Podcasts about short term rentals

  • 1,443PODCASTS
  • 5,072EPISODES
  • 36mAVG DURATION
  • 2DAILY NEW EPISODES
  • Oct 1, 2025LATEST

POPULARITY

20172018201920202021202220232024

Categories



Best podcasts about short term rentals

Show all podcasts related to short term rentals

Latest podcast episodes about short term rentals

The Ali Rae Haney Show
Unreasonable Hospitality: Transforming Airbnb Rentals into Core Memories

The Ali Rae Haney Show

Play Episode Listen Later Oct 1, 2025 27:37


believe hospitality is so much more than a transaction—it's the heartbeat of creating unforgettable experiences. In today's episode, I'm sharing the benefits of going above and beyond, as laid out in Will Guidara's book Unreasonable Hospitality. I'm diving into how you can take the most impactful lessons from the book and apply them to your short-term rental. Time-stamps:The nobility of hospitality (5:04)Adversity is a terrible thing to waste (9:00)Co-hosting Services (12:00)What would you try if you knew you couldn't fail? (13:17)The opposite of a good idea is also a good idea (14:33)A dream will never come true if you don't say it out loud (15:54)Hospitality is not transactional (19:19)Becoming a Dreamweaver (20:28)Mentioned in This Episode:Co-hosting Services: www.brandandmarket.co/cohosting Book a discovery call with Ali: brandandmarket.17hats.com/p#/schedulingUnreasonable Hospitality: unreasonablehospitality.comThe STR Book Club: thestrbookclub.comBusiness Systems for a Short-Term Rental with Kassie LayneConnect with Ali: Website: brandandmarket.coInstagram: instagram.com/brandandmarket.co

Hospitable Hosts
Mastering the Art of Short-Term Rentals with Shawn Moore from Vodyssey

Hospitable Hosts

Play Episode Listen Later Oct 1, 2025 24:40


In this episode of the Hospitable Hosts podcast, Shawn Moore, founder of Vodyssey, shares his extensive 26-year-long experience in the short-term rental industry. He discusses his journey from traditional real estate investing to focusing on vacation rentals, the importance of creating unique guest experiences, and the challenges of property management. Shawn emphasizes the need for new investors to budget adequately for immersive experiences and highlights the role of Vodyssey in educating and supporting short-term rental investors.Sleep easy, host confidently with Hospitable. Automate your guest messages, sync your calendar across booking channels, and protect yourself from bad direct booking guests.Sign up today at hospitable.com/podcast and get 25% off your bill for 3 months.

Real Estate Investor Growth Network Podcast
271 - Unlocking Homeownership: The Power of Owner Financing with Adam Schneider

Real Estate Investor Growth Network Podcast

Play Episode Listen Later Sep 29, 2025 60:10


Join Jen Josey, host of the Real Estate Investor Growth Network (REIGN) Podcast, as she explores owner financing and creative real estate strategies with expert Adam Schneider. Adam breaks down the intricacies of hypothecating and note creation, and reveals how he transitioned from the car rental industry to building a thriving real estate portfolio. Learn actionable tips for providing affordable housing, generating passive income, and making a meaningful impact in real estate investing. Whether you're new to owner financing or looking to master advanced strategies, this episode is packed with valuable insights for achieving financial freedom.    Episode Highlights: Best practices for short-term rentals Adam Schneider's journey: Car rentals to real estate Hard money loans and Oakwood Lending Step-by-step owner financing strategies Understanding land contracts and foreclosure laws Selling houses under land contracts Introduction to hypothecating and note creation Walt Disney's legacy of passive income Overcoming real estate investing challenges Emotional impact of home ownership BADASS: Book recommendations, drive, aspiration, and success Timestamps: 00:00 – Introduction to REIGN and Today's Topic 01:01 – Best Practices for Short-Term Rentals 03:56 – Guest Introduction: Adam Schneider 05:29 – Adam's Journey: Car Rentals to Real Estate 08:05 – Home Investors & We Buy Ugly Houses 11:14 – Oakwood Lending: Hard Money Loans 15:21 – Owner Financing: A New Approach 31:15 – Understanding Land Contracts 32:14 – Foreclosure Laws and Their Impact 32:49 – Selling a House Under a Land Contract 34:03 – Introduction to Hypothecating 34:19 – The Process of Hypothecating 35:34 – Walt Disney's Legacy and Passive Income 36:31 – Explaining Note Hypothecation 42:53 – Challenges in Real Estate Investing 44:45 – Steps to Start in Real Estate Investing 49:02 – The Emotional Impact of Home Ownership 50:26 – BADASS: Book Recommendations and Advice 53:38 – BADASS: Drive, Aspiration, and Success 57:40 – Conclusion and Final Thoughts   Ready to unlock new opportunities in real estate? Subscribe for weekly expert interviews, actionable tips, and proven strategies. If you enjoyed this episode, leave a review and share your favorite takeaway!   Adam@OakwoodLending.com   https://www.linkedin.com/in/adamhermanschneider/   After an "exciting" career in the car rental industry, Adam became a real estate investor in 2012.   He now owns and operates two HomeVestors (We Buy Ugly Houses) franchises in North Carolina, is a partner in a hard money lending company (Oakwood Lending), which provides loans primarily on flips, throughout North Carolina. In 2022, he began acquiring properties for cash, and then selling them with owner financing. In 2024, he began selling his short term rentals with owner financing. In his free time, you'll usually find him on a pickleball court or travelling.   To learn more about Jen Josey, visit https://www.therealjenjosey.com/ To join REIGN, visit https://www.reignmastermind.com/ Stuff Jen Josey Loves: https://www.reignmastermind.com/resources Buy Jen Josey's Book: From Beginner to Badass: https://a.co/d/bstKlby Interested in growing your rental portfolio with Jen as your coach? Check out Rental Property Pro: https://rentalproppro.com/booking?am_id=reign

SMALL BUSINESS FINANCE– Business Tax, Financial Basics, Money Mindset, Tax Deductions
281 \\ Why Short-Term Rentals Beat Real Estate Professional Status Every Time (Millionaire Tax Secrets Series: Part 3)

SMALL BUSINESS FINANCE– Business Tax, Financial Basics, Money Mindset, Tax Deductions

Play Episode Listen Later Sep 26, 2025 22:20


Want to slash your tax bill fast? In this episode, Tiffany reveals the short-term rental strategy that high-income earners are using to save thousands. Forget the 750-hour Real Estate Professional rule—this method only needs 100 hours a year. With the 7-day rule, your rental is treated like an active business, unlocking powerful tax savings and deductions that can wipe out W-2 income. You'll learn how to qualify, track your hours, and use cost segregation to maximize your first-year tax breaks. Real client stories show doctors, lawyers, and executives saving six figures in a single year—while still making money every month from rentals. This isn't a loophole—it's established tax law. If you're serious about lowering taxes and building long-term wealth, you can't afford to miss this.

BiggerPockets Daily
These College Markets Are Great For Short-Term Rental Investors

BiggerPockets Daily

Play Episode Listen Later Sep 25, 2025 9:00


College football season is a goldmine for short-term rental investors. In this episode, we reveal the top 10 college towns for STR returns in 2025, based on combined data from Rabbu, Mashvisor, Airbtics, and PriceLabs. From SEC juggernauts like Alabama and Georgia to high-yield sleepers like Champaign and Columbia, we break down revenue, occupancy, yields, and football program strength so you can target markets where fall Saturdays bring more than touchdowns—they bring serious cash flow. Learn more about your ad choices. Visit megaphone.fm/adchoices

News/Talk 94.9 WSJM
Cook Foundation invests in hunger relief; State Rep. says budget negotiations remain contentious; St. Joe commissioner talks short-term rentals

News/Talk 94.9 WSJM

Play Episode Listen Later Sep 25, 2025 12:03


Southwest Michigan's Morning News podcast is prepared and delivered by the WSJM Newsroom. For these stories and more, visit https://www.wsjm.com and follow us for updates on Facebook. See omnystudio.com/listener for privacy information.

