Podcasts about strs

Send us a textIn this episode of Weiss Advice, host Yonah Weiss sits down with real estate investor and broker Christina Kovacs to unpack her full journey through residential flips, short-term rentals, multifamily ownership, and asset management at scale.Christina shares how getting her hands dirty early in her career shaped her as an operator, why she ultimately pivoted away from single-asset investing, and the lessons she learned the hard way about property management, partner selection, and staying focused in one lane.They also dive into tenant management, underwriting realities in Class C assets, the power of LinkedIn as a business tool, and why Christina is now doubling down on multifamily and commercial brokerage heading into 2026.This is a must-listen for investors who want real, operator-level insight into what actually drives performance in multifamily deals.⏱️ Episode Timestamps00:01:30 – Christina's early real estate journey and live-in flips 03:30 – Pivoting from single-family and STRs into multifamily 06:45 – Joint ventures vs syndications and building confidence as an operator 07:50 – Why property management can destroy a great deal 09:00 – The 42-question property manager vetting process 11:00 – Auditing ledgers, hidden expense creep, and CapEx tracking 16:15 – Tenant horror stories and inherited problems after acquisition 18:45 – Managing delinquency and underwriting reality in Class C assets 20:00 – How LinkedIn became a powerful networking and deal-making tool 22:20 – The “Final Four” questions: books, skills, failure, and success 26:30 – Transitioning into commercial real estate brokerage 28:15 – What success truly means to Christina today

Are you scared of losing tens of thousands to the IRS on your next property sale? Wondering if a 1031 exchange is really the secret weapon for building unstoppable cash flow… or just a headache waiting to happen?This episode, Kenny Bedwell, no-fluff educator and the data-driven mind behind STR Insights, breaks down exactly how to prepare for a 1031 exchange the right way—using numbers, timelines, and real investor mistakes. From crushing the fear of tax bills to unlocking hidden strategies for short-term rental success, Kenny's frank approach is full of hard truths and simple steps.Listen now to sidestep costly errors, dodge timeline traps, and discover insider tactics you won't hear anywhere else. Miss this episode, and you risk making one of the most expensive mistakes in real estate. Tune in while the stakes are high and every dollar counts!Timestamped Highlights[00:00] The hidden 1031 pitfalls that even experienced investors miss[00:01:14] Why “waiting until closing” could wreck your 1031 dreams[00:02:12] The shocking impact of capital gains—the numbers that matter now[00:03:16] How to use the IRS rules to your advantage (and avoid a nightmare)[00:05:13] The #1 reason most investors lose money on STR furnishings[00:07:37] The uncommon truth about 1031 down payments and boot traps[00:11:03] Kenny's proven equity audit method: Should you sell or wait?[00:14:04] Mapping your cash flow and equity for a powerful portfolio move[00:16:50] When you should start hunting for your next market (spoiler: it's not what you think)[00:20:46] The 60-day strategy no one is teaching for stress-free 1031 shopping[00:22:03] The risky world of reverse 1031 exchanges—what you must knowMentioned ResourcesSTR Scale Summit (event)STR Insights softwareIRS Section 1031 (1031 exchange rules)QI / 1031 Intermediary servicesReturn on Equity (ROE) auditImportant LinksWant us to find the deals for you? https://strinsights.comGet Top Markers for STRs (2025) - https://rebrand.ly/28b1dfInstagram – @kenny_bedwellYouTube – Cash Flow...

Is the short-term rental industry struggling — or simply growing up? In this episode of The STR Data Lab, AirDNA Chief Economist Jamie Lane sits down with Simon Lehmann to unpack what “normalization” really means for STR operators, investors, and property managers heading into 2026. After years of explosive growth, the industry is entering a new phase — one defined less by expansion and more by execution.Simon shares why demand hasn't collapsed the way headlines suggest, why strong operators are still thriving, and why the biggest shift happening right now is in expectations. Growth rates, margins, and valuations are resetting — but that doesn't spell trouble. Instead, it's forcing a long-overdue focus on discipline, systems, and unit-level profitability. As competition intensifies and margins compress, professionalism is no longer optional.The conversation also dives into technology and AI, exploring why the future isn't about more tools, but fewer — and better — ones. From fragmented tech stacks and data silos to the elusive “source of truth,” Jamie and Simon explain why operators who master their data will be best positioned to survive (and win) in the next chapter of STRs.You don't want to miss this episode if you're planning for 2026 and beyond.Key Takeaways from This EpisodeNormalization ≠ downturn: The STR industry isn't collapsing — growth expectations and return profiles are simply resetting.Execution now beats expansion: We've moved from a growth story to a selection story, where strong operators pull ahead.Professionalization means discipline: Systems, process rigor, and unit-level economics matter more than portfolio size.Margins are under pressure: Rising costs and regulation make revenue management and cost control essential skills.Tech stacks must simplify: The next wave of STR tech will focus on integration, AI-driven insights, and a single source of truth — not more point solutions.Sign up for AirDNA for FREE

AI is changing short-term rental marketing—but not always for the better.In this episode of the STR Investing Podcast, Taylor sits down with Conrad, founder of BuildUp Bookings, to break down what actually drives bookings in today's crowded STR market.They discuss how overused AI messaging can turn guests away, where automation still adds real value, and why authentic communication is becoming a competitive advantage for Airbnb hosts and property managers. Conrad shares practical insights from nearly a decade in STR marketing, helping operators rethink how they attract, convert, and retain guests.Key topics covered:AI vs human messaging in STR marketingHow to improve bookings without sounding automatedGuest psychology and conversion fundamentalsMarketing mistakes hurting Airbnb performanceIf you want more bookings without relying on spammy AI tactics, this episode delivers clear, actionable insight.__Episode Sponsored By:STR SearchSTR Search is the industry leading property finder service. They've helped investors acquire over 325+ profitable STRs across the US. If you'd like the data professionals to help you find your next STR, reach out to STRsearch.com

Ever scroll past a vacation rental photo and feel like you had to stay there—like, yesterday? That's not an accident. That's story-driven strategy at work.In this episode, I'm joined by the incredible Nicole Alexander—a woman who's mastered the art of making STRs look so inviting, guests can't help but click “Book Now.”We talk about:How Nicole went from wedding photography to capturing the soul of spacesHer three-month adventure across Europe, camera in hand, documenting dreamy cabinsWhy cozy corners, golden light, and personal touches matter more than you thinkBut this isn't just about pretty pictures. It's about creating an emotional connection.Nicole walks us through her process—how she uncovers what makes a property special and translates it into visuals that spark curiosity, desire, and trust. You'll hear why professional photography isn't just a “nice to have.” It's a brand builder. A booking booster. A guest experience enhancer.If you've ever wondered whether great photos really move the needle in your STR business... this conversation will open your eyes.Get ready to rethink how you show up online—and how guests see your property through the lens of story.HIGHLIGHTS AND KEY POINTS:[01:03] A short introduction about our guest Nicole Alexander, and how she got started in the short-term rental industry[03:01] Nicole's shift from wedding photography to cabin photography, and her approach to translating storytelling and vision into impactful property photography[07:46] Why it's so important for hosts to invest in high quality story driven images, instead of just hiring a real estate photographer, or snapping their own pictures with their iPhone[12:22] Nicole's emphasis on atmospheric moments as the emotional bridge that turns a property into an experience guests can already feel themselves living[14:51] Nicole's commitment to honest, accurate photography as a trust-building tool rather than a marketing illusion[18:15] What are some of the biggest mistakes that Nicole sees when hosts rely on subpar or non-experiential photography[20:34] Nicole emphasizes that while professional photography is essential for listings, candid and non-professional shots play a crucial role in storytelling, particularly on social media[22:42] Nicole talks about the common styling mistakes and preparing a property for photography[25:32] Nicole's advice on finding a creative photographer beyond traditional real estate specialists[28:06] Nicole's insights on vetting photographers to ensure they can deliver on your vision [29:56] Nicole breaks down realistic photography investment ranges and what hosts should expect in return[35:18] How investing in professional, story-driven photography directly drives stronger cash flow, higher nightly rates, and better guest alignment[37:39] Nicole's guidance on prioritizing hero images that quickly communicate space, amenities, and setting to drive booking decisions[39:18] The lightning round Golden Nuggets:

The STR game has changed—and most operators haven't caught up.In this episode, we break down what actually separates top-performing short-term rentals from the ones stuck in the middle. From design and amenities to operations, leadership, and systems—this is a real look at how elite STR businesses are built and sustained in hyper-competitive markets.This isn't theory. It's what's working right now.Inside this episode:- Why “good enough” STRs are getting crushed- The amenity arms race (and how to win without wasting money)- What guests notice that most hosts completely miss- How ops and hospitality matter more than design long-term- Why disciplined systems protect profit—even in down years- The leadership mindset required to scale without chaosIf you want longevity in this industry, this episode is required listening.00:06:15 – Becoming “The Guy” in a Hyper-Competitive STR Market07:45 – Why Copying Competitors Is a Losing Strategy09:15 – The New Minimum Standard for STR Design & Amenities11:40 – Why Half-Upgraded Properties Always Underperform18:50 – The Amenity Arms Race: What Actually Moves Revenue20:00 – When Design Stops Mattering and Ops Take Over26:10 – Building Teams and Systems That Don't Break Under Stress30:45 – Leadership Lessons from Military and STR Operations34:05 – How Efficiency Protects Profit in Down Revenue Years39:35 – The Long-Term STR Play: Scale, Discipline, and LongevityGuest Bio:Shane O'Connor is the CEO & Founder of Alchemy Real Estate & Alchemy Hosting. Alchemy is based in Tampa, FL, building a portfolio of Short-Term Rental assets primarily focused in Central Florida. By delivering vertically integrated, top-tier service from beginning to end in the investment process, Alchemy has grown from a single property (and single employee) to 11 properties & a team of four in less than a year. In that same time, Alchemy will have also delivered more than $3M in closed real estate deals for its clients.By the end of 2022, it is Shane's goal to have a blended Direct Ownership & Co Hosting portfolio of 30 properties centered in Florida, to then begin expanding to other markets. Shane is a graduate of the United States Naval Academy and served as an Officer in the U.S. Navy for 9 years. He received an M.S. Degree in Real Estate from the University of Florida. He runs the company with his brother, Captain Devin O'Connor, who is an active duty Marine Corps helicopter pilot in addition to being the Director of Operations for Alchemy.Guest Link:https://www.instagram.com/oc_dreams19/Get FREE Access to our Community and Weekly Trainings:https://group.strsecrets.com/

