Podcasts about strs

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.

In this episode of the Host Planet Podcast – powered by Hostfully – James sits down with Zen Valli from RMS Cloud for a masterclass in cross-industry learning.Zen shares what short-term rental operators can take from holiday parks and hotels, where the biggest upsell opportunities are hiding, and why giving guests a reason to book direct is more essential than ever.You'll also hear his take on the ideal lean tech stack, which integrations deliver the best ROI, and the lessons holiday parks can learn from the STR world. Plus, Zen reveals his favourite brands and the biggest lesson he's learned in the industry.0:39 What can short-term rentals learn from holiday parks6:59 Upselling opportunities 8:15 What can STR operators learn from hotels10:39 What can holiday parks learn from STRs13:52 The ideal lean tech stack for STRs15:08 Give your guests a reason to book direct16:38 Which integrations deliver the most ROI17:43 RMS Cloud18:26 Favourite brands19:33 Biggest lesson learnedLooking for a great PMS or digital guidebook? You need Hostfully!Check out these special offers:Property Management Software: Get $500 off onboarding by using the code PLANET500.Digital Guidebooks: Get 30% off for life by using the code HOSTPLANETGB.Click here to sign up for Hostfully: https://tinyurl.com/3ay8bhtkKeen to book a Hostfully demo? Click here to connect with Frank Bosi: https://tinyurl.com/Hostfully-DemoEmail Frank: frank@hostfully.com Host Planet: https://www.hostplanet.club/James Varley: https://www.linkedin.com/in/jdsvarley/Zen Valli: https://www.linkedin.com/in/zunaid-zen-v-06091b8a/RMS Cloud: https://www.rmscloud.com/Episode to check next: How Short-Term Rental Hosts Can Utilise AI Today: https://www.youtube.com/watch?v=IJCr2Aq47v0&t=1183sHost Planet Podcast is presented by James Varley, a holiday let investor and property manager who is also the Founder of Host Planet. Before founding Host Planet, James spent 20 years in the media, including a decade leading corporate communications for the FIFA World Cup Qatar 2022.Contact the show: info@hostplanet.club#HostPlanet #HostPlanetPodcast #HostPlanetBitesize #ShortTermRentals #VacationRentals #HolidayLets #Airbnb #BookDirect #PropertyManagement #PropertyInvestment #BookingCom #Vrbo #JamesVarley #Hostfully #PMS #DigitalGuidebooks #SpecialOffer #ZenValli #RMSCloud #HolidayParks

Discover the powerful tax strategy that combines cost segregation studies with bonus depreciation. This approach dramatically accelerates your deductions, creating immediate savings and improving cash flow from your investment properties in the Fremont area. To learn more, visit: https://www.vikprocpa.com VIk Randhawa, CPA City: Newark Address: 35111 Newark Boulevard Website: https://www.vikprocpa.com/ Phone: +1 510 258 4495 Email: Info@vikprocpa.com

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.