95.7 The Lake
Cook Foundation invests in hunger relief; State Rep. says budget negotiations remain contentious; St. Joe commissioner talks short-term rentals

95.7 The Lake

Play Episode Listen Later Sep 25, 2025 12:03


Southwest Michigan's Morning News podcast is prepared and delivered by the WSJM Newsroom. For these stories and more, visit https://www.wsjm.com and follow us for updates on Facebook. See omnystudio.com/listener for privacy information.

Hospitable Hosts
Why Direct Bookings Are the Future of Short-Term Rentals

Hospitable Hosts

Play Episode Listen Later Sep 24, 2025 13:06


In this episode of the Hospitable Hosts podcast, we spoke with Carrie Nilsen about her journey into the short-term rental industry and the creation of Inndirectly, a platform designed to help hosts gain more direct bookings. We discussed the importance of independence from major booking platforms, the benefits for both hosts and guests, and the future of direct bookings in the hospitality industry. Carrie shares insights on overcoming common misconceptions and fears about direct bookings, emphasizing the need for hosts to take ownership of their listings and the advantages of direct communication with guests.Sleep easy, host confidently with Hospitable. Automate your guest messages, sync your calendar across booking channels, and protect yourself from bad direct booking guests.Sign up today at hospitable.com/podcast and get 25% off your bill for 3 months.

The Mark Perlberg CPA Podcast
EP 124 - How to find Cash Flowing Short-term Rental Investments with John Bianchi

The Mark Perlberg CPA Podcast

Play Episode Listen Later Sep 23, 2025 42:03 Transcription Available


Send us a textThe short-term rental loophole offers incredible tax-saving opportunities but requires careful market research and property selection to be profitable in today's competitive landscape. While the tax incentives can be life-changing, many Airbnbs have become money pits due to changing market conditions and lack of proper analysis. Take our free Tax Planning Checklist & learn about what tax savings may be available for you in our minicourse at https://taxplanningchecklist.com  At the very least, get on our newsletter to gain access to free live events and exclusive insight you won't find anywhere else: https://www.prosperlcpa.com/subscribeGet in touch with John at: https://johnbianchi.mykajabi.com/Make Sure You Checkout Our Other Resources on the STR Loophole!!!What is the Short-Term Rental Loophole?Dangers of the Short-Term Rental LoopholeWhat the One Big Beautiful Bill Means for Short Term Rental Investors • Most investors make critical mistakes by not using data tools like AirDNA or misinterpreting the data• Focus on full-time hosts with 270+ days of availability and multiple recent reviews for accurate revenue projections• Use the "20% rule" to quickly assess market potential (revenue should be 20% of purchase price)• Study successful properties in your target market to identify revenue drivers and build a "buy box"• Cash flow should be prioritized over tax benefits to ensure long-term sustainability• Avoid oversaturated "Class A" vacation markets where property values have increased beyond revenue potential• Expect 8-20% cash-on-cash returns from well-selected properties• Setting up an STR requires significant initial effort but becomes much easier with proper systems• Choose markets with established regulations to avoid future compliance issuesTo learn more about selecting profitable short-term rentals, visit strsearch.com for free educational resources or to schedule a consultation.

My 904 News
Sing Out Loud and short term rentals

My 904 News

Play Episode Listen Later Sep 19, 2025 44:53


Sing Out Loud and short term rentals

WXPR Local Newscast
Short term rental rules, Walk to End Alzheimer's, collective care for kids

WXPR Local Newscast

Play Episode Listen Later Sep 19, 2025 6:28


Manning Up On Real Estate
In The Crosshairs: Short-Term Rentals in BC | Interview with Kelly Fry

Manning Up On Real Estate

Play Episode Listen Later Sep 19, 2025 30:59


B.C. is tightening the rules on short-term rentals—and Kelly Fry landed squarely in the crosshairs. In this Tale from the Trench episode, from our monthly Investors Performance Group Meeting, she walks through the investigation step by step: the notice, the documents they wanted, the timelines, and how it actually wrapped.If you host (or plan to) and AirBNB in B.C., this real-world play-by-play is a must-listen. Subscribe to the podcast and share this with Airbnb hosts in B.C. who need the heads-up.

Thanks For Visiting
499. 5 End-of-Year Steps to Boost Your Short-Term Rental Success in 2026

Thanks For Visiting

Play Episode Listen Later Sep 18, 2025 25:13 Transcription Available


The year's not over yet—and that's exactly why now is the perfect time to plan ahead. In this episode of Thanks for Visiting, Sarah and Annette break down five essential end-of-year steps that will help you finish 2025 strong and set your short-term rental business up for a profitable 2026.From reviewing your revenue to auditing your tech stack, they'll show you how small but intentional actions now can lead to less stress, smarter decisions, and more consistent profitability in the year ahead.You'll learn how to:Review your revenue and identify your best and worst performers.Meet with your financial team to get ahead on taxes, write-offs, and 1099 prep.Audit your tech stack to eliminate wasted costs and optimize your tools.Refresh property care and guest experience with strategic upgrades.Plan with purpose while leaving room for intentional pivots.The hosts who thrive year after year aren't the ones who wait until January to plan—they're the ones who take action now.Resources: Don't miss our free live host training on September 23 at 1 PM ET. Everyone who attends live gets our $491 Show-Up Pack filled with tools to grow your short-term rental business—available only during the event. Save your seat: https://thanksforvisiting.com/joinMentioned in this episode:StayFi | Go to www.stayfi.com and enter TFV to get 50% off your first three months.

Anderson Business Advisors Podcast
PadSplit & Co-Living vs. Short-Term Rentals Do the Tax Breaks Match

