Podcasts about strs

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Best podcasts about strs

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Latest podcast episodes about strs

STR Investing, The Podcast
Don't Let Being Hangry Ruin Your Vacation

STR Investing, The Podcast

Play Episode Listen Later Nov 21, 2025 33:27


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

The Savvy Investor Podcast
Short Term Rental Arbitrage with Charles Crompton

The Savvy Investor Podcast

Play Episode Listen Later Nov 19, 2025 58:31


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.

Rent To Retirement: Building Financial Independence Through Turnkey Real Estate Investing
The Real Estate Pro Who Paid Nothing for His Texas Rental!? | Investor Story

Rent To Retirement: Building Financial Independence Through Turnkey Real Estate Investing

Play Episode Listen Later Nov 18, 2025 29:34


⁠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

STR Unfiltered
Our Biggest Project Yet: Best Airbnb Amenities + Full Tour + Breakdown of Soaring Eagle Lodge

STR Unfiltered

Play Episode Listen Later Nov 18, 2025 51:08


✅ 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

America's Work Force Union Podcast
Melissa Cropper, OFT | Jeff Bryant, Our Schools

America's Work Force Union Podcast

Play Episode Listen Later Nov 18, 2025 49:49


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.

Rent To Retirement: Building Financial Independence Through Turnkey Real Estate Investing
The Real Estate Pro Who Paid Nothing for His Texas Rental!? | Investor Story

Rent To Retirement: Building Financial Independence Through Turnkey Real Estate Investing

Play Episode Listen Later Nov 18, 2025 29:34


⁠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

STR Investing, The Podcast
Buying The Best STRs in Colorado

STR Investing, The Podcast

Play Episode Listen Later Nov 14, 2025 34:08


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

Cash Flow Positive
Part 2: You MUST Innovate in the STR space

Cash Flow Positive

Play Episode Listen Later Nov 13, 2025 47:31


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.

Cash Flow Positive
Part 1 – You MUST Innovate in the STR Space

Cash Flow Positive

Play Episode Listen Later Nov 11, 2025 22:58


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.

Cash Flow Positive
Part 1: Scaling beyond single family homes

Cash Flow Positive

Play Episode Listen Later Nov 6, 2025 29:34


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.

Cash Flow Positive
Part 2: Scaling beyond single family homes

Cash Flow Positive

Play Episode Listen Later Nov 6, 2025 33:18


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.

Generational Wealth MD
Self-Storage Returns & Value Add Pivots (Feat. Clint Harris)

Generational Wealth MD

Play Episode Listen Later Nov 6, 2025 40:40


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 ....

Mountain Real Estate
Colorado Ski Markets Are Heating Up: Summit County, Breck, Vail, Aspen & More (with Key Data)

Mountain Real Estate

Play Episode Listen Later Nov 6, 2025 32:24


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.

Real Estate Investing For Professional Men & Women
astering Airbnb: The Data-Driven Formula Behind Real Estate Success, With Kenny Bedwell

Real Estate Investing For Professional Men & Women

Play Episode Listen Later Nov 5, 2025 41:46


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?

The Wealth Without Wall Street Podcast
Is Airbnb Dead? What Most People Get Wrong About STRs with John Bianchi

The Wealth Without Wall Street Podcast

Play Episode Listen Later Oct 30, 2025 32:41


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

On The Market
New Zillow Forecast: Best and Worst Housing Markets of 2026

On The Market

Play Episode Listen Later Oct 30, 2025 33:38


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

STR Unfiltered
I Lost $126,000 So You Don't Have To (The Airbnb Mistake That Changed Everything)

STR Unfiltered

Play Episode Listen Later Oct 30, 2025 14:28


Cash Flow Positive
Part 1: The curse of review driven real estate

Cash Flow Positive

Play Episode Listen Later Oct 28, 2025 31:35


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

Cash Flow Positive
How to get rich quick with real estate

Cash Flow Positive

Play Episode Listen Later Oct 23, 2025 23:01


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

STR Investing, The Podcast
Why Midterm Rentals Are the New Sweet Spot for Investors

STR Investing, The Podcast

Play Episode Listen Later Oct 17, 2025 32:22


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.