The STR game has changed—and most operators haven't caught up.In this episode, we break down what actually separates top-performing short-term rentals from the ones stuck in the middle. From design and amenities to operations, leadership, and systems—this is a real look at how elite STR businesses are built and sustained in hyper-competitive markets.This isn't theory. It's what's working right now.Inside this episode:- Why “good enough” STRs are getting crushed- The amenity arms race (and how to win without wasting money)- What guests notice that most hosts completely miss- How ops and hospitality matter more than design long-term- Why disciplined systems protect profit—even in down years- The leadership mindset required to scale without chaosIf you want longevity in this industry, this episode is required listening.00:06:15 – Becoming “The Guy” in a Hyper-Competitive STR Market07:45 – Why Copying Competitors Is a Losing Strategy09:15 – The New Minimum Standard for STR Design & Amenities11:40 – Why Half-Upgraded Properties Always Underperform18:50 – The Amenity Arms Race: What Actually Moves Revenue20:00 – When Design Stops Mattering and Ops Take Over26:10 – Building Teams and Systems That Don't Break Under Stress30:45 – Leadership Lessons from Military and STR Operations34:05 – How Efficiency Protects Profit in Down Revenue Years39:35 – The Long-Term STR Play: Scale, Discipline, and LongevityGuest Bio:Shane O'Connor is the CEO & Founder of Alchemy Real Estate & Alchemy Hosting. Alchemy is based in Tampa, FL, building a portfolio of Short-Term Rental assets primarily focused in Central Florida. By delivering vertically integrated, top-tier service from beginning to end in the investment process, Alchemy has grown from a single property (and single employee) to 11 properties & a team of four in less than a year. In that same time, Alchemy will have also delivered more than $3M in closed real estate deals for its clients.By the end of 2022, it is Shane's goal to have a blended Direct Ownership & Co Hosting portfolio of 30 properties centered in Florida, to then begin expanding to other markets. Shane is a graduate of the United States Naval Academy and served as an Officer in the U.S. Navy for 9 years. He received an M.S. Degree in Real Estate from the University of Florida. He runs the company with his brother, Captain Devin O'Connor, who is an active duty Marine Corps helicopter pilot in addition to being the Director of Operations for Alchemy.Guest Link:https://www.instagram.com/oc_dreams19/Get FREE Access to our Community and Weekly Trainings:https://group.strsecrets.com/

Cleaning issues, last-minute cancellations, and unreliable contractors are some of the biggest threats to STR performance. Chris Rule, VP of Customer Experience at Turno, joins the show to explain how top operators are solving these problems—and what's coming next for the industry.Chris shares how Turno is helping hosts and property managers eliminate turnover chaos by connecting guest cleanliness reviews directly to cleaners, automating scheduling, and creating real accountability at scale. The conversation dives deep into why turnovers are one of the most stressful (and most overlooked) parts of short-term rental operations, and how better systems lead to better reviews, happier guests, and fewer late-night emergencies.We also explore Turno's rapidly expanding ecosystem, including global contractor coverage, cleaner guarantees, faster payouts, tax compliance, and what's next beyond cleaning—including maintenance and handyman services designed specifically for STR operators.Whether you're managing one property or hundreds, this episode breaks down how professional operators are building reliable, scalable systems that protect performance and peace of mind.Topics covered:Why turnovers make or break guest experienceHow guest cleanliness reviews create real cleaner accountabilityPreventing last-minute no-shows and operational emergenciesScaling cleaning and maintenance without growing headachesTurno's expansion into maintenance and contractor servicesWhat STR operators should expect in 2026 and beyondIf you're serious about running a high-performing short-term rental, this is a must-listen episode.Get in touch with Chris:LinkedIn: Chris Rule Sign up at Turno here today!__Episode Sponsored By:STR SearchSTR Search is the industry leading property finder service. They've helped investors acquire over 325+ profitable STRs across the US. If you'd like the data professionals to help you find your next STR, reach out to STRsearch.com

In this episode of Living Off Rentals, host Kirby Atwell sits down with Stephen Arnaud, an engineer, W-2 employee, and father of three, who's intentionally building his path out of the 9-to-5 through short-term rentals. Stephen shares why, even though he enjoys his career, the demands of a W-2 job started to conflict with family life and long-term freedom. Like many high-performing professionals, he realized that traditional investing alone wasn't going to give him the flexibility he wanted anytime soon. That realization led him to short-term rentals. If you are still working a 9-to-5 but thinking seriously about building income outside of it and a pathway to financial independence, this episode offers a realistic roadmap. Listen and enjoy! Key Takeaways: [00:00] Introducing Stephen Arnaud and his background [02:21] Getting into the real estate through short-term rental [06:33] The moment he realized short-term rentals could replace earned income [09:45] How Stephen picked his market [11:59] Deciding on the properties that he purchased [13:43] Details on Stephen's first two STR properties and why he targeted larger homes [16:25] Financing with conventional loans as a W-2 investor [17:18] Using IRA funds strategically for down payments and furnishings [18:12] Stephen's perspective on retirement accounts vs. building income today [21:08] Building a reliable cleaning and support team [23:36] The biggest challenge on the flip side: Neighbors [25:30] Screening guests and avoiding party issues [28:15] Balancing a W-2 job with managing STRs during the early stages [31:38] How virtual assistants can outperform owner-operators with the right systems [34:24] Stephen's advice for people wanting to exit their 9-5 and get into short-term rentals [37:55] A real mistake with scheduling cleaners and how communication saved the situation [39:52] Outro Guest Links: Website: https://www.airbnb.com/rooms/1389202306719070032  Show Links: Living Off Rentals YouTube Channel – youtube.com/c/LivingOffRentals  Living Off Rentals YouTube Podcast Channel - youtube.com/c/LivingOffRentalsPodcast  Living Off Rentals Facebook Group – facebook.com/groups/livingoffrentals  Living Off Rentals Website – https://www.livingoffrentals.com/  Living Off Rentals Instagram – instagram.com/livingoffrentals  Living Off Rentals TikTok – tiktok.com/@livingoffrentals

Are you terrified of sinking your cash into a dying market or worse, following the herd off a financial cliff? In this masterclass episode, Kenny Bedwell rips the lid off his 2026 Top STR Markets Report, arming you with the real numbers, raw pitfalls, and hidden opportunities no one else will dare mention. You'll hear the unbiased, hard-hitting truth: where data says to buy, where strict regulations ruin even the prettiest towns, and razor-sharp strategies to squeeze maximum ROI in a landscape rocked by new rules and unpredictability. Kenny reveals not only the top 10 investable markets, but exactly why they're worth your attention (and why some previous darlings are falling off).Do not wait. Miss this, and you're risking real money, real time, and watching your freedom slip away, while others secure the deals that change their financial destiny. This episode gives you numbers, biases called out, and actionable steps you won't get anywhere else.Timestamped Highlights[00:01] – Why most “top STR market” lists are wrong (and what everyone's missing)[00:10] – The wild, thrilling impact of new regulations and market shakeups—this year's biggest surprises revealed[00:23] – Kenny's ultra-candid red light, green light analysis: Where you really should be scared (and where to pounce)[00:46] – The shocking climb of Mohican State Park and the overlooked cash cows in rural regions[01:13] – Dirty little secrets behind high-grossing mountain and lake towns (and why access and permits matter more than hype)[01:38] – Are you sitting on cash? Kenny reveals the uncommon ways budget transforms your deal-finding lens (with 4 ROI-driven categories)[01:57] – How to beat city restrictions with region plays and advanced location hunting—no more bureaucratic land mines[02:15] – The final, blunt warning: What happens if you listen to influencers over the data... and why you can't skip this downloadMentioned ResourcesSTR Scale Summit (event)Airdna (STR market data)BiggerPocketsInterview reference: "Part 2: How to make over $500k on one STR with Jeff Usner” episode, August/September 2024Important LinksWant us to find the deals for you? https://strinsights.com Get Top Markers for STRs (2025) - https://rebrand.ly/28b1df Instagram – @kenny_bedwellYouTube – Cash Flow Positive

In this episode of the STR Investing Podcast, Taylor sits down with Nate Klatt — CPA, former startup operator, and co-founder of HomeHop — to break down how he went from flipping houses with thin margins to building a short-term rental portfolio, launching a property management company, and raising STR investment funds.Nate shares the real behind-the-scenes of scaling: why conservative underwriting matters when you're taking friends-and-family money, how they structured investor returns, what changed once they brought in real design, and why they're shifting toward bigger homes and higher-end amenities in their next fund.In this episode, you'll learn:Nate's path from Michigan State football + CPA to real estate entrepreneurThe biggest mistakes (and lessons) from their first flipsWhy they stopped chasing cheap renovations and started building properties people fall in love withHow promissory notes helped them scale early — and why they eventually launched a fundThe exact structure they used: preferred return, margins, and staying conservative on projectionsWhat it takes to build a real property management operation (tools, SOPs, and hiring VAs)Why larger homes and “hero amenities” are becoming the clearest path to outperforming in today's marketWhere HomeHop is headed next: expansion decisions, fund strategy, and growth over the next 12–24 monthsConnect with Nate: LinkedIn: Nate Klatt Website: homehop.com__Episode Sponsored By:STR SearchSTR Search is the industry leading property finder service. They've helped investors acquire over 325+ profitable STRs across the US. If you'd like the data professionals to help you find your next STR, reach out to STRsearch.com

If I were starting over in short-term rentals today, I wouldn't rush into the first deal just to say I owned one — and I definitely wouldn't invest where everyone else is telling you to. In this episode, I'm walking you through our real journey: buying our first STR, building a six-figure co-hosting business, and realizing pretty quickly what wasn't the right long-term play for us. We talk about market selection, cash flow vs. equity, why I'd avoid certain oversaturated markets now, and what I wish I had understood sooner about renovations, contracts, and boundaries. If you're in the "should we buy?" or "what's our next move?" phase — or you're thinking bigger than single-family STRs — this episode will help you slow down and make smarter, more intentional decisions. We cover: The investing choices I'd change if I started over Why market selection matters more than ever Cash flow vs. long-term equity (and how I think about it now) What co-hosting actually looks like behind the scenes Why we're focused on micro resorts and boutique hotels moving forward Connect with me:

From corporate hustle to hospitality powerhouse, Janel's story is the kind every host needs to hear.In this episode, I sit down with the inspiring Janel Gallucci, who walked away from a high-pressure San Francisco career to build a short-term rental business on her own terms. What began with a single Lake Tahoe cabin quickly evolved into a thoughtfully scaled portfolio — each property designed with intention, creativity, and an unwavering commitment to delivering a true 5-star guest experience.You'll hear how Janel shifted from “one-property owner” to savvy portfolio builder, the systems and mindset she used to scale sustainably, and the decisions that helped her create guest-loved stays while protecting her time and energy. This conversation is a powerful reminder that a purpose-driven business can grow without sacrificing the life you're building it for.Janel shares:The pivot point: How a moment of burnout prompted her and her husband to leave the corporate grind and dive head-first into STRs.Taking control: Why early missteps with property managers forced her to self-manage—and how applying her corporate skills dramatically boosted her returns and created unforgettable stays.Guest-Magnet Strategies: The exact systems she uses to turn listings into best-in-class properties, from leveraging market data and building local partnerships to offering dog-friendly welcome baskets and locally sourced amenities.The Blueprint for Growth: Why defining your ideal guest and implementing robust systems is essential for managing properties confidently, whether they're nearby or across the country.Janel's story is a powerful blueprint for building a richer, more flexible life through short-term rentals. It's packed with actionable tips, mindset shifts, and the courage required to build an intentionally successful business. Tune in now to unlock the strategies for your own STR success!HIGHLIGHTS AND KEY POINTS:[01:15] A short introduction about our guest Janel Gallucci, and how she got into the short-term rental industry[04:24] Janel reveals how miscommunication and poor property care pushed her to replace her property manager with direct self-management[08:04] Janel's approach to shifting into self-management to enhance confidence and control in her short-term rental[11:02] How Janel handles tough guest situations to enhance satisfaction and protect reviews[14:23] I share my experience at Airbnb headquarters and unpack why hosts have seen a dramatic shift in Airbnb's willingness, and ability to remove unfair reviews [17:12] Janel's thoughts about the challenges of subjective guest ratings to highlight the flaws in Airbnb's value and accuracy metrics[20:12] Janel outlines her strategy for breaking past her revenue ceiling by elevating her property into the luxury tier[22:06] How small luxury touches elevate the guest experience and reinforce premium positioning[23:27] Janel outlines the intentional upgrades and guest-avatar strategy that fueled her jump from average earnings to six-figure revenue[27:20] How low-cost, locally sourced, and thoughtfully branded welcome baskets enhance the guest experience while

It's time for another Monday Morning Market Data Report — and this week we're breaking down Flagstaff, Arizona.Mark walks through what the numbers actually say across 3-bed, 4-bed, 5-bed, and 6+ bedroom STRs, including how revenue, ADR, and occupancy shift as you scale up in size. And what makes this one interesting: Flagstaff looks like a “middle-of-the-country” baseline market… until you hit the bigger homes.In this episode, you'll learn:What a “typical” 3-bedroom in Flagstaff earns vs. a top performerWhy 4-bed homes can earn more even with slightly lower occupancy (and why that's not a bad thing)The real value of adding a 5th bedroom — and when it becomes a revenue multiplierThe wildest data point in this report: 6+ bedrooms nearly doubling 5-bedroom top-end revenueHow to use percentile data to set realistic revenue targets before you buyIf you're trying to decide what size property you need to hit your STR goals — and whether it's worth stretching into a bigger home — this Flagstaff breakdown makes it crystal clear.

A DNA profile is a unique genetic fingerprint derived from an individual's DNA (deoxyribonucleic acid). DNA is the fundamental genetic material found in the cells of all living organisms, and it carries the instructions that determine our physical characteristics and biological traits.A DNA profile is created by analyzing specific regions of an individual's DNA known as short tandem repeats (STRs) or single nucleotide polymorphisms (SNPs). These regions exhibit variations between individuals, making them useful for identification purposes. DNA profiling involves extracting DNA from a biological sample, such as blood, saliva, hair, or semen, and then amplifying and analyzing the specific DNA regions of interest.Law enforcement agencies use DNA profiling in several ways:Criminal Investigations: When biological evidence is found at a crime scene, such as bloodstains or hair, DNA profiling can be performed to create a DNA profile from the sample. This profile can then be compared to profiles in DNA databases or against known suspects to identify or exclude potential perpetrators.Missing Persons and Unidentified Remains: DNA profiling plays a crucial role in identifying missing persons and unidentified remains. By comparing DNA profiles from unidentified remains to profiles of missing individuals or their relatives, law enforcement can establish familial relationships or make direct identifications.Cold Case Investigations: In cold cases, where the investigation has gone unresolved for an extended period, DNA profiling can be used to reexamine evidence and potentially link it to a known individual or identify new suspects.Forensic Intelligence: DNA profiles obtained from crime scenes can be stored in DNA databases, such as CODIS (Combined DNA Index System), which allows law enforcement agencies to compare profiles from different cases. This can help link previously unrelated crimes and provide leads for investigations.In this episode, we take a look at the new claims by Bryan Kohberger's legal team that 3 other unknown male DNA profiles were found at the crime scene and what it might mean moving forward.(commercial at 8:30)to contact me:bobbycapucci@protonmail.comsource:Bryan Kohberger claims DNA from three other men found at scene of Idaho murders | The IndependentBecome a supporter of this podcast: https://www.spreaker.com/podcast/the-moscow-murders-and-more--5852883/support.

Taylor sits down with Jacob — a Bay Area tech professional turned short-term rental investor — to unpack the real story behind taking a “big swing” on a remote, high-risk property… and having it pay off.Jacob shares how growing up in San Francisco made real estate feel impossible, why a single long-distance rental accidentally sparked his investing journey, and what finally pushed him from long-term rentals into STRs.Then it gets real: an $800K lakefront property in Northern Michigan, a massive footprint (with an indoor pool), limited comps, sky-high interest rates, and the kind of renovation logistics that make most investors freeze. Jacob walks through the stress, the surprises, the launch chaos, and the unexpected part of the business he thought would be hardest… but wasn't.In this episode, you'll learn:Why Jacob believes long-term rentals rarely deliver “real” cash flow (and what surprises most first-time landlords)How he chose a Midwest market before the data was obviousWhat underwriting looks like when you don't have clean comps — and how to build guardrails anywayThe behind-the-scenes reality of renovating and furnishing from across the countryThe launch lessons you only learn when guests are arriving tomorrowWhy self-managing wasn't nearly as hard as he expectedHow one deal can change your investing path faster than you thinkIf you've been stuck in analysis paralysis, this one is a reminder that you don't need perfect certainty — you need the right protections, a real plan, and the willingness to get in the game.__Episode Sponsored By:STR SearchSTR Search is the industry leading property finder service. They've helped investors acquire over 265+ profitable STRs across the US. If you'd like the data professionals to help you find your next STR, reach out to STRsearch.com

Are you one tough market away from making or breaking your STR dreams? In this eye-opening solo episode, Kenny Bedwell delivers his no-BS, data-driven breakdown of 2025's market shakeups and lays out urgent, can't-miss predictions for 2026.With competition at a boiling point and Airbnb's pricing bombshell still sending shockwaves, Kenny Bedwell exposes where investors keep getting crushed, and who's quietly winning big. From wild price slashes to the “big fish or die” investor mentality, this episode is packed with the kind of ruthless honesty and hard metrics you won't get from any hype-driven guru.Tune in now or risk fumbling the next 12 months. Discover the exclusive moves smart investors will make next, before the rest of the market catches on, and before average operators are left behind for good.Timestamped Highlights[00:00] – Why “average” properties are getting destroyed while 90th percentile performers quietly flourish[00:03:51] – The mindset shift every STR buyer must make now to avoid draining cash flow[00:06:26] – Markets you'd written off are making a shocking comeback—here's why[00:08:17] – Explosive legal shakeups: Are STRs still real estate or something else?[00:10:33] – The Airbnb fee switch: How hosts are sabotaging themselves and tanking in search rankings[00:13:10] – The real reason your smart price hikes backfired—and how to break the algorithm instead[00:18:46] – The “turnkey trap”: Why offloading STRs is about to flood the market (and what smart buyers must do now)[00:24:33] – Surprise winners & fallen stars: The brutally honest 2026 top markets preview[00:26:31] – Kenny's wild 2026 prediction: The coming Airbnb “pay to play” eraMentioned ResourcesSTR Scale Summit (event)Top Markets Report (via STR Insights)Airbnb LuxeAirdna (STR market data)Important LinksWant us to find the deals for you? https://strinsights.com Get Top Markers for STRs (2025) - https://rebrand.ly/28b1df Instagram – @kenny_bedwellYouTube – Cash Flow PositiveLinkedIn – Kenneth BedwellCash Flow Positive is an original podcast hosted by Kenny Bedwell. Brought to you by STR Insights. Production and editing by Podcast Your Brand.

2026 is not the year to play it safe — and it's definitely not the year to keep relying on Airbnb alone. In this episode of Branded and Booked, I break down what I see coming next for short-term rentals, boutique hotels, micro-resorts, and the investors behind them — and why branding, direct strategy, and personal visibility are no longer optional. From platform changes and rising fees to the growing gap between checkbox amenities and truly curated guest experiences, this conversation is a wake-up call for hosts who want longevity, leverage, and real brand value. In this episode, we cover: Why more investors are shifting away from single-family STRs and toward boutique hotels, micro-resorts, and larger experiential projects The real cost of relying solely on Airbnb — and why 2026 is the year direct booking strategies become essential Why design alone isn't enough (and what real brand strategy actually includes) How brand clarity directly impacts the guests you attract — and the problems you avoid The rise of personal branding for hosts, operators, and real estate investors with bigger visions What it actually looks like to leverage your personal brand to attract partners, clients, and opportunities Why the guest experience gap is widening — and how curated rituals, storytelling, and intentional touchpoints win The evolution of influencer marketing (no more random trades, ever) Why hospitality brands are becoming media brands — and how content now drives demand How strong branding and marketing directly increase the exit value of your properties Connect with me:

This week's Monday Market Data Report takes us to Miami, Florida, one of the most talked-about short-term rental markets in the country. Is the hype justified? Mark breaks down the numbers by bedroom count to show where the real revenue gaps are—and why Miami rewards scale more than most markets.Inside this episode: • How 3-bedroom STRs range from average performers to nearly doubling revenue at the top • Why 4-bedroom properties see a major revenue jump with only a slight dip in occupancy • The eye-opening leap in performance for 5-bedroom homes, including six-figure potential • What 6+ bedroom luxury properties are earning and why occupancy stays strong across all sizes • The key takeaway: in Miami, bigger homes stay just as booked and earn significantly moreIf you're considering investing in South Florida or already own in Miami, this data-driven breakdown will help you understand where bedroom count, nightly rates, and performance truly intersect.Tune in for the numbers, stay for the insights—and we'll see you Friday for a new guest episode.