Anderson Business Advisors Podcast

Play Episode Listen Later Sep 17, 2025 65:56


ode of Tax Tuesday, Anderson attorneys Amanda Wynalda, Esq., and Eliot Thomas, Esq., tackle a diverse range of tax questions from viewers. They explore the differences between PadSplit/co-living models and short-term rentals, explaining why PadSplit typically doesn't qualify for the same tax advantages as short-term rental activities. The duo covers entity formation costs and how they're treated for disregarded LLCs, the importance of proper documentation for independent contractor payments including W-9 forms and 1099 requirements, and cryptocurrency taxation for long-term holders. They also discuss offsetting bond interest with stock losses, wash sale rules for options trading, 1031 exchange strategies including improvement exchanges to minimize boot taxation, and comprehensive guidance on real estate professional status requirements. The episode concludes with settling a marital dispute about whether primary residence maintenance counts toward real estate professional status hours. Submit your tax question to taxtuesday@andersonadvisors.com Highlights/Topics: "Are the fees for disregarded LLCs taxable on the business return or the personal return?" - Fees follow the entity's disregarded destination and activity type. "Will the PadSplit/co-living model give you the same tax advantage as a short-term rental?" - No, PadSplit typically doesn't qualify for short-term rental benefits. "Last year I purchased a three-level eight-bedroom house with one kitchen and one bathroom on each floor. I rent the floors as separate apartments except for one level where I have two rooms rented separately. I put the house in service on January 25. I listed it as my primary residence. I never actually lived there. Can I perform a cost segregation, take advantage of bonus depreciation, et cetera?" - Yes for cost seg, but homestead fraud concerns exist. "I paid freelancers to put up a fence last year. I didn't get a receipt. Can I write off any of the costs of this fence? I used my company credit card or bank checks to conduct business with vendors and stores. I am bad at keeping receipts. But I print my bank statements. Can I use my statements as proof of purchase for tax purposes?" - Bank statements help but proper W-9s and 1099s are required. "I will be receiving profits from the sale of cryptocurrency investments that I've had for five years. I'm retired and receive social security as my only income. How will this crypto be gained from an IRS perspective?" - Taxed as capital gains, likely at fifteen percent rate. "Can interest gained on a US savings bond be offset with the loss on a stock sale for tax purposes?" - Yes, up to three thousand annually against ordinary income. "If I sell a stock at a loss and purchase calls instead, do I lose my loss benefit as if I had repurchased more stock within the 30 day period? Or in simpler terms, are calls treated the same as stock?" - Yes, calls typically trigger wash sale rule provisions. "We did a 1031 exchange with the building we own, but the place that we bought the replacement property was 250,000 cheaper. How do we minimize our capital gains on the leftover money? I know we can use capital improvements that we've made, but what are the rules and how must we document the improvements? Likewise, can we use depreciation schedules from the prior returns for the new tax returns?" - improvement exchanges must occur during exchange. "I wanna know more about the tests for real estate professional status as a way to deduct expenses from other passive income. I understand that I need 750 hours, but this is very loose and I'm not sure how it is audited exactly." - 750 hours plus fifty percent test, requires detailed documentation. "Please settle this one thing that my husband and I disagree on, I say that maintenance on our primary residence cannot be used towards rep status. He says certain things you could count towards reps would be pool maintenance, HVAC service, et cetera. I say no because it's a primary residence and reps is strictly for time you spend on rentals only. I'd like him to not have to sleep on the couch any longer." - No, personal residence maintenance doesn't count toward business hours. Resources: Schedule Your Free Consultation https://andersonadvisors.com/strategy-session Tax and Asset Protection Events https://andersonadvisors.com/real-estate-asset-protection-workshop-training/ Anderson Advisors https://andersonadvisors.com/ Toby Mathis YouTube https://www.youtube.com/@TobyMathis Toby Mathis TikTok https://www.tiktok.com/@tobymathisesq Clint Coons YouTube https://www.youtube.com/@ClintCoons

Alex & Annie: The Real Women of Vacation Rentals
Preserving People, Culture, and Legacy: Inside Nocturne's Acquisition Strategy with CEO, Scott Wiseman

Alex & Annie: The Real Women of Vacation Rentals

Play Episode Listen Later Sep 17, 2025 48:32 Transcription Available


Send us a message!What does it take to scale luxury vacation rentals while protecting the legacy of the brands that built them?In this episode, Alex & Annie welcome back Scott Wiseman, CEO of Nocturne Luxury Villas, for an inside look at how Nocturne approaches acquisitions in the luxury vacation rental space. Instead of treating acquisitions as one-size-fits-all deals, Scott explains how his team works with founders to create personalized exit plans that honor their legacy, protect employees, and keep guests at the heart of the business.We discuss:1️⃣ How Nocturne has grown to nearly 1,200 homes across six markets2️⃣ Why culture and relationships are as important as financial outcomes3️⃣ How Nocturne's concierge services give vacation rentals an edge over resorts4️⃣ What he sees ahead for the luxury travel sector5️⃣ Honest advice for owners considering selling their businessScott brings a grounded, people-first perspective to what's often seen as a purely financial process. His approach reminds us that growth can happen without losing the heart of a company — its people, its culture, and the relationships that built it.Connect with Scott Wiseman:LinkedIn: https://www.linkedin.com/in/scottfwiseman/ Connect with Nocturne:Website: https://www.nocturneluxuryvillas.com/ ✨ Exclusive Offer to Alex & Annie Listeners:Get free onboarding when you partner with Xplorie! Valid through November 30, 2025.

Investor Fuel Real Estate Investing Mastermind - Audio Version
Creative Financing Strategies for Short-Term Rentals with Parker Borofsky

Investor Fuel Real Estate Investing Mastermind - Audio Version

Play Episode Listen Later Sep 17, 2025 15:42


In this episode of the Investor Fuel Podcast, host Leo Wehdeking interviews Parker Borofsky, a prominent figure in the real estate industry. Parker shares insights into his dual role as a short-term rental investor and a mortgage team leader, emphasizing the importance of creative financing in today's market. He discusses the challenges faced in real estate transactions and the significance of building strong relationships within the industry. The conversation highlights strategies for overcoming obstacles and the value of networking for success in real estate investing.     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   —--------------------

Hospitable Hosts
Welcome Screen: Bringing Hotel-Level Professionalism to Short-Term Rental Hosts

Hospitable Hosts

Play Episode Listen Later Sep 17, 2025 16:33


On this episode of the Hospitable Hosts podcast, our guest is Dylan Williams, CEO of Welcome Screen. We discuss Welcome Screen's innovative digital guest experience platform designed for vacation rentals. We also covered the journey of creating Welcome Screen, its benefits for enhancing guest experiences, personalization options, unique customer feedback, challenges in product development, integration with Hospitable, and the future of the short-term rental market.Sleep easy, host confidently with Hospitable. Automate your guest messages, sync your calendar across booking channels, and protect yourself from bad direct booking guests.Sign up today at hospitable.com/podcast and get 25% off your bill for 3 months.

As Told By Us
EP 215: The 3 C's of Social Media Strategy for Short-Term Rentals

As Told By Us

Play Episode Listen Later Sep 16, 2025 13:23


If you've ever wondered how to make social media actually work for your short-term rental, boutique hotel, or micro resort—this episode is for you. I'm breaking down my 3 C's of Marketing on Social Media Strategy that I've been teaching since 2020. These tried-and-true pillars have helped businesses across industries grow their brands, book more clients, and build genuine connections. In this episode, you'll learn: How to develop a content strategy rooted in your brand stories and guest experience. Why conversations (and engagement funnels like ManyChat) are essential to boost visibility and track bookings. How to approach collaborations and influencer marketing in a way that actually drives results. I'm also shareing real client examples, proven strategies, and practical ways you can implement the 3 C's in your own business right now. And if you're ready to go deeper? Be sure to save your seat for my free 3-day workshop, STR Marketing Simplified, happening September 23–25. I'll walk you through these strategies in even more detail, plus give you examples and tools you can apply immediately. A replay will be available for a limited time, but you'll get the most out of being there live.

What Are You Made Of?
Consistency, Connection, and Community: Lessons from the Short-Term Rental Queens, Annette Grant and Sarah Karakaian

What Are You Made Of?

Play Episode Listen Later Sep 16, 2025 32:07


On this episode of What Are You Made Of? with Mike “C-Roc”, powerhouse duo Annette Grant and Sarah Karakaian share the inspiring story of how two complete strangers became business partners, industry leaders, and champions for short-term rental hosts everywhere. Their journey began at a heated city council meeting in Columbus, Ohio, where they fought for fair regulations and discovered not only a shared vision but also an unstoppable partnership built on Annette's big-picture dreaming and Sarah's relentless tenacity.Together, they reveal how showing up for what you believe in can change the trajectory of your life and business, why building trust and maintaining human connection is crucial in the short-term rental space, and how their commitment to consistency and content creation—now nearing 500 podcast episodes—has built the foundation for a multimillion-dollar business.From navigating regulations to creating a thriving community for hosts, investing in new ventures like a 134-acre glamping site, and helping others turn rentals into real businesses, Annette and Sarah prove that when you combine vision with grit, anything is possible.This conversation is packed with lessons on resilience, entrepreneurship, and the power of partnership—you won't want to miss it.Website-www.thanksforvisiting.com Social Media Links/Handles:https://www.instagram.com/thanksforvisiting_/https://www.youtube.com/thanksforvisiting

Rental Property Owner & Real Estate Investor Podcast
How NFL Insiders Are Building Wealth Through Short-Term Rentals on Florida's 30A Coast