The Moscow Murders and More
Bryan Kohberger And The Three Other DNA Profiles

The Moscow Murders and More

Play Episode Listen Later Oct 17, 2025 15:37 Transcription Available


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.

STR Data Labâ„¢ by AirDNA
Why Bigger Isn't Better in STRs

STR Data Labâ„¢ by AirDNA

Play Episode Listen Later Oct 16, 2025 47:44


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

Breakaway Wealth Podcast
When the Headlines Scream No: Finding Hidden Yield with Tom Dunkel

Breakaway Wealth Podcast

Play Episode Listen Later Oct 14, 2025 29:06


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.

Short Term Rental Secrets Podcast
Ep 263 - Redefining STR Leadership and Setting the Industry Standard with Sief Khafagi

Short Term Rental Secrets Podcast

Play Episode Listen Later Oct 13, 2025 42:59


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/

Short Term Rental Secrets Podcast
Ep 263 - Redefining STR Leadership and Setting the Industry Standard with Sief Khafagi

Short Term Rental Secrets Podcast

Play Episode Listen Later Oct 13, 2025 42:59


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/

STR Like The Best
65. How to Work Together as Husband & Wife Power Duo - Part 2

STR Like The Best

Play Episode Listen Later Oct 10, 2025 38:16


STR Investing, The Podcast
The Queen of Luxury Vacation Rentals

STR Investing, The Podcast

Play Episode Listen Later Oct 10, 2025 57:52


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

Cash Flow Positive
Part 1 & 2: The deal finding strategy no one is talking about

Cash Flow Positive

Play Episode Listen Later Oct 7, 2025 25:30


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.

Nikonomics - The Economics of Small Business
239 - How to Build Your Own Short Term Rental Empire with Taylor Jones

Nikonomics - The Economics of Small Business

Play Episode Listen Later Oct 3, 2025 52:50


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

STR Investing, The Podcast
What the World's Best STR Podcaster has Learned From 250 Episodes

STR Investing, The Podcast

Play Episode Listen Later Oct 3, 2025 42:04


Four years, 250 episodes, listeners in 60 countries. Annie Holcombe of the “Alex & Annie” podcast shares how a scrappy launch at VRMA turned into one of the most influential shows in short-term rentals. We cover booking hard-to-get guests, the value of cross-pollinating hotel best practices, and the power of sticking with it. Annie also announces her new consultancy, Annie & Co, and her election to the VRMA Board, with a focus on education and member value.In this episode:How a consistent weekly cadence built momentum and a global audienceGuest strategy that goes beyond operations to branding, tech origin stories, and women leadersLessons STRs can borrow from hotels to level up guest experience and revenueWhy education is the industry's biggest gap and how VRMA can meet itAnnie's leap to consulting: who she helps, first 25 to 50 units, and channel diversification that actually worksSneak peek at VRMA Vegas: more interactive sessions, better engagement, and community vibeConnect with Annie:Website: anniecosolutions.comEmail: annie@anniecosolutions.comEpisode 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

podcasters str strs annie holcombe
Cash Flow Positive
Should you refinance your property?

Cash Flow Positive

Play Episode Listen Later Oct 2, 2025 35:33


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.

No Vacancy The Podcast with Natalie Palmer | Airbnb
Ep 164. Designers Are Using This Secret Weapon. Why Aren't You? - Interview with Wayfair Professional

No Vacancy The Podcast with Natalie Palmer | Airbnb

Play Episode Listen Later Oct 1, 2025 48:14


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

STR Like The Best
64. How to Work Together as Husband & Wife Power Duo - Part 1

STR Like The Best

Play Episode Listen Later Sep 26, 2025 23:06


STR Investing, The Podcast
How To Leverage AI To Find Profitable STR Markets

STR Investing, The Podcast

Play Episode Listen Later Sep 26, 2025 14:52


Pedro returns to unpack Sunny AI, a purpose-built assistant trained on Summer OS's proprietary data to help investors and operators spot patterns, compare markets, and forecast performance in seconds.In this episode:Why AI fits STRs: fragmented data, shifting markets, and the need for predictive modelingWhat makes Sunny AI different: specialized (not generic) AI trained on Summer OS data to “think” like an operator and investorHow it works: compare cities and submarkets, build comp sets, benchmark a specific home, and translate complex metrics into plain EnglishUse cases for everyone: first-time buyers to 1,000-unit PMs (hours of analysis reduced to minutes)The future: AI for STRs becomes as standard as MLS or Zillow for real estate and GPS for driving___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