From European boutique hotels to Florida short-term rentals—Chris has lived and breathed hospitality since he was a kid scrubbing dishes in his family's German hotels. In this episode, Taylor sits down with Chris to unpack how his early exposure to real guest service shaped the way he builds, designs, and manages his thriving STR portfolio across Southwest Florida.Chris shares how years of traveling the world as a professional tennis player gave him a front-row seat to what great hospitality feels like—and what most operators get wrong.You'll learn: • Why the check-in experience sets the tone for your entire guest stay • The biggest hospitality lessons Chris brought from boutique hotels to Airbnbs • How to identify “what's missing” in your own STR setup by thinking like a guest • The mindset shift from athlete to investor—and how discipline translates across both fieldsIf you've ever wondered how to turn travel experience into hosting excellence, this episode connects the dots between service, design, and short-term rental success.__Episode Sponsored By:STR SearchSTR Search is the industry leading property finder service. They've helped investors acquire over 265+ profitable STRs across the US. If you'd like the data professionals to help you find your next STR, reach out to STRsearch.com

Are you feeling stuck with underwhelming bookings, even with a great short-term rental? Wondering how savvy investors transform high-mortgage properties into unstoppable cash flow machines without risky over-investment or luck?In this bold, results-focused episode, Kenny Bedwell sits down with data-driven real estate strategist Jess Broyles, who reveals the real-world playbook that turned ordinary homes into 6-figure yielders.Get ready for an unfiltered breakdown of advanced multi-listing tactics, practical tools to maximize occupancy, and Jess's boots-on-the-ground math for keeping quality guests (and profits) coming, year-round. They dive deep into mindset shifts, fatal mistakes, when to spend (and when not to), and market research that actually pays off.Do NOT let another empty night erode your returns. Listen now to grab exclusive, actionable insights only found here and beat the saturated STR market before the next booking season hits.Timestamped Highlights[00:00] The math teacher turned STR powerhouse—how rage at bad rentals lit the fuse[00:06:44] Why “saving space for amenities” is a game-changing investment secret[00:13:24] The bold credit card move that jumpstarted Jess's property empire[00:17:59] Multi-listing magic: How to 7x your calendar with a single property[00:19:02] Letting go of pride—how renting a 2-bedroom in a mansion brings surprising wins[00:22:01] The shocking threshold where discounting destroys guest quality[00:25:47] How “lock-off” room strategies turn one house into multiple money makers[00:30:00] Real numbers: The strategy that made $160k more—same houses, zero hype[00:36:05] Ready to renovate? How spending less on kitchens, more on what matters, trumps “amenity creep”About the GuestJess Broyles is a seasoned short-term rental investor, strategist, and consultant with STR Insights. With six years in the STR game and a background in math education, she specializes in revenue management and creative property optimization. Jess's distinct perspective turns average homes, even in challenging markets, into six-figure cash-flow properties through data-driven strategy and hands-on ingenuity.

Send us a textCost Segregation can save you tens of thousands, or even hundreds of thousands, in taxes. But here's the problem: most investors have no clue how much they're actually leaving on the table.After personally reviewing hundreds of cost seg studies for our clients at Prosperl CPA, I'm pulling back the curtain and showing you EXACTLY how to estimate your deduction, what drives the numbers up or down, and how much cash this strategy can legitimately save you.Here's what we're covering:• The formula I use to estimate Cost Segregation deductions (backed by hundreds of real studies)• Why short-term rentals (STRs) crush long-term rentals (LTRs) when it comes to cost seg results• How land value, pools, furnishings, and property improvements drastically impact your write-offs• How to calculate your ACTUAL tax savings using your effective tax rate (not just the deduction)• Real client examples and case studies from our practice• How Cost Seg stacks with QBI deductions, tax credits, bonus depreciation, timing strategies, and more for maximum impactThis is the exact framework we use internally at Prosperl CPA to project savings for our clients. If you've been wondering "how much could I ACTUALLY save?", this video answers that question.⭐ Want to Know YOUR Exact Tax Savings Potential?I'm offering free personalized Opportunity Reports where I'll review your tax situation and send you a custom video breakdown showing exactly how much you could save with strategies like:• Cost Segregation• Bonus Depreciation• Short-Term Rental Loopholes• Entity Structure Optimization• And more advanced planning methods

Who says you have to settle for empty nights and slow seasons in your short-term rental business? Today, Kenny Bedwell, the data-driven founder of SCR Insights and host of Cashflow Positive, uncovers the single most overlooked tactic for filling your calendar year-round. Whether you're brand new or a seasoned investor tired of watching rival listings rack up bookings, you're about to learn how to outsmart the algorithm, target untapped guest avatars, and supercharge your occupancy without slashing prices or adding another hot tub.Forget the usual "add amenities and hope" advice. Kenny Bedwell shares raw stories, market case studies, and step-by-step strategies for duplicating and syncing your listings, hacking bedroom counts, and designing your calendar to capture both big groups and last-minute couples. If you want practical, counterintuitive tactics with real revenue impact, press play and get ready to rethink your entire listing game.Timestamped Highlights[00:01:00] – Understanding amenities: Differentiating what boosts ADR vs. occupancy[00:03:00] – The real #1 occupancy strategy: Duplicating listings and adjusting bedroom/guest count[00:04:22] – Buffalo duplex playbook: Parent-child listing method for seasonality[00:06:02] – The calendar hack—setting advance notice to maximize bookings in both units[00:09:00] – Blue Ridge, GA case study: How listing a three-bedroom as a two-bedroom crushes the competition[00:11:45] – Airbnb algorithm secrets: How your listing size controls visibility and booking rate[00:13:24] – Application for single-family homes—catching snowbirds, couples, and off-season guests[00:17:36] – Side-by-side and duplex strategy: What guest avatars really want (and when you lose money)[00:19:20] – The essential gathering area: Why big bookings may flop without this overlooked space[00:21:38] – Experiment, critique, and pivot—how to "round the wheel" and not just reinvent it[00:23:01] – Invitation to STR Scale Summit: Get the connections and knowledge to scale fastMentioned ResourcesHospitableOwnerRezAirbnbVRBOImportant LinksWant us to find the deals for you? https://strinsights.com Get Top Markers for STRs (2025) - https://rebrand.ly/28b1df Instagram – @kenny_bedwellYouTube – Cash Flow PositiveLinkedIn – Kenneth BedwellCash Flow Positive is an original podcast hosted by Kenny Bedwell. Brought to you by STR Insights. Production and editing by Podcast Your Brand.

Your STR isn't underperforming by accident — it's underperforming because of decisions.In this episode, Chris and E sit down with Mark Lumpkin from STR Cribs, the company behind 500+ STR setups, to break down the real reasons properties fail and what the best operators do differently.If you're buying, designing, furnishing, or managing STRs — this is a masterclass in thinking like a pro instead of an amateur.Inside this episode:• The biggest mistakes investors make when buying or furnishing STRs• Why “more amenities” isn't the answer — strategic amenities are• How to work with (and filter out) bad owners• The 80/20 rule for projects, clients, and portfolio performance• Why elite STR teams operate like “SEAL Team 6”• How culture, tension, and standards lead to scale• The future of STR Cribs and Mark's next business movesGuest Bio:Mark Lumpkin helps investors set up highly profitable STRs all over the country.00:00 – How STR Cribs Started & Grew to 500+ Setups00:04:45 – Why High-Net-Worth Investors Still Make Rookie Mistakes00:09:10 – The Amenities Strategy That Actually Drives Bookings00:13:55 – Institutional Investors vs Mom-and-Pop Operators00:18:25 – The Problem With Owners Who Want to “Test It First”00:22:40 – The 80/20 Rule, Pumpkin Planning & Firing Bad Clients00:27:05 – Sniper vs Machine Gun: How to Focus Your Time as an Operator00:31:30 – The STR Cribs Hiring Philosophy: SEAL Team 600:36:15 – Creating a High-Performance Culture Through Healthy Tension00:41:50 – What's Next for STR Cribs & Mark's Personal VisionGuest Link:https://www.linkedin.com/in/mark-lumpkin-84b173142/Get FREE Access to our Community and Weekly Trainings:https://group.strsecrets.com/

Your STR isn't underperforming by accident — it's underperforming because of decisions.In this episode, Chris and E sit down with Mark Lumpkin from STR Cribs, the company behind 500+ STR setups, to break down the real reasons properties fail and what the best operators do differently.If you're buying, designing, furnishing, or managing STRs — this is a masterclass in thinking like a pro instead of an amateur.Inside this episode:• The biggest mistakes investors make when buying or furnishing STRs• Why “more amenities” isn't the answer — strategic amenities are• How to work with (and filter out) bad owners• The 80/20 rule for projects, clients, and portfolio performance• Why elite STR teams operate like “SEAL Team 6”• How culture, tension, and standards lead to scale• The future of STR Cribs and Mark's next business movesGuest Bio:Mark Lumpkin helps investors set up highly profitable STRs all over the country.00:00 – How STR Cribs Started & Grew to 500+ Setups00:04:45 – Why High-Net-Worth Investors Still Make Rookie Mistakes00:09:10 – The Amenities Strategy That Actually Drives Bookings00:13:55 – Institutional Investors vs Mom-and-Pop Operators00:18:25 – The Problem With Owners Who Want to “Test It First”00:22:40 – The 80/20 Rule, Pumpkin Planning & Firing Bad Clients00:27:05 – Sniper vs Machine Gun: How to Focus Your Time as an Operator00:31:30 – The STR Cribs Hiring Philosophy: SEAL Team 600:36:15 – Creating a High-Performance Culture Through Healthy Tension00:41:50 – What's Next for STR Cribs & Mark's Personal VisionGuest Link:https://www.linkedin.com/in/mark-lumpkin-84b173142/Get FREE Access to our Community and Weekly Trainings:https://group.strsecrets.com/

Melissa Nash reveals how she rebuilt her life after losing a multimillion-dollar business and scaled a $5M+ rental portfolio without ever seeing her properties.In this episode of RealDealChat, Jack Hoss interviews Melissa Nash, founder of HelloMelissaNash.com, who shares her remarkable journey from losing a multimillion-dollar business to building a completely remote rental portfolio using systems, strategy, and the power of people.Melissa explains how she transitioned from a failed children's manufacturing company into real estate, why she hated being an agent, and how she discovered the freedom of long-distance investing. Today she owns rentals in multiple states, manages nearly everything with simple spreadsheets, and helps other busy professionals become “lazy investors” who build wealth passively.She breaks down the difference between long-term rentals and short-term rentals, how she ran 50+ BRRRR projects (with wins and failures), how to evaluate landlord-friendly markets, how to vet property managers using real data, and why taking the first step matters more than understanding all 20 steps ahead.This episode is packed with mindset, strategy, and practical frameworks for new and experienced investors alike.What You'll LearnHow Melissa rebuilt after a business collapseWhy she hated being an agent (and what she learned instead)The eye-opening moment that made her choose real estateHow she bought her first rental in Alabama sight unseenWhy long-distance investing is safer than people thinkThe right way to evaluate markets using landlords, not GoogleHow to vet property managers using real dataBRRRR wins & losses — and why STRs bring stressBuilding a $5M portfolio using Google SheetsHow she helps busy professionals buy their first out-of-state rental

In this episode of the Mountain Real Estate Podcast, Candice breaks down one of the questions she hears most often: “Where should I buy in Summit County?”Summit County isn't a single market—it's a collection of distinct micro-neighborhoods, each offering a different blend of lifestyle, STR rules, HOA considerations, and price ranges. This episode walks through seven key areas: Breckenridge (in-resort zones), Keystone, Frisco, Copper Mountain, Wildernest & Silverthorne, Dillon, and Blue River.You'll learn what each neighborhood is best suited for, which areas perform strongest for STRs, where walkability matters, and how lifestyle plays into choosing the right location. Whether you're buying for personal use, rental income, or both, this guide will help you focus your search.For more information or help evaluating a property, visit amynakos.com.

