!Key takeaways:Why you shouldn’t wait until fall to start searching for STR propertiesThe 95% rule and how to apply it to your next investmentWhat it really means to have a moat and how to create oneHow to spot undervalued properties with instant equityWhy copying a good deal isn’t the same as creating oneWhat investors are getting wrong in oversaturated marketsThe biggest mistake Kenny sees when hosts chase cash flow aloneHow to structure your next deal to survive any dip in revenueAnd much more...Resources:Connect with Kenny on LinkedInFollow Kenny on InstagramDisclaimer: The views, information, or opinions expressed during this podcast are solely those of the individuals involved and do not necessarily represent those of the Cash Flow Positive podcast or its affiliates. The content provided is for informational and entertainment purposes only and is not intended to be a substitute for professional advice. We make no representations as to the accuracy, completeness, suitability, or validity of any information on this podcast and will not be liable for any errors, omissions, or delays in this information or any losses, injuries, or damages arising from its display or use. Listeners should consult with a professional for specific advice tailored to their situation. By accessing this podcast, you acknowledge that any reliance on the content is at your own risk.
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 experience during the transition, and understanding the realities of today’s saturated market. From the importance of budgeting and inspections to the value of patience and honesty, this conversation is a candid and informative guide for anyone considering selling an STR.If you've enjoyed this episode of the Cash Flow Positive podcast, be sure to leave a review and subscribe today! Listen now and enjoy!Key takeaways:Why budgeting upfront for guest experience can make or break your STR’s performanceHow to coach your clients for STR success before listingWhy a bad cleaner can hurt your reviews—and your ability to sellThe importance of routine inspections and functional appliancesWhy pre-listing inspections are crucial in today’s competitive marketWhen it might be wiser to take a loss and move onHow to make executive decisions based on your unique situationThe value of leaning on local resources and being adaptableWhy honesty—from yourself and your agent—is key to successWhy patience is a necessary mindset in a slow marketAnd much more...Guest Bio:       Madeline Blum is a real estate agent and short-term rental investor with properties in multiple markets, including the Smoky Mountains, North Carolina, the Bourbon Trail, and Panama City Beach. With experience on both sides of the deal, she brings a strategic, investor-savvy approach to buying, selling, and managing STRs—always focused on creating long-term value and delivering exceptional service.Resources:Connect with Kenny on LinkedInFollow Kenny on InstagramFollow Madeline on InstagramFollow Madeline on FacebookDisclaimer: The views, information, or opinions expressed during this podcast are solely those of the individuals involved and do not necessarily represent those of the Cash Flow Positive podcast or its affiliates. The content provided is for informational and entertainment purposes only and is not intended to be a substitute for professional advice. We make no representations as to the accuracy, completeness, suitability, or validity of any information on this podcast and will not be liable for any errors, omissions, or delays in this information or any losses, injuries, or damages arising from its display or use. Listeners should consult with a professional for specific advice tailored to their situation. By accessing this podcast, you acknowledge that any reliance on the content is at your own risk.
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 how much your property is worth or ignoring the emotional aspects of the sale.Thinking of selling your short-term rental? Don’t list it before you listen to this episode. Kenny breaks down how to prep your STR like a pro—from documents and value estimates to buyer psychology and profit strategy. Whether you’re weeks or years away from a sale, this episode will help you exit smart.If you've enjoyed this episode of the Cash Flow Positive podcast, be sure to leave a review and subscribe today! Listen now and enjoy!Key takeaways:The importance of keeping your data clean and organizedHow to estimate your property’s value based on market contextWhat information to include in a property packet for buyersWhy making your listing “look like a business” boosts its appealThe emotional side of selling a property and how to prepare for itCommon pitfalls sellers face when trying to exitHow to communicate the true potential of your STR to investorsAnd much more...Resources:Connect with Kenny on LinkedInFollow Kenny on InstagramDisclaimer: The views, information, or opinions expressed during this podcast are solely those of the individuals involved and do not necessarily represent those of the Cash Flow Positive podcast or its affiliates. The content provided is for informational and entertainment purposes only and is not intended to be a substitute for professional advice. We make no representations as to the accuracy, completeness, suitability, or validity of any information on this podcast and will not be liable for any errors, omissions, or delays in this information or any losses, injuries, or damages arising from its display or use. Listeners should consult with a professional for specific advice tailored to their situation. By accessing this podcast, you acknowledge that any reliance on the content is at your own risk.