The Real Estate CPA Podcast
346. From Cockpit to Capital: Tax Strategies High W-2 Earners Need to Know with Tait Duryea

The Real Estate CPA Podcast

Play Episode Listen Later Sep 24, 2025 55:42


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.

Colorado Real Estate Podcast
Why Chat GPT Is the WORST Thing That Ever Happened to Real Estate Investors

Colorado Real Estate Podcast

Play Episode Listen Later Sep 24, 2025 12:21


In this episode of the Real Estate Education Podcast, Erin Spradlin and James Carlson dive into a critical warning for real estate investors: AI is dangerously unreliable for investment advice. James shares his experiment testing ChatGPT's Colorado Airbnb market knowledge, revealing that over 50% of recommendations were completely illegal—including cities that banned STRs entirely.

Cash Flow Positive
Part 1: If you had $250k to invest, where should you go?

Cash Flow Positive

Play Episode Listen Later Sep 23, 2025 29:27


If $250,000 dropped into your lap today, would you actually know what to do with it?In this episode of Cash Flow Positive, Kenny Bedwell pulls back the curtain on exactly how he'd put that money to work in short-term rentals. He breaks down why your financing strategy can make or break a deal, the five cost buckets most investors forget about, and why setting your ROI goal up front is non-negotiable.You'll hear Kenny think through real markets, from Florida beaches to Shenandoah cabins, and explain how to spot which ones fit your budget and which ones will bleed you dry.Don't guess your way into a $250K mistake. Hit play now to hear Kenny's no-fluff, data-backed roadmap and get clarity on where your money will actually cash flow.Timestamped Highlights[00:00] How a $250K windfall changes your investing strategy overnight[02:14] The financing trap that torpedoes deals before they close[04:18] The five hidden costs every STR investor must budget for[07:36] Kenny's minimum ROI goals—and why cash flow beats percentages[10:53] The “process of elimination” method for picking your markets[14:25] Why Bradenton, FL, might work—and the brutal barrier to entry[21:00] Shenandoah's low-barrier charm vs. beach market competition[24:38] How lakefronts in Michigan and urban rentals in Cincinnati stack upResourcesSTR Insights softwareTop Markets Report (via STR Insights website)Dave Ramsey podcast (benchmark reference)Zillow & Redfin (for market comps)Evergreen LinksWant us to find the deals for you? https://strinsights.com Get Top Markers for STRs (2025) https://www.strinsights.com/top-investable-short-term-rental-markets-2025-report

Hassle Free RE
88 - Scaling Beyond 10 Properties: Hidden Costs, Mindset Shifts, and Team Building

Hassle Free RE

Play Episode Listen Later Sep 22, 2025 15:20


Welcome to Hassle-Free RE! Today, Dave Menapace and Will Van Wickler break down what it really takes to scale beyond 10 properties in the short-term rental business. From hidden costs to operational complexity, they reveal the challenges no one talks about and the mindset shifts required to build a sustainable, profitable business.Dave and Will discuss why scaling isn't just about acquiring more doors—it's about building systems, hiring the right team, and stepping into the CEO role. They share stories from managing dozens of properties and a boutique hotel, highlighting the importance of financial organization, operations across different markets, and learning to coach your team instead of trying to do it all yourself.This episode also explores the personal side of scaling—how to manage the mental load, avoid burnout, and focus on the few things that actually move the needle. Whether you're just getting started or looking to expand your portfolio, this conversation will help you prepare for the realities of growth and avoid costly mistakes. Tune in now to gain the insights you need to scale with confidence and clarity.TIMESTAMPS1:22 – Scaling beyond 10 properties and the myth of “easy scaling”2:23 – The hidden costs of growth3:09 – The foundation for scaling3:59 – Beach vs. mountain STRs and diversifying across markets4:59 – Managing 40+ properties and shifting into the CEO mindset6:00 – Building a team before you think you can afford it7:56 – Lessons in leadership: coaching, mentoring, and emotional intelligence8:57 – Obsessions that drive business growth: owners, teams, and guests10:00 – Breaking the “grind first, hire later” mindset10:38 – The importance of roadmaps, reps, and purposeful scaling12:00 – Hyperfocus on 1–3 strategies to 10x faster13:14 – Final takeaways: team, mindset, and staying disciplined with growth#ShortTermRentals #BusinessGrowth #RealEstateInvesting #ScalingSTRs #PropertyManagement