Fail forward, buy smarter. In this solo deep-dive, Taylor breaks down real-world STR underwriting—no hype, just numbers. If you've ever “made a spreadsheet sing” to justify a deal, this one's for you. Learn the exact framework he's used to evaluate hundreds of thousands of properties over the past four years and how to stay disciplined when emotion wants the win.What you'll learnThe anatomy of a winning pro forma: purchase price, debt structure, closing costs, and true Total OOP (down payment, reno, amenities, furniture, vendors).Building an optimization list that actually moves RevPAR (from paint to pickleball).Revenue the right way: comping like-for-like, using data tools (AirDNA/Rabbu), and modeling Low / Mid / High scenarios.Expense reality check: utilities, supplies, PM software, cleaning fees in vs. invoices out, HOA, taxes, insurance, CapEx & reserves.NOI vs. Free Cash Flow: what lives “above the fold,” why debt service ≠ mortgage, and how to compare deals apples-to-apples.Return stack 101: cash-on-cash, principal paydown, long-view appreciation (why you should zoom out 20–25 years), and a primer on the STR tax play.The baseball mindset: why looking at hundreds of deals to land a few great ones is normal—and healthy.__Episode Sponsored By:STR SearchSTR Search is the industry leading property finder service. They've helped investors acquire over 265+ profitable STRs across the US. If you'd like the data professionals to help you find your next STR, reach out to STRsearch.com

Hiring contractors is hard enough… hiring them out of state can feel terrifying.In this value-packed episode of Cashflow Positive, Kenny sits down with Jen Josey, real estate investor, coach, mastermind leader, and construction expert, to break down exactly how to find, vet, manage, and protect yourself when working with contractors in markets where you don't live.Jen shares the six critical documents every investor should use, the insider process for finding investor-friendly contractors (hint: it's not Google), how to structure payment schedules that protect your budget, and the legal tools that saved her from a lawsuit.If you plan to renovate a property outside your local market, this conversation may literally save you thousands.Timestamped Highlights[00:00] Meet guest Jen Josey and her path from teacher → corporate → real estate[00:01:20] How Jen replaced her corporate income in 8 months[00:01:55] What Jen is working on today: coaching, STRs, investing, and running multiple companies[00:03:00] Current STR portfolio: beach condo, Boone cabin, and plans for a micro-resort[00:05:00] What Jen looks for: smaller STRs, pet-friendly, waterfront, couples-focused[00:06:25] How she evaluates markets in NC, VA, and SC[00:08:10] Kenny's lead-in to contractor horror stories and out-of-state projects[00:09:00] Jen's #1 starting point: investor Facebook groups (and how to post correctly)[00:09:45] Step 2: local REIAs (why they matter and what quality they attract)[00:10:40] Window replacement sticker shock: a real example ($7K for three windows)[00:12:00] Never pay large deposits upfront—and what to do instead[00:12:45] The exact six critical documents every investor should use[00:13:35] The “lien waiver” that saved Jen from being sued[00:14:10] The contract: deadlines, penalties, warranties, and holding contractors accountable[00:15:40] Insurance + indemnification: adding yourself to a contractor's policy[00:16:20] Building your scope of work from the inspection report[00:16:55] Paying your inspector to verify contractor work[00:17:40] The proper way to structure a payment schedule (why the final payment is the largest)[00:18:55] W-9 requirements for anyone paid over $600[00:19:20] Contractors who refuse to sign contracts—why you should walk away[00:20:05] Kenny's theater room story and how a missing change order cost him[00:21:55] How to prevent “death by $500 change orders”[00:23:15] How hard money lenders help enforce accountability[00:24:00] What makes someone an investor-friendly contractor[00:27:00] Jen's secret weapon: “pimping out” contractors to keep prices low[00:29:00] Code of Conduct on job sites (English + Spanish)[00:33:00] The two most important people on your STR team: cleaners + handyman[00:34:25] Paying your handyman well to secure long-term loyalty[00:35:00] Jen's final tip for cash flowing positive: deliver unforgettable guest experiences[00:37:00] Why theme ≠ experience (Kenny's Taylor Swift pillow story)[00:39:20] Where to follow Jen and how to get her contractor documentsAbout the GuestJen Josey is a real estate investor, coach, podcaster, and founder of the Real Estate Investor Growth Network (REIGN). After leaving her corporate job, Jen built a diverse portfolio across long-term rentals, short-term rentals, flips, and new construction. She runs multiple companies under the Joli brand, including construction, brokerage, and investment arms, and coaches investors nationwide on buying and renovating out of state.She is also the host of the Real Estate Investor Growth Network Podcast and leads a mastermind for active investors.

The short-term rental market is entering a new phase — one where stability, not volatility, is driving the biggest changes. In this fireside chat from the Data & Revenue Management Conference, Jamie Lane joins Simon Lehmann and Pedro Borges to break down the real signals behind 2025's “steady state” and what it means for hosts and managers heading into 2026. This isn't a hype-filled projection; it's a data-backed look at supply slowdowns, shifting guest behavior, and how professionalization continues to reshape the competitive landscape.From the K-shaped performance split between luxury and mid-market listings to the growing influence of OTA ranking systems, the conversation highlights why outperforming your market now depends less on macro tailwinds — and more on operational sharpness. Jamie and Pedro dig into pricing challenges, the emerging STR-to-midterm pivot in major cities, and how rising owner expenses like taxes and insurance are reshaping what “profitability” even means. If you want a grounded, unfiltered view of where the industry is actually heading, this episode delivers it.For STR operators planning their next move, this is essential listening. You don't want to miss this episode!Key TakeawaysStability requires strategy: With occupancy flat and supply growth at historic lows, 2025–2026 will be a competition for share, not an automatic lift.Quality gaps matter: Listings with sub-4.7 ratings are shrinking fastest as OTAs elevate top-tier properties and push weaker performers to page two and beyond.Profitability is the real KPI: Rising insurance and property taxes mean managers must understand — and communicate — homeowner-level financial realities.Luxury grows, mid-market squeezes: The K-shaped recovery continues, rewarding high-end supply while challenging budget and mid-tier operators.Midterm strategies surge: Regulatory pressure and seasonality are accelerating the blend of STR and midterm stays, especially in cities like NYC, Denver, and LA.Sign up for AirDNA for FREE

Ever felt blindsided by skyrocketing costs and endless delays when renovating a property out of state? You are not alone, and you do not have to fall victim to contractor nightmares again.In this no-fluff solo episode, Kenny Bedwell (the relentless numbers-driven voice behind Cash Flow Positive) drops a real talk blueprint for working with out-of-state contractors on STR investments, so you keep your profits high and your headaches low. Pulling from raw experience and data-backed practical steps, he reveals the biggest blunders investors make, how to negotiate with confidence, and exactly what you must ask (and never say!) before handing over your dollars.Don't get burned by rookie mistakes or overpriced quotes. Listen now for the counterintuitive tactics, time-saving hacks, and inside knowledge you will not get anywhere else. Delay and you risk expensive lessons—press play for power, profit, and peace of mind.Timestamped Highlights[00:00] – Why most investors get “out-of-state” pricing—and how to avoid the trap[00:02:28] – The one detail about yourself you must hide when calling contractors[00:05:08] – Project management nightmares: overlapping crews, costly delays, and what nobody tells you[00:08:00] – Inside Kenny Bedwell's painful 6-month permit saga (and the holding costs almost everyone forgets)[00:10:40] – Social media as a referral jungle: How to decode real reviews from angry rants[00:16:08] – The invisible 10–15% overage rule and why your budget always lies[00:18:00] – The supply scam: How to keep contractors from secretly padding their profits[00:22:05] – The exact moment you should call contractors (Miss it, and it'll cost you thousands!)Mentioned ResourcesThe Home DepotLowe's Home ImprovementAngi (formerly Angie's List)Better Business BureauImportant LinksWant us to find the deals for you? https://strinsights.com Get Top Markers for STRs (2025) - https://rebrand.ly/28b1df Instagram – @kenny_bedwellYouTube – Cash Flow PositiveLinkedIn – Kenneth BedwellCash Flow Positive is an original podcast hosted by Kenny Bedwell. Brought to you by STR Insights. Production and editing by Podcast Your Brand.

Mastering Short-Term Rental Investments: Insider Tips with Kenny Bedwell | REIGN Podcast   Welcome back to the Real Estate Investor Growth Network (REIGN) Podcast, hosted by Jen Josey! In this episode, we welcome short-term rental expert and data-driven investor Kenny Bedwell. Kenny reveals how he transitioned from a corporate career at Citibank to building a thriving real estate portfolio focused on short-term rentals and vacation properties.   Discover proven strategies for finding off-market deals, identifying the most profitable short-term rental markets, and maximizing your rental income. Kenny discusses the importance of niche investing, selecting the right amenities for Airbnb and VRBO properties, and using data analytics to boost your returns. You'll also learn how to avoid the most common mistakes made by new short-term rental investors, the difference between forced appreciation and cash flow, and why reviews are critical for STR success.   Whether you're a new real estate investor or looking to scale your short-term rental business, this episode is packed with actionable tips on property management, market research, and leveraging consulting resources like STR Insights. Don't miss Kenny's personal advice for achieving your real estate goals! 00:00 – Real Estate Investor Growth Network (REIGN) Podcast introduction, short-term rental investing overview 01:02 – How to find off-market real estate deals, lead generation strategies 03:15 – Guest intro: Kenny Bedwell, short-term rental specialist, Airbnb investing 04:38 – Kenny's real estate investing journey, transitioning from corporate to entrepreneurship 08:01 – Maximizing short-term rental income, property performance optimization 09:50 – How to identify profitable short-term rental markets, market research tips 26:52 – Essential amenities for Airbnb, VRBO, and vacation rental properties 31:20 – Pros and cons of boutique hotels vs. short-term rentals 34:53 – Forced appreciation strategies vs. short-term rental cash flow 35:56 – Common rookie mistakes in short-term rental investing, risk management 41:43 – The importance of guest reviews and reputation management in STRs 48:56 – STR Insights, consulting services for short-term rental investors 54:56 – Kenny's personal goals, success advice for real estate entrepreneurs   KENNY BEDWELL is a seasoned real estate investor and entrepreneur known for helping high-income professionals identify and acquire short-term rental properties that generate strong cash flow. With over eight years of experience in market analysis and deal structuring, he has guided more than 300 clients toward investments that consistently deliver impressive returns. Kenny's heavy data-driven experience and knowledge stem from his time at CitiBank, where he worked for several years as a data analyst in the Equities Market. This foundation has shaped his analytical approach to real estate, enabling him to uncover high-performing opportunities others often miss. Beyond investing, Kenny is the host of Cash Flow Positive, a top-ranked podcast that reached #30 in iTunes' Entrepreneur category and #85 among all U.S. business podcasts. Through his podcast, coaching, and speaking engagements, he shares proven strategies for spotting opportunities, leveraging data, and optimizing property performance. Kenny's straightforward, results-driven approach empowers investors to act with confidence—whether closing their first deal or scaling a portfolio. His mission is clear: to help others achieve financial freedom through real estate while avoiding the costly mistakes he's seen many investors make.   To learn more about Jen Josey, visit https://www.therealjenjosey.com/ To join REIGN, visit https://www.reignmastermind.com/ Stuff Jen Josey Loves: https://www.reignmastermind.com/resources Buy Jen Josey's Book: From Beginner to Badass: https://a.co/d/bstKlby Interested in growing your rental portfolio with Jen as your coach? Check out Rental Property Pro: https://rentalproppro.com/booking?am_id=reign