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 together to elevate your listing above the competition. The conversation covers everything from curating standout features and maximizing ROI to managing vendors and understanding what guests really want.Whether you're just starting out or looking to refresh your existing rental, Beata’s practical tips and candid advice will help you rethink what it takes to build a high-performing property. Learn the subtle tweaks and smart differentiators that actually move the needle, and start creating unforgettable guest experiences that don’t break the bank.If you've enjoyed this episode of the Cash Flow Positive podcast, be sure to leave a review and subscribe today! Listen now and enjoy!Key takeaways:The value of being different in the STR marketHow to compete without investing in expensive amenitiesWays to create comfort and immersive experiences on a budgetTips for identifying what your market is missing—and offering thatWhy unexpected guest features can create memorable staysHow to evaluate competitors and strategically stand apartThe mindset shift required to break away from industry trendsHow to create your own playbook in the short-term rental spaceAnd much more...Guest Bio:       Beata Lorinc is a North Carolina licensed Realtor, the owner of a boutique luxury full-service property management firm, and a trusted consultant for busy professionals. With a sharp eye for potential, she specializes in transforming ordinary homes into high-performing short-term rentals. Drawing from over a decade of experience at Procter & Gamble in supply chain and customer service—combined with years of hands-on success in property design, vendor management, and guest relations—Beata delivers strategic solutions that help hosts thrive in a competitive market.Resources:Connect with Kenny on LinkedInFollow Kenny on InstagramTheBoutiquePM.com Disclaimer: The views, information, or opinions expressed during this podcast are solely those of the individuals involved and do not necessarily represent those of the Cash Flow Positive podcast or its affiliates. The content provided is for informational and entertainment purposes only and is not intended to be a substitute for professional advice. We make no representations as to the accuracy, completeness, suitability, or validity of any information on this podcast and will not be liable for any errors, omissions, or delays in this information or any losses, injuries, or damages arising from its display or use. Listeners should consult with a professional for specific advice tailored to their situation. By accessing this podcast, you acknowledge that any reliance on the content is at your own risk.
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 walks listeners through the difference between traditional vacation rental markets and emerging STR-friendly areas, revealing how location, expectations, and regulations can influence your strategy more than a hot tub or a game room ever could.Whether you’re just entering the STR game or reassessing your investment strategy, this episode will help you focus your efforts—and your budget—where it matters most.If you've enjoyed this episode of the Cash Flow Positive podcast, be sure to leave a review and subscribe today! Listen now and enjoy!Key takeaways:What super amenities are—and when they actually matterThe key question to ask before investing in an STRWhy guest expectations are lower in some markets (and how that can help you)How to identify whether your market demands extra investmentThe risks and rewards of operating in regulation-prone areasWhy location may be more important than luxuryAnd much more...Resources:Connect with Kenny on LinkedInFollow Kenny on InstagramDisclaimer: The views, information, or opinions expressed during this podcast are solely those of the individuals involved and do not necessarily represent those of the Cash Flow Positive podcast or its affiliates. The content provided is for informational and entertainment purposes only and is not intended to be a substitute for professional advice. We make no representations as to the accuracy, completeness, suitability, or validity of any information on this podcast and will not be liable for any errors, omissions, or delays in this information or any losses, injuries, or damages arising from its display or use. Listeners should consult with a professional for specific advice tailored to their situation. By accessing this podcast, you acknowledge that any reliance on the content is at your own risk.
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 short-term rentals, midterm stays, or traditional long-term properties, this conversation is packed with insights to help you make smarter financial moves.You’ll also hear Ryan's perspective on how government incentives are structured to stimulate the economy and why timing is everything when structuring your deals. Curious how the new tax bill could impact your real estate strategy? Before you lock in your next deal, hit play on this episode with CPA Ryan Bakke. You’ll walk away with smarter ways to approach depreciation, deductions, and portfolio planning in today’s shifting economy. If you've enjoyed this episode of the Cash Flow Positive podcast, be sure to leave a review and subscribe today! Listen now and enjoy!Key takeaways:How government tax policy is designed to drive economic growthWhat types of real estate properties qualify for bonus depreciationThe key question you need to ask before deducting depreciation against your incomeWhy planning ahead is critical despite future legal uncertaintiesHow waiting to act on deals could cost you more and limit your negotiating powerWhich tax updates indirectly impact short-term rental operatorsAnd much more...Guest Bio:Ryan Bakke is a licensed CPA and the founder of Tax Strategy 365, where he helps real estate investors build generational wealth using the tax code. A Trinity Christian College graduate in Accounting and Finance, Ryan began his career at Deloitte, where he led tax technology initiatives for major investment banks. He’s also a former high-level athlete and passionate Christian servant leader.Resources:Connect with Kenny on LinkedInFollow Kenny on InstagramConnect with Ryan on LinkedInApply for 2025 tax strategy The Ryan Bakke PodcastJoin the Tax Strategies For Real Estate Investors Group on FacebookDisclaimer: The views, information, or opinions expressed during this podcast are solely those of the individuals involved and do not necessarily represent those of the Cash Flow Positive podcast or its affiliates. The content provided is for informational and entertainment purposes only and is not intended to be a substitute for professional advice. We make no representations as to the accuracy, completeness, suitability, or validity of any information on this podcast and will not be liable for any errors, omissions, or delays in this information or any losses, injuries, or damages arising from its display or use....