Rental Property Owner & Real Estate Investor Podcast

Play Episode Listen Later Sep 15, 2025 27:26


What do NFL players, luxury beach homes, and high-stakes real estate deals have in common? Brooke Kromer. In this episode, we dive into the world of high net worth investing in Florida's exclusive 30A market, where multimillion-dollar short-term rentals are helping athletes, coaches, and savvy investors grow and preserve wealth. Brooke Kromer—realtor, investor, and daughter of longtime NFL coach Aaron Kromer—shares how she uses her insider knowledge and lifelong NFL connections to guide players and entrepreneurs into strategic real estate investments along the Gulf Coast. We talk about: Why 30A is booming for short-term rental investing How Brooke walks first-time buyers and NFL stars through deals worth $1M–$25M Real numbers: what it costs to buy, hold, and earn rental income in this luxury market How athletes navigate pressure, family dynamics, and financial decisions The tax advantages and bonus depreciation strategies being used right now Why Brooke left a successful career in sports broadcasting to take control of her future through real estate What makes the 30A lifestyle a magnet for high performers and tech entrepreneurs Whether you're an investor, sports fan, or curious about how the ultra-wealthy think about real estate, this is a behind-the-scenes look you won't want to miss. Follow Brooke Kromer: https:// www.facebook.com/kromercollective https:// www.instagram.com/brookekromer/ https:// www.youtube.com/@BrookeKromerRealEstate brooke.kromer@compass.com ---------- Today's episode is brought to you by Green Property Management, managing everything from single family homes to apartment complexes in the West Michigan area. https://www.livegreenlocal.com And RCB & Associates, helping Michigan-based real estate investors and small business owners navigate the complex world of health insurance and Medicare benefits. https://www.rcbassociatesllc.com Topics: 30A Florida real estate, short-term rentals, NFL investors, high net worth real estate, tax strategies for Airbnb, luxury vacation homes, real estate for athletes, Rosemary Beach investing, strategic wealth building.

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

Real Estate Espresso
Luxury Short Term Rentals with Fahad Farhat

Real Estate Espresso

Play Episode Listen Later Sep 14, 2025 18:36


Fahad Farhat is based in Toronto where he specializes in luxury short term rentals. This conversation breaks the mold on what you think of short term rentals. He manages more than $30M of properties in Florida, Vegas, Muskoka, Toronto and several other key locations. To connect with Fahad, visit ffrealtor on Instagram or visit his website at artofgreatness.co. ------------**Real Estate Espresso Podcast:** Spotify: [The Real Estate Espresso Podcast](https://open.spotify.com/show/3GvtwRmTq4r3es8cbw8jW0?si=c75ea506a6694ef1)   iTunes: [The Real Estate Espresso Podcast](https://podcasts.apple.com/ca/podcast/the-real-estate-espresso-podcast/id1340482613)   Website: [www.victorjm.com](http://www.victorjm.com)   LinkedIn: [Victor Menasce](http://www.linkedin.com/in/vmenasce)   YouTube: [The Real Estate Espresso Podcast](http://www.youtube.com/@victorjmenasce6734)   Facebook: [www.facebook.com/realestateespresso](http://www.facebook.com/realestateespresso)   Email: [podcast@victorjm.com](mailto:podcast@victorjm.com)  **Y Street Capital:** Website: [www.ystreetcapital.com](http://www.ystreetcapital.com)   Facebook: [www.facebook.com/YStreetCapital](https://www.facebook.com/YStreetCapital)   Instagram: [@ystreetcapital](http://www.instagram.com/ystreetcapital)  

Investor Fuel Real Estate Investing Mastermind - Audio Version
How Joe Rohne Built Cash-Flowing Short-Term Rentals

Investor Fuel Real Estate Investing Mastermind - Audio Version

Play Episode Listen Later Sep 12, 2025 24:40


In this episode of the Real Estate Pros Podcast, Joe Rohne shares his journey from entrepreneur to successful property manager and real estate investor. He discusses his initial foray into real estate through purchasing a preschool, his transition into short-term rentals, and the strategies he employs to manage properties remotely. Joe emphasizes the importance of data-driven decisions in real estate investing and shares insights on property design and management. He also provides valuable time management tips and highlights the significance of understanding the short-term rental market as a realtor.   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   —--------------------

Marketing Matters with Ashley Brock
#85: Why We're Expanding Into Short-Term Rentals | Lessons from Bolt Farm & Beyond

Marketing Matters with Ashley Brock

Play Episode Listen Later Sep 12, 2025 29:27


In episode 85, Ashley shares how “getting in the room” with the right people is shaping the next chapter of their business. From learning directly from Tori and Seth Bolt (owners of the incredible Bolt Farm in Tennessee) to a recent mastermind retreat at Sweet Honey Farm in New Jersey, Ashley talks about the lessons, inspiration, and strategies she's bringing home. She also opens up about their recent purchase of a short-term rental property in Blue Ridge, GA—and how she's using her proven ad strategies to fuel this new business venture. If you've ever thought about expanding into short-term rentals or wondered how mentorship and masterminds can accelerate your growth, this episode is packed with insight and behind-the-scenes strategy.   JOIN THE WAITLIST: paidadscoaching.com/cabin   Connect with Ashley: Join the Challenge: Win with Paid Ads Challenge Buy the Book: How to Win with Paid Ads Instagram: @ads.with.ashley YouTube: @ads.with.ashley   Connect with Robert on IG: @RowanFilms Connect with STR Designer, Jess Miles: @jmilesdesign Book Your Stay At Bolt Farm

STR Data Labâ„¢ by AirDNA
Why Reviews Are the New Revenue Engine for Short-Term Rentals

STR Data Labâ„¢ by AirDNA

Play Episode Listen Later Sep 11, 2025 46:25


Former Vacasa founder and now Fairly CEO, Eric Breon, joins Jamie Lane to unpack what's actually driving bookings today—and why reviews now beat everything but rock-bottom pricing. Eric explains how the playing field shifted: pro photos, yield tools, and channel distribution are table stakes; sustained growth comes from a flywheel of 5-star guest experiences that boost ranking, conversion, and RevPAR. He also makes a provocative case that vacation-rental operations suffer diseconomies of scale—and outlines a model that blends centralized automation with hyper-local caretakers who know each home inside and out.You'll hear how Fairly separates “guest care” from “back office” to keep teams small, responsive, and review-obsessed while still benefiting from sophisticated distribution, accounting, and pricing. Eric shares candid lessons from scaling Vacasa, why they're building tech in-house (despite the cost), and where AI helps today (automation, comms assist) versus where human judgment still wins (on-the-ground knowledge and onboarding).Here are the practical takeaways you can use now: • Treat reviews as your core growth channel: a 4.9+ average materially lifts RevPAR and ranking, creating a compounding advantage. • Centralize what software does best (pricing rules, taxes, distribution, smart locks, messaging templates) and localize what guests feel (cleanliness, quick fixes, clear answers). • Price strategy should reflect owner goals: “hold high” for personal-use homes vs. “fill Tuesdays” for pure investments—your system should support both. • Start strong on launch: design, amenities, and first-wave reviews set your long-term trajectory. • Direct vs. OTA is a balance: repeat guests lock in future seasons, but channel conversion still matters for momentum.Don't miss this episode!Sign up for AirDNA for FREE