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

Let Us Know What You Thought Of The Episode If you've been watching the short-term rental space over the last few years, you know it's been anything but predictable. Wild returns pulled everyone in… then city rules tightened, hosts scrambled, and a lot of people started wondering whether Airbnb and STRs were still worth the effort.That's why this episode is such a good one. I sat down with Charles Crompton, founder of Crompton Elite, who went from the corporate grind to building a rental-arbitrage and co-hosting business that scaled to 50+ units in under a year — without owning a massive portfolio or waiting for the “perfect market.”Charles breaks down what's really working right now in short-term rentals, especially for anyone curious about rental arbitrage, Airbnb income strategies, or building a co-hosting business that actually pays you back instead of draining your time.Here's what we get into:How rental arbitrage functions in today's STR landscapeHow Charles adapts to constant regulation changes and stays compliantThe kind of returns he's seeing on new arbitrage dealsWhat it really takes to run a co-hosting business without burning outThe systems he built to scale fast while keeping operations sustainableWhat makes this conversation stand out is how direct Charles is. He keeps it real about what works, what doesn't, and what investors overlook when they jump into short-term rentals.If you've been thinking about stepping into Airbnb, testing out arbitrage, or adding co-hosting as another income stream, this episode gives you a genuine look at the business model from someone who's making it work at a high level.Follow Charles on Instagram: https://www.instagram.com/crompton.charles/Learn More About Our Trusted Partner - Green MortgageGreen Mortgage has been specializing in working with real estate investors since 2008. 80% of Green Mortgages' clients are investors, and Green Mortgage has funded over $1Billion in mortgages over its lifespan.Would you like to learn more? Visit: https://thesavvyinvestor.ca/green-mortgage-team/ Savvy Investor Links:Website: https://thesavvyinvestor.ca Instagram: https://www.instagram.com/savvy_investors   YouTube: https://www.youtube.com/@thesavvyinvestorJoin our Savvy Squad Community for 14 Days Absolutely FREE! https://thesavvyinvestor.ca/joinDisclaimer: The views and advice expressed on this podcast are those of the participants and do not necessarily reflect the opinions or beliefs of the podcast host or affiliated parties. The content is for entertainment purposes only and should not be considered as professional financial, legal, or investment advice. Listeners are encouraged to conduct their own research and consult with qualified professionals before making any financial decisions. The podcast host and producers are not responsible for any actions taken based on the information provided.

⁠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

From pharmaceutical sales to $150 million in short-term rental transactions—this week's episode dives deep with Chantal, a Colorado-based STR investor and brokerage owner redefining what it means to scale smart.Chantal shares how knocking on doors in pre-foreclosures led her to her first “honeymoon basement” Airbnb, how she built a thriving portfolio in one of the most regulated states, and what she's learned helping hundreds of clients buy and sell STRs across Colorado.You'll learn: • How she turned one underdog listing into a multi-million-dollar brokerage • Why most “turnkey” STRs for sale are actually underperforming assets—and how to spot opportunity fast • The insider playbook for selling an STR at a premium (clean books, strong revenue, and transparency) • How to navigate Colorado's metro, resort, and mountain STR markets for long-term growthWhether you're an agent eyeing the STR niche, an investor chasing appreciation, or just curious how to make a short-term rental business scale, this episode delivers a masterclass in combining passion with precision.___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

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.

Self-Storage Returns & Value Add PivotsInterest rates remain high and there is uncertainty in the market ranging from tariffs to labor costs. Deals today don't pencil the same way they did a few years ago and those who are thriving in this economy are those who have pivoted and adapted. If you want to learn - How real estate investors are still controlling returns amid market uncertainty- Why adding self storage to your portfolio may be a smart move - How to capitalize on Consumer landscape changesJoin me and Clint Harris of Nomad Capital as we deep dive into: - Pros and cons of asset classes from STRs to self storage - Risk Return profile & Due diligence of Self storage Investments- Value add pivots in the current economy including Asset class conversions ....

In this episode of Mountain Real Estate, Candice De sits down with Daniel Leifeld of Key Data to unpack what's really happening across Colorado's vacation rental markets heading into ski season. Using direct-source reservation data (not scraped listings) from Key Data, Daniel breaks down occupancy, ADR, RevPAR, booking windows, and demand drivers for Summit County, Vail, Aspen/Snowmass, Steamboat, Telluride, and more. Whether you're a buyer, homeowner, or property manager, you'll learn how to evaluate deals, price smarter, and avoid the #1 projection mistake. We also cover how DMO marketing, inventory mix, and Easter timing impact bookings—and why demand for STRs remains extremely high. Resources & Links: Watch on Youtube: https://youtu.be/VnwmDHrdodEConnect with Key Data: Daniel Leifeld; Daniel@KeyDataDashboard.com Work with Candice De | Mountain Real Estate: Candice@amynakos.com Get my STR Underwriting Worksheet (free): https://docs.google.com/spreadsheets/d/1uu-7B817K55OBE4pHeo6J05ZbAuCr5aK/edit?usp=sharing&ouid=108716399741229385573&rtpof=true&sd=true Subscribe to the newsletter for monthly Summit County market updates: https://amynakos.com/newsletter/ About the show: I'm Candice De—realtor, investor, engineer, mom, and Colorado native—covering real estate from Denver to Summit County. Subscribe for weekly insights on buying, selling, investing, STRs, ADUs, and mountain-town living.

