Cash Flow Positive

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. 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.

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.

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 perspective—without breaking the bank.Whether you’re furnishing a new property or looking to revamp an existing one, this episode offers smart, practical advice to help you create an unforgettable 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!In This Episode You'll Learn:Why traditional, templated setups don’t maximize your STR’s revenue potentialWhat micro designs are and how they can transform a propertyHow to choose which spaces to focus on—and why less is moreThree types of amenities that directly affect your revenueHow photo strategy influences booking decisionsWhy micro designs work for any budget, not just luxury listingsThe real reason most STRs fail to stand out—and how to fix itAnd 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.

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 compare to short-term rentals (STRs), and how to adapt your investment strategy for long-term success.They also dive into key data points, guest expectations, regulations, and real-world profitability scenarios, making this a must-listen for anyone considering a shift in their rental portfolio or entering the game with a clear strategy in mind.Listeners like you are scaling faster—and smarter—by following this show. Subscribe now and level up your STR playbook. 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:What type of investor is best suited for MTRs vs. STRsWhy MTRs can be more stable but not necessarily passiveKey differences in guest expectations, operations, and pricingHow to adapt your rental strategy when regulations changeWhy the STR narrative has shifted and what it means for your cash flowVivian’s insight into property selection, especially in healthcare-heavy marketsHow to evaluate the real profit margins when choosing your rental typeWhen and how to pivot from STR to MTR depending on demand and seasonalityAnd much more...Guest Bio:       Vivian Yip, formerly a program manager at Apple, transitioned full-time into real estate in 2018 alongside her husband, James. While raising two children and flipping homes, they discovered the power of furnishing affordable properties for extended stays—an approach that thrived during the pandemic and simplified management. Today, Vivian leads Corporate Rentals USA by Hestia, where she merges hospitality with real estate and helps investors elevate their rental income through strategic branding and smart operational systems.Resources:Connect with Kenny on LinkedInFollow Kenny on InstagramCruHomes.com VivianYip.com Follow Vivian 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 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 investment choice based on your goals.Whether you’re just getting started or looking to scale to commercial-grade properties, this episode will help you think beyond the hype and make data-informed decisions.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:What makes STRs more dynamic—but also more volatileThe role of "experience" in STR marketing vs. MTR expectationsHow future financing may be based more on revenue potential than creditWhat buying the right “moat” means for long-term STR successThe tax advantages of STRs over MTRsWhy STRs are a stepping stone to owning commercial or hotel propertiesAnd 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.

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 look at what actually happens after launch day, including the unexpected ways guests use (and sometimes misuse) your space. She dives into what she learned through her own costly mistakes—like hours spent stain-fighting ottomans and chasing down replacement remotes—and how a few proactive decisions could have saved her thousands of dollars and endless frustration.If you’re about to launch your own STR—or thinking about upgrading an existing one—this conversation is packed with actionable insights that will help you furnish smarter, protect your investment, and build a guest-ready home that holds up to real-world wear and tear.Want expert help launching your STR? Visit LaunchedHost.com to get started with Kim’s team. 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 investing in fewer, better-quality furnishings saves money in the long runWhat “preventative maintenance” actually looks like in a real STRThe importance of protecting fabrics and surfaces from day oneHow to prioritize your STR budget when it starts to stretchThe simple cleaning items every STR needs on-siteWhat Kim regrets not doing from the start, and how it cost her hours of frustrationAnd much more...Guest Bio:       Kim Fitzpatrick is the owner and founder of Launched Host, a company that helps short-term rental owners stage and prepare their properties for guests fast. After a 20-year career as a physical education teacher, Kim transitioned into real estate and became a successful investor and Superhost across multiple states. Her hands-on experience revealed a major need in the short-term rental (STR) market: efficient, professional property setup.Resources:Connect with Kenny on LinkedInFollow Kenny on InstagramPART 2 Kim Fitzpatrick - The STR tortoise vs the hareConnect with Kim on LinkedInLaunchedhost.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.

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 launching—or even planning to launch—an STR, this episode is your financial wake-up call.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 getting on your cleaning company’s preferred list can give you major discountsHow to avoid unnecessary tool and equipment costsThe benefits of hiring a general contractor vs. DIYWhat you need to know about state and local STR licensesHow to leverage tax strategies to reduce your upfront expensesThe critical importance of knowing your zoning laws before launchingWhy doing less yourself might actually save you money in the long runPractical real-world examples of STR operators who saved bigAnd 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.