The Money Nerds
The Business Behind Vacation Rental Properties | Avery Carl

The Money Nerds

Play Episode Listen Later Sep 10, 2025 52:26


About Avery Carl Avery Carl is the author of two Amazon's best-sellers, "Short Term Rental, Long Term Wealth: Your Guide to Analyzing, Buying, and Managing Vacation Properties," and “Smarter Short-Term Rentals”. She is also the host of "The Short Term Show" Podcast. And the CEO of The Short Term Shop, the country's TOP short-term rental and Airbnb real estate agency for 3 consecutive years. Avery went from a 37k salary to a real estate portfolio of over 250 doors in 5 years through strategically investing in short-term and vacation rentals. This strategy allowed her to grow her portfolio much more quickly than starting off with traditional long-term rentals. It's her goal to help as many investors reach financial independence through short term rental investing as possible. She also hosts The Short Term Show (with over 1 million downloads).   What You'll Learn In this episode we talk about:  Avery's entry point to vacation rentals Identifying “good markets” for investing Finding good cleaners and real estate agents to work with How to optimize your listing if you aren't getting enough bookings Resources Say hi to Whitney on IG Learn more about your ad choices. Visit podcastchoices.com/adchoices

Alex & Annie: The Real Women of Vacation Rentals
How Property Managers Can Offer Flexible Cancellations Without Losing Revenue – with Sasha Lawler of Roam

Alex & Annie: The Real Women of Vacation Rentals

Play Episode Listen Later Sep 10, 2025 45:01 Transcription Available


Send us a message!Flexible cancellation policies are no longer optional in today's vacation rental market. Guests expect them, OTAs prioritize them, and competitors are already adapting. But for property managers, relaxed policies often feel like a direct threat to revenue and owner trust.In this episode, we talk with Sasha Lawler, CEO and Founder of Roam, about how her company is eliminating that trade-off. Roam's embedded insurance model allows managers to offer flexible bookings that attract more guests while ensuring income is protected even if cancellations occur.Sasha shares her 15+ year journey in hospitality and vacation rental tech, the conversations with property managers that inspired Roam, and why now is the moment for the industry to catch up with hotels and airlines in offering flexibility.We discuss:1️⃣ Why strict cancellation policies create tension between managers, owners, and guests2️⃣ How Roam's model differs from traditional travel insurance3️⃣ The tech behind embedding refundable and non-refundable rate options into booking sites4️⃣ Why smaller operators are leveraging Roam to stabilize revenue and win new owners5️⃣ How turning cancellations into a strength can improve guest trust and long-term brand growthIf cancellations have ever kept you up at night, this episode will show you how flexibility can protect (not jeopardize) your revenue.Connect with Sasha:LinkedIn: https://www.linkedin.com/in/sasha-lawler-a4b33677/ Website: https://goroam.io/ ✨ Exclusive Offer to Alex & Annie Listeners:Get free onboarding when you partner with Xplorie! Valid through November 30, 2025.

Investor Fuel Real Estate Investing Mastermind - Audio Version
Property Management & Theming for Short-Term Rentals | Marc Younger Story

Investor Fuel Real Estate Investing Mastermind - Audio Version

Play Episode Listen Later Sep 10, 2025 25:18


In this episode of the Investor Fuel Podcast, host Michelle Kesil interviews Marc Younger, owner of Home Theme Orlando and Storybook Vacation Homes. Marc discusses his unique approach to real estate investment in Orlando, focusing on theming properties to attract tourists. He shares insights on managing a growing business, overcoming challenges, and building strong relationships with investors. Marc emphasizes the current market opportunities for investors and his vision for scaling his business while maintaining a boutique experience for clients.   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   —--------------------

Investor Fuel Real Estate Investing Mastermind - Audio Version
How to Use Short-Term Rentals to Offset Taxes & Build Wealth

Investor Fuel Real Estate Investing Mastermind - Audio Version

Play Episode Listen Later Sep 9, 2025 20:58


In this engaging conversation, Danielle Michel, a CPA and serial entrepreneur, shares her journey into real estate investing, her strategies for maximizing profits through short-term rentals, and the importance of tax strategies in real estate. She discusses her experiences with property management, the advantages of short-term rentals, and how to navigate tax laws to benefit investors. Danielle also touches on her diverse entrepreneurial ventures, showcasing her passion for business and innovation. 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   —--------------------

Hospitable Hosts
Scaling a Short-Term Rental Business the Smart Way

Hospitable Hosts

Play Episode Listen Later Sep 9, 2025 21:29


In this episode of the Hospitable Hosts podcast, we took a little trip to the South of France with Oihan Campandegui. Oihan shares his journey from working in hospitality to managing a successful real estate business in the South of France. He discusses the challenges and growth he experienced, the importance of technology in streamlining operations, and his future plans for expansion. Oihan emphasizes the significance of maintaining high cleaning standards and the benefits of building a reliable team. He also highlights the role of automation in enhancing efficiency and the potential for further growth in the property management sector.For more information, visit https://destinationcotebasque.com/ Oihan provided a 5% discount with code HOSPITABLESleep easy, host confidently with Hospitable. Automate your guest messages, sync your calendar across booking channels, and protect yourself from bad direct booking guests.Sign up today at hospitable.com/podcast and get 25% off your bill for 3 months.

Just Keep Showing Up
05: WE'RE ON AIRBNB! Our short-term rental story & strategy

Just Keep Showing Up

Play Episode Listen Later Sep 8, 2025 60:31


This is the story of how we fell in love with a 970 sqft little black cottage nestled in the cozy mountain town of McCaysville, GA, went under contract... and fell out of contract within 48 hrs. Only to win her back a few months later, thanks to Facebook Messenger. Since then, we've driven hundreds of miles every month from Tampa to the North Georgia mountains to turn our little cottage into a short-term boutique stay. Tune in to this episode for the lore, STR strategy, and heart behind the brand!LINKS:♡ Save $10 on Brick (

Hospitality Daily Podcast
What's Happening in Hospitality Now? Jan Freitag, Jamie Lane & Josiah Mackenzie on Hotels x Short-Term Rentals, Demand Bifurcation, RTO Travel Shifts & More

Hospitality Daily Podcast

Play Episode Listen Later Sep 8, 2025 44:49 Transcription Available


In this episode, Jan Freitag of CoStar and Jamie Lane of AirDNA join Hospitality Daily host Josiah Mackenzie to unpack what's really happening in our industry now. We talk about the convergence of hotels and short-term rentals, the widening gap in demand between luxury and the rest of the market, and how return-to-office policies are reshaping travel. You'll also hear insights into supply, loyalty convergence, and where opportunities exist for owners and operators today.

The Academy Presents podcast
The Short-Term Rental Loophole and Advanced Cost Segregation with Gian Piazza

The Academy Presents podcast

Play Episode Listen Later Sep 5, 2025 21:48


What if you could use cost segregation tax benefits with just 100 hours of work instead of 750—and still keep your high-paying W-2 job? In this advanced episode, Angel Williams continues her conversation with Gian Pia from KBKG to explore sophisticated tax strategies that most investors never discover. Gian reveals the short-term rental loophole that allows W-2 employees to materially participate with only 100 hours instead of the nearly impossible 750-hour real estate professional requirement. They dive into the complexities of 1031 exchanges with carryover basis, why you need a real estate-specialized CPA, and how passive income limitations actually work in practice. This conversation also covers KBKG's audit support services and provides a discount code for listeners ready to implement these strategies. [00:01 - 06:00] 1031 Exchange Complications and CPA Selection How carryover basis and excess basis work in complex exchanges Why you need a CPA who specializes specifically in real estate investing The critical questions to ask accountants about cost segregation knowledge and willingness [06:01 - 11:00] Real Estate Professional Status Reality Check Why W-2 employees almost never qualify for real estate professional status The 750-hour requirement plus the "more than any other business" rule How even documented proof may not be enough for IRS approval [11:01 - 16:00] The Short-Term Rental Game Changer How short-term rentals (30-day average stays) fall under hospitality rules The 100-hour material participation requirement vs. 750 hours for traditional rentals Why this allows high-income W-2 employees to use cost segregation benefits against ordinary income [16:01 - 21:15] Practical Implementation and Audit Protection How passive income limitations work across all rental properties KBKG's included audit support services with their $500 software Discount code: ACADEMY2025 for 10% off at costsegregation.com Connect with Gian: LinkedIn: Gian Piazza (the only one in the world!) https://www.linkedin.com/in/costsegregationservices/ Website: costsegregation.com Key Quotes: "There's way too much in the tax code to understand it all unless you niche down and you focus on one or two industries." - Gian Piazza "Most of the people in the accounting world don't just offer up information to you. You have to ask the right questions to get the information." - Angel Williams   Visit sponsorcloud.io/contact today and unlock $2,000 of free services exclusively for REI Rocks community members! Get automated syndication and investor relationship management tools to save time and money. Mention your part of the REI Rocks community for exclusive offers. Help make affordable, low-cost education summits possible. Check out Sponsor Cloud today!  