Mark Lumpkin sits down with Nick Swanson and Alex from Chetu, a technology firm that has spent 25 years helping hotels, operators, and brands navigate digital transformation. Together, they unpack how AI is changing hospitality and what short term rental operators can do right now to stay ahead.Nick and Alex break down what agentic AI actually is, how it is already being used behind the scenes in hotels and restaurants, and why the next wave of tools will feel more like talking to a real person than fighting a phone tree. They also explain how STR hosts can use AI to refresh listings, improve Airbnb ranking, mine historic guest data, streamline pricing, and elevate guest communication without hiring a huge team.They share the story of Chetu's journey from tiny startup to a global company, and why AI is exposing digital weak spots that were papered over by old “transformation” slides. The conversation also tackles the big question on everyone's mind: AI versus virtual assistants. Will AI replace VAs, or work alongside themIn this episode, you will learn:What agentic AI is and how it fits into hospitalityPractical ways AI can increase bookings and guest satisfaction in STRsHow to use AI to automate repetitive workflows and free your team to do higher value workWhy historic guest data is a goldmine that humans will never fully unlock on their ownHow to think about cost, data security, and using off the shelf tools versus custom buildsIf you are serious about using AI to grow your short term rental business, this episode will give you a clear, grounded starting point.__Episode Sponsored By:STR SearchSTR Search is the industry leading property finder service. They've helped investors acquire over 265+ profitable STRs across the US. If you'd like the data professionals to help you find your next STR, reach out to STRsearch.com

What happens when two hands-on STR operators decide to take their kids, their business, and a camera across all 50 states? Kylee and Steven Neil Hauser—longtime hosts and boutique property managers in Southern California and the Palm Springs region—join Jamie to share the remarkable evolution of their business and the surprising realities of running 40+ units from the road.In this episode, they unpack how they went from a rundown Mission Beach duplex to a curated, mid-size management portfolio—without ever aiming to become “big.” Their story is a masterclass in staying lean, staying connected, and building systems that support real freedom… not just more work. Along the way, they're gathering fresh inspiration from dozens of stays across the country, rethinking what truly makes a memorable STR experience, and learning what hosts get right (and wrong) from a guest's perspective.Whether you're an aspiring host, an already-stretched operator, or someone dreaming of reshaping your lifestyle through STRs, this episode distills years of hard-earned lessons—no fluff, just practical insights from operators living it in real time.You don't want to miss this episode.

Ever feel like scaling your STR biz means sacrificing your sanity?Jessica Hill is living proof it doesn't have to be that way.In this episode, we chat with the inspiring mama, healthcare pro, and STR entrepreneur behind Jet Setter Property Management — where intentional design meets boutique profitability. With just 12 hand-picked properties, Jessica has built a wildly successful short-term rental business that's rich in personality and profit… without managing dozens of doors or burning the candle at both ends.She gets real about:Designing properties that connect emotionally (hello, custom murals and curated guest experiences)Balancing a demanding W-2, motherhood, and business ownershipThe systems, boundaries, and support that make her model sustainableThis convo is a masterclass in doing STRs differently — and doing them on your terms.If you're craving a business that feels good and does good, this episode will remind you that “more” isn't the goal — meaning is.HIGHLIGHTS AND KEY POINTS:[00:56] A short introduction about our guest Jessica Hill and how she got into the world of short-term rentals[03:32] Jessica talks about her company and explains why she intentionally operates a boutique, hands-on property management model instead of scaling into a large, volume-driven portfolio[05:19] Jessica emphasizes the importance of intimate, hands-on management that boutique operators provide compared to large-scale property managers[09:55] Jessica's active involvement in the guest experience and daily operations despite having a team[11:03] Jessica shares about her W-2 job and what she has pulled over from her W-2 into her short term rental business[12:35] Jessica explains explains why strategic design is a performance lever, not just aesthetics, in driving bookings and brand demand[16:11] Jessica talks about how she monetizes design and listing optimization as value-add services within her boutique hosting model[17:31] Jessica shares the key foundations smaller hosts should prioritize to deliver a high-touch guest experience through a boutique-style approach[20:11] How Jessica balances a full-time W2 career, motherhood to a special needs child, and her co-hosting business through intentional time management[22:32] Jessica shares how motherhood shaped her communication philosophy in short-term rentals[25:15] Jessica emphasizes the power of over-communicating with her team to build ownership and brand-aligned service[27:27] Jessica shares her piece of advice for all women who are chasing big dreams while also navigating life, being a mom, working a full time job[29:51] The lightning round Golden Nuggets:“Start and make sure that you have the proper systems in place.”“I have brought those people on my team to help with those things, so that way I can be a more effective property manager and do the things that I love to do.”“When you love what you do, you never work a day in your life.”“Don't lose yourself in the day to day of motherhood. Carve out a little time for yourself, because

$200,000 used to feel like a powerhouse investing budget… but in today's short-term rental landscape, it doesn't go nearly as far as it used to.In this solo episode, Kenny Bedwell breaks down the hard truth: $200K is the new $100K.Competitive STR markets have leveled up, amenities have escalated, and investor expectations have shifted. Kenny walks through why $200K no longer guarantees entry into the big-boy markets (Smokies, Bradenton, Asheville, Bourbon Trail), what buyers consistently misunderstand about down payments vs. true budget, and how to think like a strategic investor rather than a pre-approval chaser.He also unpacks the 20% Rule, the reality of amenity wars, why your biggest moat is future thinking, and the path newer investors should take when they have less than $200K to deploy.If you want to make your money actually work and stop getting crushed by competition, this episode is your roadmap.Timestamped Highlights[00:00] Why $200K doesn't stretch like it used to[00:01:20] The psychological trap of buying based on pre-approval[00:02:10] The 20% Rule: what your true budget actually is[00:03:20] Why a $500K home can require $200K to do it right[00:04:40] Competitive markets and the real cost of keeping up[00:06:00] When big brokerage agents start pushing a market… it's already too late[00:07:20] Why chasing what worked last year won't work now[00:08:10] Downsizing: why a killer 2–3 bedroom beats an underfunded 6-bedroom[00:09:20] The amenity war: pickleball courts, splash pads, heated pools, full design[00:10:50] Real estate finance lesson: why abnormal returns disappear[00:11:40] Today ≠ 2021: why $200K no longer buys performance[00:12:25] How to pick markets with lower barriers of entry[00:13:10] What “drivable markets” really are and why they outperform[00:14:35] How to read metropolitan travel patterns for hidden gems[00:15:40] Why most investors are psychologically wired to overleverage[00:16:20] The only way to compete with bigger players[00:17:50] Planning for future competition, not past comps[00:18:30] Kenny's Walkins Glen example: $350K → $144K gross[00:19:30] Why futuristic thinking builds moats[00:20:10] The Autopilot app story (Nancy Pelosi portfolio tracking)[00:22:15] Understanding how investor flood-ins flatten returns[00:23:20] How to pick properties that will hold up against new competition[00:24:30] If you want a moat, you must create it[00:25:10] Kenny's offer to break down “moat categories” in a future episode[00:25:50] How to message Kenny directly with questionsMentioned ResourcesAutopilot App (stock trading tool tracking politician trades)Important LinksWant us to find the deals for you? https://strinsights.com Get Top Markers for STRs (2025) - https://rebrand.ly/28b1df Instagram – @kenny_bedwellYouTube – Cash Flow PositiveLinkedIn – Kenneth BedwellCash Flow Positive is an original podcast hosted by Kenny Bedwell. Brought to you by STR Insights. Production and editing by Podcast Your Brand.

On today's Good Morning Hospitality, Wil Slickers, Jamie Lane, Brandreth Canaley, and Michael Goldin break down Google's latest step into agentic travel planning. This system can build, price, and coordinate full itineraries, yet insists it has "no intention" of becoming an OTA. The crew explores what this means for hotels, short-term rentals, platforms, and anyone competing for consumer discovery and booking flows. Jamie also unveils brand-new data tracking World Cup demand across short-term rentals, including early signals on ADRs, booking pace, and which cities are heating up faster than expected. As the biggest travel event of 2026 approaches, the team looks at how STR markets are shifting in real time and what operators should be preparing for now. Plus, quick shoutouts to two recent fundraises from BoomPop and Localbird before diving into the week's biggest trends shaping hospitality and travel. Presented by ⁠⁠⁠⁠⁠Lodgify⁠⁠⁠⁠⁠ Follow the Hosts: Brandy Canaley – ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠LinkedIn⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Jamie Lane – ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠LinkedIn⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Michael Goldin – ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠LinkedIn⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Connect with Skift: LinkedIn: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.linkedin.com/company/skift/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ WhatsApp: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://whatsapp.com/channel/0029VaAL375LikgIXmNPYQ0L/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Facebook: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://facebook.com/skiftnews⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Instagram: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.instagram.com/skiftnews/⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Threads: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.threads.net/@skiftnews⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Bluesky: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://bsky.app/profile/skiftnews.bsky.social⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ X: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://twitter.com/skift⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Subscribe to ⁠@SkiftNews⁠ and never miss an update from the travel industry.