STR Investing, The Podcast
Never Lose an Employee Again

STR Investing, The Podcast

Play Episode Listen Later Sep 19, 2025 35:15


Andy Newman shares how a backpacker's curiosity turned into a 140-property, multi-state operation - and why the true moat isn't software, it's a team with years of lived hospitality “stories” you'll never find in a manual. We dig into hiring for heart and skill, right-sizing tech, and building resilient portfolios that survive seasonality, HOAs, and hurricanes.What you'll learnWhy tenure matters: the power of a team averaging 5+ years of on-the-ground scenariosThe tech trap: streamline tools, keep the robust PMS, avoid shiny-object overloadHiring that sticks: HR-led recruiting, multi-interviewer veto power, and benefits that retain A-players (PTO, sick days, parental leave, 4-day weeks for top performers)Culture > shortcuts: why “VAs run it while you sip drinks on a beach” is a mythRisk-smart growth: diversify by seasonality, regulation, and climate (Andy's 50-mile & ~1500-mile rules)Owner advisory: treat STRs like a portfolio—location, amenities, and booking windows tailored to returnsThe road ahead: professional management and selection matter as the industry enters its “third inning”Connect with Andy: andy@newmanhospitality.comNewman Hospitality: newmanhospitality.comNew interviews every Friday + the Monday Market Report!____Episode Sponsored By:STR SearchSTR Search is the industry leading property finder service. They've helped investors acquire over 255 profitable STRs across the US. If you'd like the data professionals to help you find your next STR, reach out to STRsearch.com

STR Data Labâ„¢ by AirDNA
From STRs to Boutique Hotels: How to Invest Smarter in Hospitality Real Estate

STR Data Labâ„¢ by AirDNA

Play Episode Listen Later Sep 18, 2025 59:24


Is moving from short-term rentals into boutique hotels the natural next step for savvy investors? In this episode, Jamie Lane sits down with James Savier, SVP at CBRE Hotels, to explore why more STR operators are eyeing boutique hotel ownership—and what it really takes to succeed.Hotels may seem like an entirely different ballgame, but as James explains, the leap isn't as far as you might think. From financing options and valuation differences to building brands that actually command loyalty, this conversation demystifies how STR experience can translate into hotel investment. You'll also hear candid insights on common mistakes, hidden opportunities, and why timing matters more than ever in today's market.If you've ever wondered whether boutique hotels could be your next big play, this episode will open your eyes. You don't want to miss it!What You'll Learn in This Episode:Why many STR investors see boutique hotels as the next logical step.How hotels are valued differently from rental portfolios—and why that matters for your exit strategy.The financing tools available for hotel buyers (and how they compare to STR loans).The role of branding, guest experience, and scale in boutique hotel success.Common pitfalls first-time hotel investors make—and how to avoid them.Sign up for AirDNA for FREE

Investor Fuel Real Estate Investing Mastermind - Audio Version
Funding Bigger Real Estate Deals Made Easier? Corey Mays on Capital, STRs & Co-Living