Expert CRE Secrets Podcast
Emerging Asset Class of Short Term Rentals (aka Airbnbs) with Sief Khafagi

Expert CRE Secrets Podcast

Play Episode Listen Later Sep 4, 2025 29:21


Love the show? Subscribe, rate, review, and share!Here's How »Join the Expert CRE Community today:expertCREsecrets.comeXpert CRE Secrets FacebookeXpert CRE Secrets Youtube

STR Data Labâ„¢ by AirDNA
Exploring the French Short-Term Rental Market with Louis Andrews

STR Data Labâ„¢ by AirDNA

Play Episode Listen Later Sep 4, 2025 43:51


France is the world's most-visited country—and one of the hottest STR markets. In this episode of the STR Data Lab, Jamie Lane sits down with Louis Andrews, Director and President of OVO Network, to unpack how the French market works today and where it's headed next.Louis explains OVO's software-first model (their own PMS + direct booking platform) and why 75–80% of their bookings come direct. We dig into how they maintain a 4.8+ review score at scale without handling on-the-ground ops, what makes French demand unique (heavy domestic travel, car and rail trips, repeat family holidays), and how new regulations are reshaping urban vs. leisure destinations. Louis also shares the economics behind OVO's approach (a distribution fee on direct bookings), the curation bar for five-star chalets, and the biggest competitive threat he sees on the horizon: increasingly automated PMS tools.What you'll learnHow France books: A culture of domestic, family, drive-to travel—and why mountains keep winning.Direct booking at scale: OVO's tech stack, SEO/digital strategy, and the data advantages of owning the funnel.Quality > quantity: Curating only five-star-worthy homes and training local concierges to protect guest experience.Profit model: Why charging a distribution fee on direct reservations changes the unit economics.Market outlook: Supply saturation post-COVID, tighter rules in cities, and why PMS automation may disrupt PMs.This episode is for hosts, PMs, and investors eyeing Europe—especially anyone curious how to drive direct bookings, keep reviews high, and navigate France's evolving regulatory landscape.You don't want to miss this episode!~~~~Signup for AirDNA for FREE

The Real Estate CPA Podcast
343. 100% Bonus Is Back: Is Now the Time for a Short-Term Rental?

The Real Estate CPA Podcast

Play Episode Listen Later Sep 3, 2025 39:26


In this episode of the Tax Smart REI Podcast, Thomas Castelli and Ryan Carriere, CPA, break down the two most common questions investors are asking after the passage of the “Big Beautiful Bill” and the return of 100% bonus depreciation: - Should you invest in real estate or specifically short-term rentals for tax savings? - When does it make sense to start working with a tax strategist? Tune in to learn: - Why existing landlords who haven't done tax planning may be leaving money on the table - How to decide if short-term rentals make sense for your goals, lifestyle, and time commitment - A step-by-step framework for estimating your first-year tax savings using bonus depreciation - The reality of material participation, hours required, and capital needed to get started - When to engage a tax strategist if you're already in the game or just getting started - Why time is running short in 2025, and how late you can still implement this strategy To become a client, request a consultation from Hall CPA, PLLC at go.therealestatecpa.com/3KSEev6 Get your FREE ticket to the 2025 Tax, Legal, and Wealth Summit: www.taxandlegalsummit.com/registration Subscribe to REI Daily & Enter to Win a FREE Strategy Call: go.therealestatecpa.com/41JuQBX 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.

Vacation Rental Success
VRS627 - Thriving in the Age of AI and Short-Term Rentals with Bart Sobies

Vacation Rental Success

Play Episode Listen Later Sep 3, 2025 55:02


In this episode, Heather Bayer welcomes back a long-time friend and industry innovator, Bart Sobies, founder of iBooked.Online and the creative mind behind the Strive to Thrive events in Australia and beyond. Bart joins Heather (from tomorrow, no less - Australia time!) to share insights on: The power of in-person connections and how conferences can radically transform your business trajectory What's happening right now in the Australian short-term rental market Why AI isn't a trend - it's a revolution, and how it's already reshaping our industry How to avoid the "tool trap" with AI, and instead solve real problems with the right tech Building human-centered hospitality businesses that are scalable, sustainable, and future-ready Whether you're a seasoned manager or new to the STR space, Bart's global perspective and generous storytelling make this a must-listen.

Alex & Annie: The Real Women of Vacation Rentals
How Xplorie Helps Elevate the Guest Experience Through Local Activities with Adrienne Clark & Caleb Yaryan

Alex & Annie: The Real Women of Vacation Rentals

Play Episode Listen Later Sep 3, 2025 49:49 Transcription Available


Send us a message!In this week's episode, we're joined by Adrienne Clark (President & COO) and Caleb Yaryan (Chief Product Officer) of Xplorie, a trusted partner for vacation rental operators looking to enhance guest satisfaction while gaining a competitive edge.For nearly 30 years, Xplorie has been connecting lodging providers with local attractions in more than 70 destinations across the U.S., creating seamless, curated activity experiences that guests actually value. But more than just a perks program, Xplorie is a strategic tool that helps property managers attract bookings, improve guest loyalty, and offer real hospitality that extends beyond the front door.Adrienne and Caleb share their personal paths into the industry, the philosophy behind Xplorie's business model, and the behind-the-scenes work that goes into ensuring every activity meets their high standards of quality and service.We discuss:1️⃣ How Xplorie supports PMs in creating meaningful guest experiences2️⃣ Why activities are a powerful differentiator in a crowded market3️⃣ Trends in traveler behavior post-COVID, from outdoor demand to last-minute bookings4️⃣ How Xplorie helps guests and operators when things don't go as planned5️⃣ The importance of local partnerships and activity curation6️⃣ Real-time integrations, guest support, and why call centers still matter7️⃣ Why Xplorie limits the number of partners per market8️⃣ What's ahead for Xplorie as they approach their 30th anniversaryWhether you're looking to stand out without lowering rates, boost shoulder season bookings, or create memories guests will talk about long after check-out, this conversation is packed with actionable insights you won't want to miss.Connect with Adrienne:LinkedIn: https://www.linkedin.com/in/adrienneclark1322/ Connect with Caleb:LinkedIn: https://www.linkedin.com/in/caleb-yaryan-15447219/ Connect with Xplorie:Website: https://xplorie.com/ LinkedIn: https://www.linkedin.com/company/xplorie/ ✨ Exclusive Offer to Alex & Annie Listeners:Get free onboarding when you partner with Xplorie! Valid through November 30, 2025.