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

What if your next short-term rental deal isn't failing because of the numbers… but because of your reviews?In this episode of Cash Flow Positive, Kenny Bedwell digs into the “curse” of review-driven real estate—how guest expectations, property condition, and first impressions can quietly make or break your returns. He breaks down the two sides of STR investing (real estate + hospitality), shares real-world examples from his own portfolio, and explains why operations and guest experience are just as critical as deal analysis.You'll learn what details guests really notice, how to find properties that support great reviews from day one, and the simple fixes that turn complaints into five-star ratings.If you want your short-term rental to outperform the market, hit play and start thinking like a guest, not just an investor.Timestamped Highlights[00:00] Why Kenny “hates” reviews 4and how they shape investor behavior[01:00] The two-headed monster of STR investing: real estate + hospitality[02:30] Why being a great host directly impacts revenue[04:00] How property age and updates influence guest satisfaction[06:00] Lessons from a historic 1860s home that became a five-star stay[09:00] The hidden cost of ignoring capital expenditures[10:40] When old systems (like HVAC) destroy the guest experience[12:00] How unfinished basements and outdated designs kill reviews[15:20] External factors: neighbors, privacy, roads, and power lines[20:00] Designing for privacy, accessibility, and comfort[23:00] How to impress guests from the moment they arrive[25:00] The power of small touches, like Kenny's ice cream bar idea[27:00] Why first impressions make or break your ratings[30:20] The link between five-star reviews and long-term revenueImportant 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

How to Get Rich Quick with Real EstateIf you've been chasing the next “get rich quick” shortcut in real estate… this episode is your reality check.In this episode of Cash Flow Positive, Kenny Bedwell flips the script on fast money and exposes the truth about building real wealth through real estate. He shares insights from conversations with high-level investors: Those who buy $100M hotels and still play the long game and reveals why the biggest wins come from appreciation, tax strategy, and equity paydown, not just monthly cash flow.You'll learn the four true pillars of wealth in real estate, how to think like an investor instead of a speculator, and why repositioning your assets the right way can transform your portfolio faster than chasing short-term returns ever will.Stop looking for overnight success. Press play now to learn how the smartest investors actually get rich with patience, data, and a long-term plan.Timestamped Highlights[00:00] Back from the flu and fired up about “get rich quick” myths[01:30] The problem with chasing only cash flow[03:35] Lessons from top-tier investors who buy $100M properties[05:00] The four wealth pillars: cash flow, appreciation, tax savings, and equity paydown[07:00] What “repositioning” really means and why it's where wealth is built[09:25] When cash flow should be your priority and when it shouldn't[10:30] Why high-income professionals invest differently (and what that means for you)[12:30] How to calculate true ROI using total return, not just cash flow[15:20] The mindset shift: stop chasing income, start building net worth[18:30] Defining your investment goals before you buy your next STR[21:15] How Kenny evaluates deals now and why forced appreciation beats “good enough”Important LinksWant us to find the deals for you? https://strinsights.com Get Top Markers for STRs (2025) https://www.strinsights.com/top-investable-short-term-rental-markets-2025-reportInstagram – @kenny_bedwellYouTube – Cash Flow PositiveLinkedIn – Kenneth BedwellCash Flow Positive is an original podcast hosted by Kenny Bedwell. Brought to you by STR Insights and Podcast Your Brand. Production and editing by Podcast Your Brand

In this episode, Taylor sits down with Katie, marketing leader at Furnish Finder, to unpack how midterm rentals have evolved far beyond the travel-nurse niche. Katie shares her journey from commercial real estate to leading growth at one of the fastest-growing platforms for 30+ day stays, and why MTRs are now a must-have strategy for short-term rental investors.In this episode:The expanding MTR guest base: from medical professionals to relocations, renovations, corporate travel, and insurance staysHow Furnish Finder grew into a powerhouse marketplace connecting hosts and tenants with no booking feesThe key operational differences between STRs and MTRs, and why MTRs can be a “breath of fresh air” for busy hostsWhat amenities actually matter for 30–90 day guests and how to stand outSimple ways to mix MTRs into your STR strategy to smooth cash flow and reduce turnoverIf you've ever wondered how to reduce turnover and still maximize income, this episode shows you how midterm rentals can simplify operations and keep revenue flowing year-round.