Investor Fuel Real Estate Investing Mastermind - Audio Version

Play Episode Listen Later Sep 15, 2025 27:59


In this episode of the Real Estate Pro Show, host Erika interviews Corey Mays, a rising star in the real estate investing and capital space. Corey shares his journey into real estate, starting from wholesaling to multifamily acquisitions, and discusses the importance of networking and building relationships in the industry. He also reflects on valuable lessons learned from early deals and outlines his current business ventures and future plans.   Professional Real Estate Investors - How we can help you: Investor Fuel Mastermind:  Learn more about the Investor Fuel Mastermind, including 100% deal financing, massive discounts from vendors and sponsors you're already using, our world class community of over 150 members, and SO much more here: http://www.investorfuel.com/apply   Investor Machine Marketing Partnership:  Are you looking for consistent, high quality lead generation? Investor Machine is America's #1 lead generation service professional investors. Investor Machine provides true ‘white glove' support to help you build the perfect marketing plan, then we'll execute it for you…talking and working together on an ongoing basis to help you hit YOUR goals! Learn more here: http://www.investormachine.com   Coaching with Mike Hambright:  Interested in 1 on 1 coaching with Mike Hambright? Mike coaches entrepreneurs looking to level up, build coaching or service based businesses (Mike runs multiple 7 and 8 figure a year businesses), building a coaching program and more. Learn more here: https://investorfuel.com/coachingwithmike   Attend a Vacation/Mastermind Retreat with Mike Hambright: Interested in joining a “mini-mastermind” with Mike and his private clients on an upcoming “Retreat”, either at locations like Cabo San Lucas, Napa, Park City ski trip, Yellowstone, or even at Mike's East Texas “Big H Ranch”? Learn more here: http://www.investorfuel.com/retreat   Property Insurance: Join the largest and most investor friendly property insurance provider in 2 minutes. Free to join, and insure all your flips and rentals within minutes! There is NO easier insurance provider on the planet (turn insurance on or off in 1 minute without talking to anyone!), and there's no 15-30% agent mark up through this platform!  Register here: https://myinvestorinsurance.com/   New Real Estate Investors - How we can work together: Investor Fuel Club (Coaching and Deal Partner Community): Looking to kickstart your real estate investing career? Join our one of a kind Coaching Community, Investor Fuel Club, where you'll get trained by some of the best real estate investors in America, and partner with them on deals! You don't need $ for deals…we'll partner with you and hold your hand along the way! Learn More here: http://www.investorfuel.com/club   —--------------------

Hassle Free RE
87 - The War on Short-Term Rentals: Regulation, Opportunity, and Due Diligence

Hassle Free RE

Play Episode Listen Later Sep 15, 2025 15:04


Welcome to our latest episode! Today, Dave Menapace and Will Van Wickler tackle one of the most pressing issues in real estate and hospitality—the growing wave of short-term rental regulations. From Boston and Portland to vacation markets like Cape Cod and Bar Harbor, they break down how local governments are shaping the landscape and what it means for investors, operators, and homeowners.Dave and Will explore whether regulations are killing innovation or simply protecting neighborhoods. They highlight the differences between metropolitan markets, where affordability and neighborhood impact are driving restrictions, and vacation markets, where safety and infrastructure are the focus. The conversation also dives into the opportunities these changes create—such as boutique hotels, ADUs, and other creative strategies that thrive within regulatory frameworks.Whether you're considering your first investment property or already operating multiple units, this episode delivers essential insights on zoning, HOA rules, due diligence, and the importance of common sense in real estate investing. Tune in now to learn how to navigate regulation with confidence, spot hidden opportunities, and avoid costly mistakes.TIMESTAMPS01:57 – Why regulation isn't always a bad thing02:58 – Metro and vacation markets03:53 – How regulations shape neighborhoods05:41 – Boutique hotels create opportunities where STRs are restricted07:14 – Creative approaches with ADUs and owner-occupied rentals08:47 – HOAs: hidden rules that can make or break your investment10:37 – Due diligence and using common sense before buying11:40 – Why relationships and neighbor dynamics matter for operators12:43 – Deal analysis, and avoiding bad buys13:53 – Why AI tools fall short on regulation research14:43 – How to connect with Dave and Will#ShortTermRentals #RealEstateInvesting #STRRegulations #BoutiqueHotels #PropertyManagement