The KTS Success Factor™ (a Podcast for Women)
Short Term Rentals: A Long Term Entrepreneurial Opportunity with Madeleine Raiford-Holland

The KTS Success Factor™ (a Podcast for Women)

Play Episode Listen Later Sep 3, 2025 17:03


High-achieving corporate women often feel trapped by golden handcuffs, spending countless nights traveling for work while missing precious family time. By building strategic short-term rental businesses with automated systems, women can escape the corporate grind and create both financial independence and time freedom on their own terms. Madeleine Raiford-Holland built three successful businesses while transitioning from corporate COO to full-time entrepreneur. As founder of MHM Luxury Properties and Madeleine Raiford-Holland Education, she helps aspiring investors start profitable short-term rental businesses focused on elevated guest experiences and automated systems that run in just 1-2 hours per week. In this episode, Madeleine reveals how she built a thriving short-term rental business while working full-time with young children. She covers three entry methods, her strategic corporate-to-entrepreneur transition, and why quality beats quantity for long-term success.   What you will learn from this episode: How to achieve financial freedom through strategic real estate investments without traditional long-term rental commitments. Three accessible entry points into short-term rentals: ownership, arbitrage, and co-hosting opportunities. The importance of finding an experienced community to avoid analysis paralysis and accelerate success.   "Whatever market you choose, you need to be able to get a top-tier property in that market. So the people who are not successful in the short-term rental space are the people who focus on quantity, not the quality of the property."  – Madeleine Raiford-Holland   Valuable Free Resource: Visit moderatelyhighmaintenance.com for lifestyle content and mhmluxuryproperties.com for property portfolio examples   Topics Covered: 01:10 – Financial freedom through rentals: How Madeleine discovered real estate as a path to wealth building after reading Rich Dad Poor Dad, and her transition from corporate executive making others money to building her own profitable short-term rental empire 06:46 – Short-term rental opportunities explained: Three distinct entry methods into the business - property ownership, rental arbitrage, and co-hosting - plus the advantages of direct booking websites over platform dependency 10:00 – Transitioning from corporate to entrepreneurship: Strategic approach to leaving the 9-to-5 by banking corporate paychecks for six months while living off rental income, using Profit First accounting principles to ensure financial stability during the transition 15:14 – Pitfalls for beginner investors: The critical importance of focusing on quality over quantity, choosing markets where your budget allows for top-tier properties, and competing on value rather than engaging in pricing wars 15:35 – Find your tribe: Overcoming analysis paralysis by connecting with experienced short-term rental operators, understanding that everyone starts as a beginner, and the power of community support in building a successful rental business   Key Takeaways: "I'm big on finding what you love in a business and then outsourcing the rest. But having somebody who's gone before you and set up all the systems, processes, automations, like it's a proven business model that you can put your own spin on." - Madeleine Raiford-Holland "We started banking our 9 to 5 paycheck and we put it in a separate bank account and we lived off of our short-term rental income... We got used to living off of the revenue from our short term rental businesses." - Madeleine Raiford-Holland "The biggest pitfall is people who get stuck in analysis paralysis and who think that they have to be an expert to get started... This business is better with friends. Find your tribe of people who are already doing it and then just take the lead." - Madeleine Raiford-Holland   Ways to Connect with Madeleine Raiford-Holland: Lifestyle Website: https://moderatelyhighmaintenance.com Property Portfolio: https://mhmluxuryproperties.com Education Company: MRH Education (Madeleine Raiford-Holland Education)   Ways to Connect with Sarah E. Brown: Website: https://www.sarahebrown.com Facebook: https://www.facebook.com/DrSarahEBrown LinkedIn: https://www.linkedin.com/in/sarahebrownphd To speak with her: bookachatwithsarahebrown.com  

Alex & Annie: The Real Women of Vacation Rentals
1st of the Month Bonus: Annie's Big Leap, Plus Tyann's 2026 World Cup STR Plan

Alex & Annie: The Real Women of Vacation Rentals

Play Episode Listen Later Sep 1, 2025 45:16 Transcription Available


Send us a message!In this special first-of-the-month bonus episode, Alex & Annie sit down with a longtime friend and industry leader Tyann Marcink Hammond to talk about a timely and much-needed initiative to support host education. Tyann shares how she's leading an effort to prepare short-term rental operators ahead of the 2026 FIFA World Cup, starting in Kansas City and expanding to other host cities across North America.Annie also shares a major personal announcement. After a successful career working with some of the biggest brands in vacation rentals, Annie is officially stepping into entrepreneurship with the launch of Annie & Co. Solutions.Key topics discussed:1️⃣ Annie's big news: launching Annie & Co. Solutions2️⃣ How Annie made the decision to go independent3️⃣ Tyann shares her “word of the year” and what it led to4️⃣ How the World Cup Hosting Crash Course began5️⃣ Preparing hosts to be good neighbors during major events6️⃣ Why advocacy and education go hand in hand7️⃣ Potential impact on local regulations and STR reputation8️⃣ The vision for a more organized and professional STR industryFrom new ventures to community advocacy, this episode offers a thoughtful look at the opportunities and responsibilities that come with growing in the vacation rental industry.Connect with Annie & Co. Solutions:Website: https://anniecosolutions.com/ LinkedIn: https://www.linkedin.com/in/annie-holcombe-vrgal/ Connect with Tyann:LinkedIn: https://www.linkedin.com/in/tyannmarcink/ ✨ Exclusive Offer to Alex & Annie Listeners:Get a free market assessment from Track with 3 to 5 actionable insights tailored to your business. (valued at $400)You will meet one-on-one with an expert to help evaluate your market, identify opportunities, and build a strategy to help you stand out.

Investor Fuel Real Estate Investing Mastermind - Audio Version
Short-Term Rental Investing Strategies to Stand Out in 2025

Investor Fuel Real Estate Investing Mastermind - Audio Version

Play Episode Listen Later Aug 29, 2025 31:27


In this episode of the Real Estate Pro Show, host Erika interviews Leslie Sonnier, a pioneer in the short-term rental space. Leslie shares her journey from hospitality to real estate, emphasizing the importance of design and experience in attracting guests. She discusses the heart of hospitality as generosity, the common misconceptions about short-term rentals, and the significance of networking in the industry. Leslie also highlights innovative approaches to accessibility in rentals, aiming to create inclusive spaces for all guests.   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   —--------------------

Thanks For Visiting
493. Mastering Short-Term Rental Finances with REI Hub's Adam Hamilton

Thanks For Visiting

Play Episode Listen Later Aug 28, 2025 67:35 Transcription Available


REI Hub — Bookkeeping software built for real estate investors and STR hosts.Bookkeeping doesn't always top the list of exciting short-term rental responsibilities—but it's one of the most important. Without clean and accurate financials, it's nearly impossible to know how your STR is really performing, plan for future growth, or take advantage of opportunities like refinancing or selling.In this episode of Thanks for Visiting, we sit down with Adam Hamilton of REI Hub, a bookkeeping platform designed specifically for real estate investors and short-term rental hosts. Unlike traditional accounting tools, REI Hub understands the unique needs of property owners and makes it simple to track your income, expenses, and property performance.You'll learn:Why generic accounting software often falls short for STR hosts.The most common financial mistakes hosts make—and how to fix them.How to use bookkeeping as a decision-making tool, not just a tax-time scramble.Practical ways to save time and reduce stress with systems that work in the background.How clean financials can help you secure better loans, attract investors, or prepare for an eventual exit.Whether you're managing one listing or a growing portfolio, this episode will give you clarity on how to manage your money like a pro and set your business up for long-term success.Mentioned in this episode:Make More Money This Year! Join us for a Boot Camp!Minoan | Visit MinoanExperience.com and tell them TFV sent you!MinoanMinoan | Visit MinoanExperience.com and tell them TFV sent you!Make More Money This Year! Join us for a Boot Camp!