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.

What if scaling your vacation rental business could actually hurt your bottom line? This week, Jamie Lane sits down with Ashley Ching, founder and CEO of Inhaven, to unpack her research on why national hospitality management companies—from Vacasa to Ambridge—have repeatedly failed to scale successfully. Together, they dive into the structural challenges of the short-term rental industry and uncover why “bigger” doesn't always mean “better.”Ashley shares insights from hundreds of executive interviews across hotels, restaurants, and vacation rentals, revealing five key pillars that separate thriving, sustainable property managers from those that crumble under complexity. From the myth of economies of scale to the power of local operations and curated portfolios, this episode is a must-listen for any STR professional who wants to grow smarter—not just larger.Whether you manage 10 homes or 1,000, this conversation reframes how you think about profitability, service, and scale—and what true success in hospitality really looks like. You don't want to miss this episode.Key TakeawaysBigger isn't better: Hospitality is a labor-driven business, not a production line—growth often brings higher costs and lower margins.Curate your portfolio: The most successful managers focus on quality over quantity, offboarding “bad” properties that drain time and profit.Stay local: Empowering on-the-ground teams and decision-makers leads to stronger operations and better guest experiences.Choose owners wisely: Aligning with the right owners is as crucial as choosing the right homes.Pick your focus: You can prioritize service, scale, or profitability—but not all three at once.   Sign up for AirDNA for FREE

In this episode, Jim brings on Tom Dunkel, founder of Eagle Capital Investments, co-founder of U.S. Mortgage Resolution (11k+ loans transacted), real-estate investor, and author of The Wealth Builders Playbook. Tom left the “corporate penitentiary,” got bloodied in '08, then built durable wealth across distressed mortgage debt, self-storage, STRs, and a fund-of-funds platform.  They break down why “now” is always the right time if your horizon is long, how to own the paper when bricks are a pain, and how to evaluate deals with his SAFE method so you compound without blowing up. What You'll Learn Why headlines aren't a strategy: time horizon and cashflow beat “perfect timing” Distressed mortgage debt 101: how banks offload non-accrual loans—and how pros work them out The SAFE due-diligence method (Sponsor, Asset, Financials, Exit) you can apply to any alt deal Active vs passive: “who, not how” for busy owners who want diversification without a second job How tax advantages (depreciation, cost seg) and steady cashflow protect high earners Action Steps 1. Map Your Horizon & Cashflow Decide your hold period (5–10+ years) and set a monthly cashflow target that makes you work-optional. 2. Run SAFE on Your Next Deal Vet the Sponsor first, then Asset, Financials, and Exit. If any letter fails, pass and keep your powder dry. 3. Choose Your Lane Active: commit to learning, mistakes, and reps. Passive: piggyback a proven operator's network (fund-of-funds, co-GP) to diversify now.