STR Investing, The Podcast
Securing Last Minute Bookings Like A Pro

STR Investing, The Podcast

Play Episode Listen Later Sep 12, 2025 27:15


Taylor sits down with Alex, co-founder of Whimstay - the OTA built to fill your unsold gap nights inside 30 days. Alex shares his journey from theater to Yelp to startup life, why Whimstay is “HotelTonight for STRs,” and how hosts can add revenue without stealing a single booking from Airbnb or Vrbo.In this episode:Incremental revenue, not cannibalization: Why Whimstay targets 0–30 days to capture mid-week, shoulder-season, and last-minute demand.Host economics: 5% host commission + traveler fee (≈5–7%); you set a last-minute discount and keep bookings from going to zero.Supply → demand flywheel: Early focus on PMS integrations (Guesty, Escapia, Streamline, etc.) and larger PMs; now expanding with an independent host portal.Who books last-minute: Gen Z/Millennial “next-gen” travelers, digital nomads, and retirees seeking value and spontaneity.Distribution strategy reality check: Don't “work for one OTA.” Diversify to reach different booking windows and traveler segments.Growth levers: Google Vacation Rentals partnership, organic community buzz, and a ramped marketing push.Vision: Make last-minute STRs ubiquitous - hosts list on Airbnb/Vrbo and Whimstay to clear expiring inventory.If you've got unbooked Tuesdays or shoulder-season gaps, this convo will show you how to turn them into found money - no new cleaners, no new systems, just smarter distribution.Explore Whimstay: whimstay.comNew episodes every Friday + Monday Market Report___Episode Sponsored By:STR SearchSTR Search is the industry leading property finder service. They've helped investors acquire over 215 profitable STRs across the US. If you'd like the data professionals to help you find your next STR, reach out to STRsearch.com

Hassle Free RE
86 - Airbnb vs. Boutique Hotels: Shifts, Standards, and the Future of Hospitality

Hassle Free RE

Play Episode Listen Later Sep 8, 2025 19:13


Welcome to our latest episode! Today, Dave Menapace and Will Van Wickler dive into one of the hottest debates in hospitality—Airbnb versus boutique hotels. With firsthand experience managing both luxury vacation rentals and boutique hotels across New England, they unpack the shifts in traveler behavior, the challenges of guest expectations, and the long-term opportunities for investors.Dave and Will explore whether Airbnbs are truly “collapsing” or if the market is simply evolving. They discuss why boutique hotels are gaining momentum, how guest expectations around cleanliness and consistency are shaping decisions, and the economic pressures impacting both industries. Dave shares insights from managing boutique hotels at scale, while Will highlights the differences in condition standards, branding power, and commercial financing for multi-unit hospitality properties.Whether you're a real estate investor, property manager, or just curious about where short-term rentals are headed, this episode breaks down the pros and cons of both asset classes. Tune in now to learn what travelers value most, why consistency is becoming the key competitive edge, and how to think strategically about hospitality investments moving forward. TIMESTAMPS02:05 – Airbnbs versus boutique hotels: is there really a collapse?03:32 – Shifts in the market and vacation spending trends05:35 – Economic slowdown and what service businesses reveal about the economy06:37 – Why boutique hotels feel safer and more consistent08:18 – Airbnb condition challenges vs. hotel cleanliness standards10:01 – The five-star review pressure for STR hosts versus hotel reputation models11:56 – Boutique hotels versus single-family STRs13:37 – Scale advantages15:29 – Investment considerations: residential STRs vs. boutique hotels16:01 – Commercial financing, seller credits, and due diligence for hotel deals17:23 – Why relationships matter in commercial hospitality investing18:21 – Wrap-up, takeaways, and how to connect with Dave and Will#ShortTermRentals #HospitalityIndustry #AirbnbVsHotels #RealEstateInvesting #BoutiqueHotels