Short-term rentals aren't just about cash flow — they're one of the most powerful tax strategies available to W-2 earners and entrepreneurs. In this episode, Lamè Kinikini breaks down how STRs can offset active income, create long-term wealth, and why most investors misunderstand the opportunity. Lamè is the guy behind Elk Ridge Investments and one of the best operators I know in the short-term rental space. He's built a portfolio across 15 states and carved out a niche helping investors use STRs to reduce their tax liability, build equity, and buy properties the right way. We talked about his family's immigrant story, the mindset he built from watching his grandfather chase the American dream, and how door-to-door sales unexpectedly launched him into real estate. Then we got deep into the STR tax loophole, cost segregation, depreciation, and how everyday W-2 earners use these investments to offset active income. If you've ever wondered how the wealthy actually use tax strategy to get ahead — this episode will open your eyes. //CONNECT WITH LAMÈ Instagram: @lamekinikini 

Mark sits down with Sahib “City” Patel, the founder of yhangry—a fast-growing platform that connects guests with private chefs at shockingly affordable prices. Think three-course meals starting around $60 per person… cooked in your vacation rental, cleaned up afterward, and delivered by vetted professional chefs.What started as a simple idea in London has now become a global movement—one that's reshaping guest experience inside short-term rentals. And here's the wild part: City didn't even realize STRs were half their market until the data smacked her in the face. Since then, yhangry has partnered with over 130,000+ vacation rental units, doubled the number of chefs Airbnb has in the U.S., and is rapidly expanding across the U.S., Europe, and Dubai.In this episode, you'll learn: • Why private chefs are becoming one of the most requested STR add-ons • How property managers are using yhangry to increase conversions and boost guest reviews • The surprising ways travel habits differ between U.S. and UK guests • What a partnership looks like—affiliate links, dashboards, payouts, and ease of setup • How user-generated content (UGC) from chef experiences drives direct bookings • The story behind yhangrys first-ever booking… featuring eight influencers and an explosion of overnight viralityCity also breaks down the myths around private chefs (spoiler: it's NOT bougie), the psychology of “vacation mode” spending, and why curated in-home dining is becoming the next major amenity in hospitality.If you're looking for new revenue streams, higher guest satisfaction, and a true differentiator in your market—this episode is a must-listen.___Episode Sponsored By:STR SearchSTR Search is the industry leading property finder service. They've helped investors acquire over 265+ profitable STRs across the US. If you'd like the data professionals to help you find your next STR, reach out to STRsearch.com

⁠Click HERE to learn how to earn $10K/month in rental income & access 50% discount on RTR Academyhttps://landing.renttoretirement.com/evg-masterclass-replayThis episode is sponsored by…BLUPRINT HOME LOANS:Get pre-approved with one of RTR's preferred lenders at https://bluprinthomeloans.com/renttoretirement/PROPER INSURANCE:Protect your short-term rental with the industry's most complete, full-replacement insurance solution: ⁠https://www.properinsurance.com/rtrIn today's episode, Adam Schroeder sits down with investor Adam (yes—two Adams!) to break down how he scaled from managing short-term rentals to leveraging builder incentives, cost segregation, interest-only loans, and cash-out refinances to rapidly grow his portfolio.Adam explains how he transitioned from self-managing STRs in New York and the Jersey Shore to acquiring a new-build long-term rental in San Antonio, Texas, using a powerful 12% builder incentive that dramatically lowered his out-of-pocket cost and boosted his tax savings.If you're looking for real, actionable investing insights directly from an investor who's doing the work, this episode is packed with value.⏱️ TIMESTAMPS00:00 – Welcome with host Adam Schroeder00:20 – How Adam first got started in real estate00:36 – Early rentals, STRs, and 1031 exchanges01:23 – Trading a problematic vacation rental into better assets02:03 – Using the STR loophole + qualifying as a Real Estate Professional02:55 – Why he added a long-term rental this year03:31 – How he discovered Rent To Retirement04:22 – Why he won't invest in long-term rentals in New York06:15 – Why Texas—and specifically San Antonio—made sense07:19 – Breaking down the 12% builder incentive08:39 – Why he chose an interest-only DSCR loan10:01 – STR management vs. passive LTR strategy11:25 – What the buying process was like with RTR13:28 – Inspection, build quality & warranty experience15:35 – Cost segregation tax benefits16:52 – How he effectively got into the deal for almost zero net capital18:10 – Cash-out refi strategy on his commercial building19:55 – Pulling $200K tax-free and reinvesting21:18 – Compounding wealth through refinancing23:03 – Why local lenders matter for specialty properties24:51 – Investing confidently even with higher interest rates26:08 – Message to investors waiting on the sidelines27:48 – Advice for first-time RTR listeners28:15 – How to get started with Rent To Retirement

✅ Shop my favorite amenities for Airbnbs: https://www.amazon.com/shop/billfaeth73 (As an Amazon Associate, I earn from qualifying purchases.) ✅ FREE masterclass - how to earn $250K+ NET per year from Airbnb: https://buildstrwealth.com/550250masterclass✅ FREE tool and training to grade properties instantly & spot winners faster: https://go.buildstrwealth.com/superpropertygrader✅ FREE community: Join 33K+ hosts growing their wealth with STRs: https://www.facebook.com/groups/284886002732508/?mibextid=oMANbw

On today's episode of the America's Work Force Union Podcast, Melissa Cropper, President of the Ohio Federation of Teachers (OFT), joined the podcast to discuss organizing campaigns in public libraries, recent and controversial legislation in Ohio on child labor and ongoing legal battles over the state's teacher retirement system (STRS).  Jeff Bryant, Writing Fellow and Chief Correspondent for Our Schools, joined the America's Work Force Union Podcast to discuss the attacks on public education in America, the rise of school vouchers and privatization and the ongoing battle for adequate school funding.

⁠Click HERE to learn how to earn $10K/month in rental income & access 50% discount on RTR Academyhttps://landing.renttoretirement.com/evg-masterclass-replayThis episode is sponsored by…BLUPRINT HOME LOANS:Get pre-approved with one of RTR's preferred lenders at https://bluprinthomeloans.com/renttoretirement/PROPER INSURANCE:Protect your short-term rental with the industry's most complete, full-replacement insurance solution: ⁠https://www.properinsurance.com/rtrIn today's episode, Adam Schroeder sits down with investor Adam (yes—two Adams!) to break down how he scaled from managing short-term rentals to leveraging builder incentives, cost segregation, interest-only loans, and cash-out refinances to rapidly grow his portfolio.Adam explains how he transitioned from self-managing STRs in New York and the Jersey Shore to acquiring a new-build long-term rental in San Antonio, Texas, using a powerful 12% builder incentive that dramatically lowered his out-of-pocket cost and boosted his tax savings.If you're looking for real, actionable investing insights directly from an investor who's doing the work, this episode is packed with value.⏱️ TIMESTAMPS00:00 – Welcome with host Adam Schroeder00:20 – How Adam first got started in real estate00:36 – Early rentals, STRs, and 1031 exchanges01:23 – Trading a problematic vacation rental into better assets02:03 – Using the STR loophole + qualifying as a Real Estate Professional02:55 – Why he added a long-term rental this year03:31 – How he discovered Rent To Retirement04:22 – Why he won't invest in long-term rentals in New York06:15 – Why Texas—and specifically San Antonio—made sense07:19 – Breaking down the 12% builder incentive08:39 – Why he chose an interest-only DSCR loan10:01 – STR management vs. passive LTR strategy11:25 – What the buying process was like with RTR13:28 – Inspection, build quality & warranty experience15:35 – Cost segregation tax benefits16:52 – How he effectively got into the deal for almost zero net capital18:10 – Cash-out refi strategy on his commercial building19:55 – Pulling $200K tax-free and reinvesting21:18 – Compounding wealth through refinancing23:03 – Why local lenders matter for specialty properties24:51 – Investing confidently even with higher interest rates26:08 – Message to investors waiting on the sidelines27:48 – Advice for first-time RTR listeners28:15 – How to get started with Rent To Retirement

Innovation isn't just about building something new; it's about building something better.In this episode of Cash Flow Positive, host Kenny Bedwell sits down with Juliano Silva, a full-time short-term rental investor and designer who's built a portfolio of standout “signature properties” across multiple U.S. markets. From his early beginnings renting out a spare bedroom in Minnesota to creating high-performing STRs in Florida, Juliano shares how data, creativity, and intention fuel his approach to innovation.They discuss the art of designing properties that can't be copied, why standing out takes more than adding a pickleball court, and how to create guest experiences that drive both profitability and longevity. Juliano also opens up about building his own construction and design team, the value of experimentation, and how he protects his creative work while staying one step ahead of imitators.If you've ever wondered how to make your STR truly unforgettable, this conversation is your blueprint.Timestamped Highlights[00:00] Meet Juliano Silva – From web developer to full-time STR investor[00:01:30] The accidental first Airbnb: renting a bedroom in Minneapolis[00:03:40] Early lessons in regulation and risk[00:05:00] Transitioning from long-term rentals to short-term opportunities[00:07:00] How COVID opened the door to their first real STR in Sarasota[00:09:00] Turning a distressed property into a six-figure rental[00:10:00] Building an in-house design and renovation team from scratch[00:11:30] From experimentation to intentionality – creating “signature properties”[00:14:20] The first pickleball court in Sarasota-Bradenton[00:15:30] Using Google Trends and data to innovate amenities[00:17:30] Why copycats will never win and how to stay ahead through originality[00:19:00] Innovation as a mindset, not just a feature[00:21:00] Designing for brand identity and guest retention[00:23:00] Balancing appreciation and cash flow in every investment[00:24:20] How Juliano protects his designs (and his energy)[00:27:00] Drawing inspiration from international design and hospitality[00:29:30] Innovating the guest experience with continuity and theme[00:32:00] The E.R.O. Formula: Acquisition, Experience, Revenue, Operations[00:37:00] Innovation as problem-solving like early check-in strategies[00:39:30] Competing through service, not just price[00:43:00] Juliano's top advice: “When they zig, you zag.”[00:45:00] Staying true to your fundamentals and cash flowing positiveAbout the GuestJuliano Silva is a full-time real estate investor, designer, and founder of Behind Every Stay, a newsletter and consulting platform that helps investors create profitable, guest-loved short-term rentals. Based in California with properties across Florida, Minnesota, and North Carolina, Juliano has spent more than a decade in real estate, transitioning from long-term rentals to building data-driven, experience-focused STRs he calls “signature properties.” His approach blends creativity, analytics, and brand identity, helping investors think beyond amenities and build lasting value through intentional design and innovation.