Sief Khafagi didn't just build a business—he built a standard.In this episode, he reveals how leadership, culture, and vision turned TechVestor into one of the most respected brands in STR investing.• How leadership shapes the future of the STR industry• Building a culture that scales with integrity and precision• Setting new standards for quality and operations• Why great teams outperform any market cycle• The mindset shift every STR leader needs to make00:03:22 – The Real Problem: Bad Operators Drag the Industry Down00:07:40 – Leadership and Vision: Believing Before Anyone Else Does00:11:56 – Building High-Trust Teams That Scale00:15:38 – Culture Over Everything: The Real Competitive Advantage00:20:25 – Systems That Outlast the Founder00:25:44 – The Truth About Scaling: Leadership vs. Management00:30:57 – How TechVestor Blends Tech and Real Estate to Win00:35:46 – The Future of STR Leadership and Industry Standards00:40:38 – Legacy Leadership: Culture, Vision, and Setting the Bar HigherGuest Bio:Sief Khafagi is an ex-techie turned real estate investor who has helped thousands diversify into real estate. Today, he's the founder of Techvestor, one of the first institutional-grade and backed STR portfolios. With their vertically integrated advantages across acquisitions, renovation, design, management, and more, Techvestor is the leader in short-term rentals as an asset class. Backed by in-house technology, one of the deepest talent benches in the industry, and most recently, institutional backing, they're on a path to 500+ owned STRs over the coming years.Guest Link:https://www.linkedin.com/in/siefkhafagi/Get FREE Access to our Community and Weekly Trainings:https://group.strsecrets.com/

Sief Khafagi didn't just build a business—he built a standard.In this episode, he reveals how leadership, culture, and vision turned TechVestor into one of the most respected brands in STR investing.• How leadership shapes the future of the STR industry• Building a culture that scales with integrity and precision• Setting new standards for quality and operations• Why great teams outperform any market cycle• The mindset shift every STR leader needs to make00:03:22 – The Real Problem: Bad Operators Drag the Industry Down00:07:40 – Leadership and Vision: Believing Before Anyone Else Does00:11:56 – Building High-Trust Teams That Scale00:15:38 – Culture Over Everything: The Real Competitive Advantage00:20:25 – Systems That Outlast the Founder00:25:44 – The Truth About Scaling: Leadership vs. Management00:30:57 – How TechVestor Blends Tech and Real Estate to Win00:35:46 – The Future of STR Leadership and Industry Standards00:40:38 – Legacy Leadership: Culture, Vision, and Setting the Bar HigherGuest Bio:Sief Khafagi is an ex-techie turned real estate investor who has helped thousands diversify into real estate. Today, he's the founder of Techvestor, one of the first institutional-grade and backed STR portfolios. With their vertically integrated advantages across acquisitions, renovation, design, management, and more, Techvestor is the leader in short-term rentals as an asset class. Backed by in-house technology, one of the deepest talent benches in the industry, and most recently, institutional backing, they're on a path to 500+ owned STRs over the coming years.Guest Link:https://www.linkedin.com/in/siefkhafagi/Get FREE Access to our Community and Weekly Trainings:https://group.strsecrets.com/

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This week, Mark sits down with Rachel Allday, co-founder of Abode Luxury Rentals, managing nearly 200 high-end properties across Park City, Jackson Hole, and Sun Valley. Rachel shares how she and her husband built their company from scratch 18 years ago—long before Airbnb existed—and what “luxury” really means in today's short-term rental market.In this episode:How Rachel turned creativity into growth, from her first “wedding invite” mailer campaign to managing $10M+ estatesWhat defines luxury: authenticity, maintenance, high-touch service, and staff-to-property ratios that ensure perfectionWhy attention to detail wins: triple inspections, white linens, local touches, and hospitality that feels humanThe importance of team culture, shared accountability, and never settling for 95%How Abode achieves consistent five-star reviews through inspections, standards, and guest-first thinkingMarketing insights: why professional photography, consistent staging, and aspirational imagery matterVRMA's impact on her business growth, profitability, and network of mentors and peersRachel also opens up about her role on the VRMA Board of Directors, where she's helping shape the next generation of education and professionalism in the STR industry.Connect with Rachel: abodeluxuryrentals.comFollow Abode Luxury Rentals on InstagramCatch Rachel at VRMA International in Las Vegas___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