The Landlord Diaries
Airbnb Burnout? The MTR Strategy Every STR Host Needs

The Landlord Diaries

Play Episode Listen Later Sep 1, 2025 49:34


Are you running a successful Airbnb or short-term rental business… but feeling the burnout from endless turnovers, guest messaging, and unpredictable income? You're not alone. In this episode, we sit down with the founders of Thanks for Visiting, Sarah Karakaian & Annette Grant, who are seasoned STR operators and educators. We talk about how they've integrated mid-term rentals (MTRs) into their business strategy. We cover:Why experienced STR hosts are adding MTRsHow hybrid hosting stabilizes revenue and reduces stressThe systems and mindset shifts that make furnished rentals sustainableTips for maximizing profit while avoiding host burnoutIf you're serious about building a smarter, more profitable hosting business, this conversation will change the way you think about STRs and MTRs. Subscribe for more insights from top operators.Ready to fill your mid-term rental? List your property on Furnished Finder today:https://www.furnishedfinder.com/list-your-property(Use code LLD10 for $10 off new listings)Learn more about Thanks for Visiting and their upcoming bootcamp: https://thanksforvisiting.com/bootcamp⏱️ Episode Timestamps:0:00 Welcome to The Landlord Diaries2:25 How Sarah and Annette met and built TFV4:20 What made two STR pros explore MTRs6:40 Why STR burnout is real and what to do about it8:40 Resourcefulness is your #1 business tool9:35 Real-life STR/MTR hybrid strategy success stories11:35 Pro tip: Give yourself time to find the right MTR guest13:00 When midterm makes more sense than short term15:05 How they were already MTR-ready without knowing it17:00 Can glamping work for monthly stays?18:00 Matching property type to market demand19:50 When a property doesn't work for MTR23:40 Why MTRs are perfect for winter slowdowns25:45 Listing Audit Bootcamp sneak peek29:35 How to price midterm rentals effectively33:20 Where Furnished Finder fits in a hybrid strategy35:50 How MTRs helped reduce burnout and increase freedom38:25 Smart calendar management for STR/MTR combos40:15 No booking fees and full control with Furnished Finder41:10 Why MTRs are part of the future of furnished rentals42:45 Most unique midterm guest stories45:20 Best business advice for scaling without burnoutTrending Midterm Rental Resources:https://www.furnishedfinder.com/Resources/PMResources  The Landlord Diaries is brought to you by Furnished Finder, where you can list your property for one low price and pay zero booking fees.

STR Like The Best
63. From Spreadsheets to Scale: How Topkey Streamlines STR Finances (Without Losing Your Rewards Points)

STR Like The Best

Play Episode Listen Later Aug 29, 2025 49:50


In this episode of STR Like the Best, I sit down with John from Topkey—a financial operating system built specifically for property managers—to talk about the “unsexy” but absolutely essential side of running a short-term rental business: cash flow, expense tracking, and financial controls.We cover why cash (not revenue) is the single source of truth in your business, how to capture every reimbursable dollar without adding admin headaches, and how to keep your favorite rewards credit cards in play while still integrating all your spend into one clean system.John shares his journey from investment banking to Starwood Hotels, HotelTonight, and Airbnb, and how those experiences shaped Topkey's mission to simplify the messy financial workflows in STRs. We also swap stories on leaving banking, building businesses with our spouses, and why the why behind your business matters just as much as the tools you use.Whether you're managing 5 units or 50, this episode will show you how to run tighter books, free up headspace, and ultimately build a business that supports the life you want.LEARN MY STR INVESTING & STRATEGIES

Millionaire University
How to Know If an Airbnb Is Actually a Good Investment (With The Airbnb Data Guy) | John Bianchi

Millionaire University

Play Episode Listen Later Aug 27, 2025 45:13


#560 Thinking about investing in an Airbnb but not sure how to know if it's a good deal? In this episode, host Brien Gearin sits down with John Bianchi — founder of STR Search and widely known as “The Airbnb Data Guy.” John shares how he went from financial advisor to short-term rental data expert, helping investors avoid costly mistakes and identify profitable properties using deep data analysis. You'll learn what really makes an Airbnb stand out, how to evaluate markets, the truth about today's STR landscape, and why understanding your numbers is more crucial than ever! What we discuss with John: + How John became “The Airbnb Data Guy” + Transition from financial advisor to STR expert + Why most people buy the wrong Airbnb properties + How STR Search helps investors with data + Common Airbnb revenue-driving features + Importance of pricing strategy and revenue managers + Why many STRs fail — and how to avoid it + Airbnb market conditions in 2025 + The truth behind the “Airbnb bust” narrative + How to use STRs for tax savings and cash flow Thank you, John! Check out STR Search at STRSearch.com. Follow John on Instagram and YouTube. Watch the ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠video podcast⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ of this episode! To get access to our FREE Business Training course go to ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠MillionaireUniversity.com/training⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠. And follow us on: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Instagram⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Facebook⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Tik Tok⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Youtube⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Twitter⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ To get exclusive offers mentioned in this episode and to support the show, visit ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠millionaireuniversity.com/sponsors⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠. Want to hear from more incredible entrepreneurs? Check out all of our interviews ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠here⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠! Learn more about your ad choices. Visit megaphone.fm/adchoices