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 rates, and reduce property issues. From managing remodels to optimizing guest comfort, this episode is packed with actionable advice to make your short-term rental more profitable—and less stressful.If you've enjoyed this episode of the Cash Flow Positive podcast, be sure to leave a review and subscribe today! Listen now and enjoy!In This Episode You'll Learn:How to approach design with a photo-first mindset to increase bookingsWhy well-designed rooms can raise your nightly rate and reduce guest complaintsThe real impact of design on guest behavior—and your stress levelWhy high-end finishes attract higher quality guestsHow market research and guest avatars influence design decisionsWhat to watch for when coordinating design with remodeling timelinesWhy spending more upfront can actually save you time and money laterAnd much more...Guest Bio:       Becky Jones is an interior designer specializing in designing short-term rentals that are functional, beautiful, and profitable, and founder of Becky Jones Branding. Known for her visual-first approach and guest-centric design strategies, Becky helps STR owners elevate their properties through thoughtful upgrades that enhance comfort, increase profitability, and create memorable guest experiences. Resources:Connect with Kenny on LinkedInFollow Kenny on InstagramBeckyJonesBranding.com Follow Becky on InstagramFollow Becky on FacebookDisclaimer: The views, information, or opinions expressed during this podcast are solely those of the individuals involved and do not necessarily represent those of the Cash Flow Positive podcast or its affiliates. The content provided is for informational and entertainment purposes only and is not intended to be a substitute for professional advice. We make no representations as to the accuracy, completeness, suitability, or validity of any information on this podcast and will not be liable for any errors, omissions, or delays in this information or any losses, injuries, or damages arising from its display or use. Listeners should consult with a professional for specific advice tailored to their situation. By accessing this podcast, you acknowledge that any reliance on the content is at your own risk.
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 breaks down the real financial impact of slow timelines, how to vet designers for efficiency and market alignment, and why identifying your guest avatar should come before any décor decisions. You’ll also learn how to communicate clearly with designers, set firm expectations, and ensure your property is not just beautiful, but bookable.Whether you're launching your first STR or scaling a portfolio, this episode will shift the way you think about design, timelines, and how to protect your bottom line from the start.Ready to turn design delays into revenue wins? Subscribe now and discover more strategies that make your STR cash flow faster. If you've enjoyed this episode of the Cash Flow Positive podcast, be sure to leave a review. Listen now and enjoy!In This Episode You'll Learn:Why launching quickly is crucial to maximizing STR profitabilityHow holding costs during the design phase can hurt your returnsWhat to ask your designer before hiring themWhy timelines, clarity, and accountability matter more than you thinkHow to ensure your designer incorporates what actually attracts guests to your areaThe danger of creating generic, forgettable spaces that appeal to no oneHow to ensure your designer reflects what actually draws guests to your areaAnd much more…Disclaimer: The views, information, or opinions expressed during this podcast are solely those of the individuals involved and do not necessarily represent those of the Cash Flow Positive podcast or its affiliates. The content provided is for informational and entertainment purposes only and is not intended to be a substitute for professional advice. We make no representations as to the accuracy, completeness, suitability, or validity of any information on this podcast and will not be liable for any errors, omissions, or delays in this information or any losses, injuries, or damages arising from its display or use. Listeners should consult with a professional for specific advice tailored to their situation. By accessing this podcast, you acknowledge that any reliance on the content is at your own risk.
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 Merritt Haris.In this episode of the Cash Flow Positive podcast, Kenny Bedwell welcomes Merritt, 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 approach to systems and team leadership to the design decisions that impact bookings, Merit shares a wealth of practical insights for property owners and managers alike.Whether you’re co-hosting a few properties or scaling a management business, this conversation will inspire you to think bigger and design smarter.If you've enjoyed this episode of the Cash Flow Positive podcast, be sure to leave a review and subscribe today! Listen now and enjoy!In This Episode You'll Learn:Why design and amenities must go beyond aesthetics to actually drive revenueHow to evaluate your property as an experience, not just a place to stayWhat makes a listing “sticky” and how that affects your nightly rateWhy most designers miss the mark on interactive ROIHow Merit approaches team management with outcomes—not micromanagementThe importance of systems in building a scalable STR businessHow to identify design strengths and expand creatively without losing cohesionAnd much more...Guest Bio:       Merritt Haris is the founder of Merit Badge Property Management, where he helps short-term rental owners increase revenue and create unforgettable guest experiences through strategic design and streamlined operations. Known for his bold mindset and system-driven approach, Merit is passionate about empowering clients and team members alike to live their “best life” while building a thriving STR business.Resources:Connect with Kenny on LinkedInFollow Kenny on InstagramMerit Badge Property Management Follow Merit on FacebookFollow Merit on InstagramFollow Merit on TikTokDisclaimer: The views, information, or opinions expressed during this podcast are solely those of the individuals involved and do not necessarily represent those of the Cash Flow Positive podcast or its affiliates. The content provided is for informational and entertainment purposes only and is not intended to be a substitute for professional advice. We make no representations as to the accuracy, completeness, suitability, or validity of any information on this podcast and will not be liable for any errors, omissions, or delays in this information or any losses, injuries, or damages arising from its display or use. Listeners should consult with a professional for specific advice tailored to their situation. By accessing this podcast, you acknowledge that any reliance on the content is at your own risk.
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