Most investors look at bedroom counts at face value. Kenny Bedwell doesn't.In this episode of Cash Flow Positive, Kenny reveals a deal-finding strategy he's seen quietly pay off in competitive short-term rental markets: targeting properties with extra square footage and converting them into higher bedroom counts. From Sedona to the Poconos, Kenny explains why “heads in beds” is the #1 revenue driver, how to legally add bedrooms to force appreciation, and why average-performing STRs will always lose out to top properties.You'll hear how to spot these overlooked opportunities, the math that makes them work, and why moving quickly under contract is often the difference between landing a deal and watching it slip away.Don't settle for average returns. Press play now to learn how Kenny turns overlooked listings into high-cash-flow, high-appreciation wins.Important LinksWant us to find the deals for you? https://strinsights.com Get Top Markers for STRs (2025) https://www.strinsights.com/top-investable-short-term-rental-markets-2025-reportInstagram – @kenny_bedwellYouTube – Cash Flow PositiveLinkedIn – Kenneth BedwellCash Flow Positive is an original podcast hosted by Kenny Bedwell. Brought to you by STR Insights and Podcast Your Brand. Production and editing by Podcast Your Brand.

MY NEWSLETTER - https://nikolas-newsletter-241a64.beehiiv.com/subscribeJoin me, Nik (https://x.com/CoFoundersNik), as I interview Taylor Jones (https://x.com/MrJonesSTRs), the founder of strsearch.com.Have you ever wondered if short-term rentals (STRs) are as passive as they seem? I used to think so, but Taylor completely changed my perspective. He breaks down how he went from a sales guy to overseeing over $120 million in STR investments by treating it not as a real estate game, but as an operations business.We dive into his first investment—a cabin in the North Georgia mountains that he bought having never owned real estate before—and how it generated $22,000 in cash flow its first year.Taylor reveals the critical mistakes he made, the lessons he learned about market supply and demand, and how a single amenity like a pickleball court can add $40,000 to your annual revenue.We also get into the incredible tax benefits and how STRs can offer active losses to offset your regular income, something I wish I'd known sooner.Questions This Episode Answers:• How can a single pickleball court add over $40,000 in annual revenue to an Airbnb?• Why is a short-term rental business more about operations than real estate?• How can you use short-term rentals to legally reduce your taxable income?• What is the biggest mistake new STR investors make when choosing a property?• Why are large-group rentals and small, romantic getaways the hottest trends right now?Enjoy the conversation!__________________________Love it or hate it, I'd love your feedback.Please fill out this brief survey with your opinion or email me at nik@cofounders.com with your thoughts.__________________________MY NEWSLETTER: https://nikolas-newsletter-241a64.beehiiv.com/subscribeSpotify: https://tinyurl.com/5avyu98yApple: https://tinyurl.com/bdxbr284YouTube: https://tinyurl.com/nikonomicsYT__________________________This week we covered:00:00 The Allure of Short-Term Rentals02:55 Understanding the Operations Behind STRs05:42 The Journey into Real Estate Investment09:00 Lessons from Early Investments12:09 Scaling Up: From One to Multiple Properties14:56 Market Dynamics and Supply-Demand Imbalances18:11 Navigating the Real Estate Landscape20:55 Investment Strategies for Success26:00 Understanding Market Dynamics and Profitability30:13 Revenue Estimation and Occupancy Rates33:25 Tax Implications and Depreciation Strategies40:27 Investment Strategies for Short-Term Rentals47:31 Advice for New Investors in Short-Term Rentals

Is refinancing your short-term rental a smart move—or a trap that eats away your cash flow?In this episode of Cash Flow Positive, Kenny Bedwell sits down with veteran mortgage broker and STR financing expert Matt Stout. With over 32 years of lending experience and thousands of deals funded, Matt pulls back the curtain on when refinancing actually makes sense. From dropping interest rates and shifting housing trends to creative ways to redeploy “dead equity” into higher cash-flowing properties, this episode delivers the unvarnished truth about refinancing in today's market.You'll learn the right (and wrong) reasons to refinance, how to weigh costs versus cash flow, and why keeping versus selling a property can make or break your long-term wealth.Don't guess your way through one of the biggest financial decisions you'll face as an investor. Press play now to get Kenny and Matt's proven framework for knowing when to refinance and how to use it to build real generational wealth.About the GuestMatt Stout is “The STR Loan Guy” and founder of Consumers Financial, a mortgage brokerage licensed in 48 states. With over three decades in lending and a personal background in real estate investing, Matt specializes in STR and DSCR loans that help investors unlock equity and scale their portfolios. He's known for creative lending strategies, hybrid loan solutions, and his straight-shooting approach to helping investors win deals.