How to Buy a Home
Airbnb & Vrbo - Are Short Term Rental Properties a Good Idea? - 379

How to Buy a Home

Play Episode Listen Later Aug 18, 2025 20:09


Think buying a short-term rental is the fast track to homeownership? In this episode, David Sidoni unpacks the real math behind Airbnb investing — and why it might be the wrong move if you're still renting.With affordability at an all-time low, many first-time homebuyers are exploring creative ways to get into real estate. One trend gaining popularity: buying a short-term rental like an Airbnb in a cheaper market instead of purchasing a primary residence. But in this brutally honest episode, David Sidoni reveals why that plan could backfire.David breaks down the 2025 short-term rental landscape, explaining how increased competition, regulations, and declining profits have changed the game. More importantly, he highlights the financial risks renters take when they try to become investors before becoming homeowners.This episode dives into the math, the mindset, and the myths — showing you why owning your own home first is the smartest play. If you're tempted by Airbnb hype, you need to hear this before making a costly mistake.Quote: "The golden goose of Airbnb is losing its feathers and turning into a turkey super quick."Highlights:Why short-term rental investing isn't what it used to be in 2025The financial danger of skipping rent replacementHow tax laws, maintenance, and financing make STRs riskier than they lookA breakdown of real costs vs. projected incomeWhat first-time buyers should do instead of chasing Airbnb profitsConnect with me to find a trusted realtor in your area or to answer your burning questions!Subscribe to our YouTube Channel @HowToBuyaHomeInstagram @HowtoBuyAHomePodcastTik Tok @HowToBuyAHomeVisit our Resource Center to "Ask David" AND get your FREE Home Buying Starter Kit!David Sidoni, the "How to Buy a Home Guy," is a seasoned real estate professional and consumer advocate with two decades of experience helping first-time homebuyers navigate the real estate market. His podcast, "How to Buy a Home," is a trusted resource for anyone looking to buy their first home. It offers expert advice, actionable tips, and inspiring stories from real first-time homebuyers. With a focus on making the home-buying process accessible and understandable, David breaks down complex topics into easy-to-follow steps, covering everything from budgeting and financing to finding the right home and making an offer. Subscribe for regular market updates, and leave a review to help us reach more people. Ready for an honest, informed home-buying experience? Viva la Unicorn Revolution - join us!

Thanks For Visiting
486. Hosting Hotline: How Much Control Is Too Much? Temp Settings and Turnover Tips

Thanks For Visiting

Play Episode Listen Later Aug 5, 2025 9:36 Transcription Available


In this Hosting Hotline episode, Sarah and Annette answer listener Dayne's two-part question about couch cushion covers and temperature control settings in short-term rentals. First, they discuss the pros and cons of using removable couch covers vs. investing in performance fabric for sofas. Then, they dive into the hot topic (pun intended) of thermostat control—should guests be allowed to set their own temperatures, or is it worth installing smart limitations to avoid outrageous utility bills? Sarah and Annette share real-life examples, hosting philosophies, and best practices to help you make decisions that balance guest comfort with operational efficiency.Resources Mentioned:Eco Mode / Smart Thermostats: Consider models like Nest or Ecobee for features like motion detection, scheduling, and remote access.Performance Fabric Sofas: Brands like Inside Weather, Burrow, and Article offer durable, easy-clean couches perfect for STRs.Hosting Hotline: Have a question for Sarah and Annette? Leave them a voicemail at hostinghotline.com to be featured in a future episode.