If your short-term rental looks the same as it did three years ago, you're already falling behind.In this episode of Cash Flow Positive, host Kenny Bedwell explains why innovation isn't optional. It's the only way to stay competitive in a rapidly evolving STR market. From hotel refresh cycles to new amenity trends, Kenny breaks down how to model what the pros do and apply it to your own properties.He shares real examples of how top operators are staying ahead, from custom pickleball-court designs and splash pads to unique features like three-sided golf simulators and container pools, and why the hosts who think three to five years ahead always win.Learn how to build your own “moat,” create long-term value, and keep your listings at the top of the market.Timestamped Highlights[00:00] Why every STR owner must think like a hotel brand[00:01:00] The hotel renovation cycle and what it teaches hosts about innovation[00:02:00] Sneak peek: Kenny's live event in New Orleans (Feb 28 – Mar 1) on scaling beyond STRs[00:04:30] The hidden power of staying ahead of your competition[00:07:00] Thinking long-term three- to five-year reposition cycles[00:08:30] Why copying others' amenities is a race to the bottom[00:09:40] The “Fab Five” amenities and how to make yours stand out[00:12:45] How Kenny's $40K three-sided golf simulator became a game-changer[00:15:30] New trends: designer pickleball courts, splash pads, and beyond[00:17:30] Building room for future upgrades into every property[00:18:40] How one container pool added $60K in annual revenue[00:20:35] When it's smarter to innovate than to buy another property[00:21:20] Lessons from hotel design and guest experience[00:22:45] Practical ways to stay “top dog” in your marketResourcesAttend Kenny's Live Scaling Event (Feb 28–Mar 1, New Orleans) Important LinksWant us to find the deals for you? https://strinsights.com Get Top Markers for STRs (2025) - https://rebrand.ly/28b1df Instagram – @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.

What does “scaling” really mean for you?In this episode of Cash Flow Positive, host Kenny Bedwell breaks down what it truly takes to grow beyond single-family short-term rentals and why the definition of “scaling” should be unique to every investor.Kenny walks through his personal evolution from duplex house hacking to managing multi-unit portfolios, building a co-hosting business, and partnering with investors to acquire large-scale STRs and boutique hotels. Along the way, he shares the mindset, strategies, and lessons that help hosts move from buying one property at a time to building a sustainable, scalable business model that fits their goals, not social media's definition of success.Timestamped Highlights [00:00] Why “scaling” looks different for every STR owner [00:01:00] Kenny's early investing story, from house hacking to Airbnb [00:04:45] How Buffalo, NY shaped his mindset on scaling and diversification [00:06:30] Breaking through capital limitations with rental arbitrage [00:09:00] The rise (and fall) of arbitrage and what works better now [00:10:30] Scaling into co-hosting and property management [00:11:45] The power of sharing your wins to attract partnerships [00:13:40] How to start small but think like a business owner [00:15:20] Diversifying across markets for long-term stability [00:18:00] Leveraging other people's money (OPM) to scale faster [00:20:20] Building partnerships and equity deals with no capital invested [00:22:00] Why hotels aren't the only way to scale and how big STRs can outperform [00:24:00] Choosing properties that match your goals, not trends [00:25:15] The truth about hotel deals vs. high-performing STRs [00:26:40] Redefining success and scaling on your own terms [00:27:50] A look ahead: scaling through new business opportunitiesResources MentionedLaunch Hosts by Kim Fitzpatrick - Example of scaling through servicesImportant 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.

You don't have to stop at single-family short-term rentals. You can build the systems and businesses that help others scale, too.In this episode of Cash Flow Positive, host Kenny Bedwell sits down with Tyler Gruskiewicz, a full-time real estate investor and entrepreneur from Louisville, Kentucky. Tyler shares his journey from leaving a W2 job to building a growing portfolio of STRs, boutique hotels, and vertically integrated businesses, including a cleaning company, renovation arm, and property management service, all designed to solve the pain points he faced as a host.They dive into the mindset shifts needed to scale sustainably, the lessons learned from operational chaos, and the power of turning real problems into real opportunities. Tyler also reveals his latest project: transforming one of Kentucky's oldest bed-and-breakfasts into a mission-driven property supporting veterans and children with speech challenges.If you've ever felt “stuck” at the single-family level, this conversation will show you how to think and build bigger.Timestamped Highlights[00:00] Meet Tyler: From Ohio roots to full-time investor in Louisville[01:00] Growing a 7-property STR portfolio + hotels in Florida and Missouri[02:00] What vertical integration really looks like for real estate investors[05:00] Faith Renovations and Signature Stays: turning problems into services[07:00] How Tyler built cleaning, install, and property management teams[08:30] The cleaning nightmare that pushed him to start his own company[13:00] Why checks and balances matter in STR operations[17:00] How one bad turnover led to a total systems overhaul[21:00] Building culture, communication, and shared vision inside your team[25:00] The importance of purpose-driven leadership[29:00] Turning early check-ins into new revenue and guest satisfaction[32:00] The story behind Kentucky's oldest B&B—and how it became a mission[36:00] Giving back to veterans and kids through real estate[40:00] The takeaway: No one's coming to save you—build the solution yourselfAbout the GuestTyler Gruskiewicz is a real estate investor known for owning several short-term rental properties in Kentucky with a proven track record in the short-term rental (STR) market. He has gained recognition through interviews and podcasts for his unique approach to growing wealth through STR investments, highlighting both the challenges and strategies for success in this niche real estate segment.​ In addition to his property investments, Gruskiewicz also owns and operates a renovation and cleaning company, leveraging his experience to support and scale his rental business. Recently, he expanded his real estate portfolio by purchasing a 29-door hotel in Branson, Missouri, indicating significant growth and diversification in his hospitality ventures.

In this episode of the Massive Passive Cashflow Podcast, I sit down with Kenny Bedwell—seasoned real estate investor, Airbnb expert, and founder of STR Insights. With over eight years of experience in short-term rental investing, market analysis, and deal structuring, Kenny has helped more than 300 high-income professionals identify and acquire profitable Airbnb properties that generate consistent passive income and long-term wealth. Kenny shares how he transitioned from his role as a data analyst in Citibank's Equities Market to building a multimillion-dollar real estate portfolio of short-term rental properties across the U.S. His data-driven investing strategies led to the creation of STR Insights—a powerful (and free) Airbnb investment analysis tool that helps real estate investors find the best cash-flowing markets and properties nationwide. We discuss how Kenny turned a simple house hack duplex into a six-figure vacation rental, how to analyze STR markets using hard data, and what separates top-performing Airbnbs from underperforming listings in saturated markets. You'll also learn how to define your ideal guest avatar, theme your rental for maximum appeal, and scale your short-term rental business like a pro. Whether you're looking to get started with Airbnb investing or grow your existing portfolio, this episode is packed with real-world insights to help you succeed.     What You Will Learn: How Kenny left corporate life and built an STR empire using data, design, and diversification Why "average" properties fail—and what separates the top 10% STRs from the rest House hacking to hotel ownership: the evolution of a short-term rental investor STR Insights: Kenny's free deal analyzer and how to use it to find cash-flow winners The secret to theming properties around your ideal guest (and why it boosts occupancy) Why major metro "drive-to" destinations offer the best returns in vacation rental investing Common underwriting mistakes investors make—and how to avoid overleveraging Real examples: $250K Buffalo duplex to $140K/yr Finger Lakes BnB to bourbon-themed STR resorts     Links & Resources: Youtube: https://www.youtube.com/@strinsights7414 Instagram: https://www.instagram.com/kenny_bedwell/ Website: https://www.strinsights.com/     Attention Investors and Agents: Are you ready to scale your real estate business? Need to connect with driven, like-minded professionals?

Managing a short-term rental can feel overwhelming, especially with all the market myths out there. In this episode, John Bianchi joins Russ and Joey to break down why Airbnb is far from dead and how to strategically position your rentals for maximum profitability.John dives into what makes a property desirable, the importance of amenities, and how to create a “destination” experience that attracts guests year-round. We also cover key insights on the short-term rental tax loophole and strategies to maximize cash flow while staying compliant. Whether you're a beginner or a seasoned investor, this episode equips you with actionable steps to navigate the competitive STR landscape. Tune in now and learn how to make Airbnb work for you:Top three things you will learn: -How to identify profitable short-term rental markets-How to choose properties that stand out-How to leverage data to avoid costly mistakesAbout Our Guest:John Bianchi, also known as The Airbnb Data Guy, is a real estate investor who spends much of his time providing useful information on how to scrub data to find your next investment.In 2017, at just 24 years old, John sold a $10 million investment portfolio to start an Airbnb Arbitrage business. He quickly grew that to 15 cash-flowing properties in the Chicago area. By doing that, he developed processes to analyze Airbnb data and identify highly profitable properties anywhere. Since then, he's been teaching people these processes.Disclaimer: The opinions expressed on this podcast are solely those of the hosts and guests and do not constitute financial advice. Always consult a licensed professional for financial decisions.This episode is sponsored by a podcast show partner. We may receive compensation if you use links or services mentioned in this episode.The hosts may have a financial interest in the programs or services mentioned in this episode.Connect with John Bianchi:-Website - strsearch.com

The national housing correction is here but your results will be decided locally. Some markets are cooling gently, others are slipping fast, and a few affordable metros are still running warm. So where does that leave buy-and-hold, flips, STRs, and BRRRRs? We map the dramatic regional split, Midwest/Northeast steadier, Gulf Coast/Texas under pressure, and show how to match your strategy to on-the-ground realities like inventory, rent growth, and affordability. You'll hear why “flat prices + rising rents” can be a green light for cash flow, when to take a calculated swing in oversold-but-strong-fundamentals cities (think Austin/Nashville/Dallas), and where supply and insurance costs are pushing deeper discounts (hello, Florida). We also dig into metro-level forecasts into 2026 and why your underwriting should look different in Milwaukee than in Miami. In This Episode We Cover Local > national: why the same correction looks totally different by region and price tier Affordability & supply: the two signals driving winners and laggards (and how to measure both) Hottest vs. coolest markets: where buyers have leverage and where demand still pops Rents vs. prices: pairing flat/declining prices with rising rents to improve cash flow Risk-on vs. risk-off playbooks: conservative buy boxes vs. opportunistic dips in strong cities Flipping in a slowdown: wider spreads, longer days-on-market, how to price and pace Forecasts into 2026: what recent metro projections imply for your next 3 - 12 months of deals Hold or sell? Handling “paper losses,” market selection, and underwriting for a slower cycle Links from the Show Join the Future of Real Estate Investing with Fundrise Join BiggerPockets for FREE Find an Investor-Friendly Agent in Your Area Find Investor-Friendly Lenders Property Manager Finder Dave's BiggerPockets Profile Check out more resources from this show on ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠BiggerPockets.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ and ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.biggerpockets.com/blog/on-the-market-369⁠  Interested in learning more about today's sponsors or becoming a BiggerPockets partner yourself? Email ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠advertise@biggerpockets.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠. Learn more about your ad choices. Visit megaphone.fm/adchoices