This week I got to speak with Erin Dalton-Cooney, the Head of Property Management Design at Wayfair Professional. Erin is a wealth of knowledge in this industry, and in her role she's gained experience overseeing design and set up for every type of property from STRs, MTRs, boutique hotels, and unique resorts.  She shares with us today how Wayfair Professional is the secret weapon that designers are using to take shipping consolidation and install completely off their plates. If the pro designers trust Wayfair Professional, you should too!  Erin teases us with what's coming next for Wayfair Professional, what they have to help you now, and how they are saving hosts serious time and money, so you can get back to what you do best – investing! Check out mine and Tatianna Taylor-Tait's official Wayfair Tastemaker collection HERE Connect with @wayfairproffesional on Instagram Thank you to my sponsors! Lodgify - ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Link⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Receive 20% off Lodgify's most powerful plans with code NoVacancy20 at checkout Proper - ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Link⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ Visit the link to claim your free risk assessment with Proper. Learn more about your ad choices. Visit megaphone.fm/adchoices

From the cockpit to commercial real estate, Tate's story shows how a high-earning W-2 professional can build wealth outside of the stock market. In this episode of the Tax Smart REI Podcast, Tate shares the lessons he learned moving from single-family to multifamily to syndications and the strategies that help pilots and other professionals put their money to work more effectively. You'll learn: - How Tate's early mistakes shaped his investing philosophy - Why LPs should evaluate sponsors before the deal - Where commercial real estate sits in today's cycle - How oil & gas and STRs can reduce taxes for W-2 earners - Why access to alternatives in retirement accounts could be a game-changer To become a client, request a consultation from Hall CPA, PLLC at go.therealestatecpa.com/3KSEev6 Subscribe to REI Daily & Enter to Win a FREE Strategy Call: go.therealestatecpa.com/41JuQBX Connect with Eckard Enterprises: eckardenterprises.com/taxsmartrei/ More From Tait: Website: https://www.turbinecap.com Co-authored Oil and Gas eBook: https://drive.google.com/file/d/17jUYSuoJGCU2ea4SN6MLgazmp-3LE2Lt/view?usp=share_link Daniel Rusteen's Airbnb book: https://www.amazon.com/Optimize-Your-Airbnb-audiobook/dp/B07R7CCKPK/ref=sr_1_1?dib=eyJ2IjoiMSJ9.RuqABHwSbg5DlqM7IpdbdyWEN0kpPfMH9Zirre2T_2LGjHj071QN20LucGBJIEps.Twgy40bFLaRKl4w4yOQGk7aOq7kWbEn890lz81_OJDU&dib_tag=se&hvadid=693594071991&hvdev=c&hvexpln=67&hvlocphy=1027744&hvnetw=g&hvocijid=18402973686594528136--&hvqmt=e&hvrand=18402973686594528136&hvtargid=kwd-2430861329715&hydadcr=21936_13365930&keywords=optimize+your+bnb+by+daniel+rusteen&mcid=e22c221c33dd3f379af9461f5fcc2624&qid=1757789681&sr=8-1 The Tax Smart Real Estate Investors podcast is for general information purposes only and is not intended to provide, and should not be relied on for, tax, legal, or accounting advice. Information on the podcast may not constitute the most up-to-date legal or other information. No reader, user, or listener of this podcast should act or refrain from acting on the basis of information on this podcast without first seeking legal and tax advice from counsel in the relevant jurisdiction. Only your individual attorney and tax advisor can provide assurances that the information contained herein – and your interpretation of it – is applicable or appropriate to your particular situation. Use of, and access to, this podcast or any of the links or resources contained or mentioned within the podcast show and show notes do not create a relationship between the reader, user, or listener and podcast hosts, contributors, or guests. Any mention of third-party vendors, products, or services does not constitute an endorsement or recommendation. You should conduct your own due diligence before engaging with any vendor.