Founders Club - For Real Estate Entrepreneurs
Print Cash With Short Term Rentals | John Bianchi on Founders Club

Founders Club - For Real Estate Entrepreneurs

Play Episode Listen Later Aug 28, 2025 45:34


Welcome to another episode of Founders Club! On this episode we'll be talking to John Bianchi about Short Term Rental Real Estate.   Connect with Founders Club Host Oliver Graf on Instagram: @OliverGraf360   In this episode of Founders Club, host Oliver Graf sits down with John Bianchi, famously known as The Airbnb Data Guy. John has helped investors acquire over 206 cash-flowing short-term rentals worth more than $100 million—with a 100% success rate. He breaks down his data-driven formula for finding the most profitable STR markets, how to analyze deals with precision, avoid costly mistakes, and build a short-term rental business that prints cash.    Do me a solid and…   Leave a 5 star review!   Find me on Instagram: @OliverGraf360   Founders Club TikTok: @FoundersClubPodcast   Subscribe to my YouTube channel: http://www.youtube.com/c/OliverGrafTV   Get on my VIP email list and get new episodes of Founders Club straight to you inbox: http://eepurl.com/g_L2Ev    Book me to speak: https://olivergraf.tv/speaking   Book a 1-on1 coaching session: https://calendly.com/olivergraf360/vip   ► JOIN OUR NATIONWIDE REAL ESTATE TEAM: https://www.100commissionrealestate.com  

Defining Hospitality Podcast
Scaling Short-Term Rentals - Sebastián Torres-Calderón - Defining Hospitality - Episode #214

Defining Hospitality Podcast

Play Episode Listen Later Aug 27, 2025 55:18


What does it take to manage 420 apartments and create a million memorable moments? On this episode, host Dan Ryan sits down with Sebastián Torres-Calderón, the CEO of Stay U-nique, an award-winning short-term rental company in Spain. Sebastián shares his journey from customer journey intern to CEO and reveals how implementing the Entrepreneurial Operating System (EOS) helped his company not only survive the chaos of COVID but quadruple in size. The conversation dives deep into how Stay U-nique uses data and technology to create a frictionless guest experience, the challenges of a rapidly evolving industry, and the political headwinds facing the short-term rental market. Sebastián offers a unique perspective on the debate between prohibition and regulation and provides a powerful case for why collaboration between the private and public sectors is the key to solving housing inventory issues.Takeaways: Track key metrics (KPIs) across all departments, not just leadership, to identify and address recurring issues. Use data to drive improvements in guest experience, operations, and communication.Use frameworks such as the Entrepreneurial Operating System (EOS) to set clear goals, break them into manageable projects (“rocks”), and review progress regularly. Involve the entire team in the process for maximum impact.Don't be afraid to make mistakes, learn, and adapt. Regularly test new approaches, measure their impact, and iterate quickly. Use technology to streamline operations (e.g., remote locks, cleaning apps) and enhance the guest experience, but ensure it remains personal and responsive.Success takes time and consistent effort. Focus on long-term growth rather than immediate results.Empower every team member with ownership of projects and clear goals to drive company-wide improvement.Quote of the Show:“To take that time and make it something that they will remember forever, and get to do that every day, that's amazing.” - Sebastián Torres-CalderónLinks:LinkedIn: https://www.linkedin.com/in/sebasti%C3%A1n-torres-calderon-serkovic-310044121/ Website: https://www.stay-u-nique.com/en/ Shout Outs:0:53 - World Travel Awards https://www.worldtravelawards.com/ 10:46 - EOS https://www.eosworldwide.com/ 12:02 - Airbnb https://www.airbnb.com/ 13:43 - Traction https://amzn.to/4fEGOTZ 13:43 - Gino Wickman https://www.ginowickman.com/ 14:53 - Mitcham Rentals https://www.mitchamgrouprentals.com/ 16:23 - Enrique Alcántara https://www.linkedin.com/in/enrique-alc%C3%A1ntara-b9623b/ 24:28 - What the Heck is EOS? https://amzn.to/4fGGXGC 40:49 - Sonder https://www.sonder.com/ 40:56 - Marriott https://www.marriott.com/default.mi 

Alex & Annie: The Real Women of Vacation Rentals
The Impact of Airbnb Policy Changes, with Dennis Schaal of Skift

Alex & Annie: The Real Women of Vacation Rentals

Play Episode Listen Later Aug 27, 2025 45:47 Transcription Available


Send us a message!Airbnb's evolving policies have become one of the most pressing conversations in vacation rentals today - sparking questions, frustrations, and new realities for property managers across the industry.In this episode, Alex & Annie welcome Dennis Schaal, Founding Editor at Skift, to discuss what these changes mean for property managers and the broader short-term rental ecosystem. With more than 25 years of experience covering online travel, Dennis brings a sharp journalistic lens to the strategies shaping hospitality and why Airbnb's moves demand close attention.Together with Alex & Annie, the conversation explores:✅ What are the changes in Airbnb's terms and conditions✅ Why Airbnb made this move now✅ How property managers could be affected✅ What it signals about Airbnb's relationship with hosts and guests✅ Broader implications for OTAs, regulation, and tech trends in the STR spaceThis is a must-listen for property managers looking to stay ahead of the curve and understand how policy shifts at the top can reshape daily operations on the ground.Connect with Dennis:LinkedIn: https://www.linkedin.com/in/dschaal/✨ Exclusive Offer to Alex & Annie Listeners:Get a free market assessment from Track with 3 to 5 actionable insights tailored to your business. (valued at $400)You will meet one-on-one with an expert to help evaluate your market, identify opportunities, and build a strategy to help you stand out.

Thanks For Visiting
492. Hosting Hotline: What Happens to Bookings When You Buy a Short-Term Rental?

Thanks For Visiting

Play Episode Listen Later Aug 26, 2025 15:51 Transcription Available


This week on the Hosting Hotline, we're answering Renee's question about buying a property that's already operating as a short-term rental—and what to do about the future bookings that come with it.If you've ever considered purchasing an “active STR,” you'll quickly find out there's a lot more to it than inheriting a calendar full of reservations. Sarah and Annette explain why listings follow the host (not the property), what that means for your ability to transfer bookings, and the negotiations you'll need to have with the seller before closing.You'll learn:Why STR listings and reviews don't automatically transfer with a property sale.How to negotiate booking transfers, co-hosting arrangements, or guest rebookings.The tax, payout, and guest experience factors you need to consider.How to involve OTAs (Airbnb, VRBO) in a booking transition.Why getting everything in writing is non-negotiable.If you're thinking about buying a short-term rental, this episode will help you navigate the booking handoff process and avoid the pitfalls that can derail a smooth transition.Mentioned in this episode:Make More Money This Year! Join us for a Boot Camp!Make More Money This Year! Join us for a Boot Camp!Make More Money This Year! Join us for a Boot Camp!

The Real Estate Law Podcast
Quitting My Job for Short-Term Rentals (Everything I Learned) | Jake Martin

The Real Estate Law Podcast

Play Episode Listen Later Aug 26, 2025 36:08


What does it really take to break free from the 9-to-5 and build a thriving short-term rental business?In this episode, We sit down with Jake Martin, a former corporate professional who left the security of his W2 job to chase a different kind of success—one built on freedom, flexibility, and financial independence.Jake opens up about the real story behind his transition: the fears, the failures, and the big wins. From learning the ropes of vacation rental investing in San Diego to managing multiple properties and navigating tough decisions, Jake shares hard-earned lessons and no-fluff advice for anyone dreaming of a similar leap.Whether you're exploring co-hosting, thinking about your first property, or simply craving a raw and honest take on entrepreneurship, this episode delivers both inspiration and actionable insights.

Investor Fuel Real Estate Investing Mastermind - Audio Version
Short-Term Rentals vs Long-Term | Safer Investing Strategies with Eddie Hicks

Investor Fuel Real Estate Investing Mastermind - Audio Version

Play Episode Listen Later Aug 26, 2025 20:11


In this episode of the Real Estate PROS Podcast, host Q Edmonds interviews Eddie Hicks, a sales manager at Kine Lending, who shares insights into the short-term rental market and the importance of integrity in real estate transactions. Eddie discusses his focus on non-QM loans for self-employed individuals and emphasizes the significance of building relationships and providing value to partners in the industry. He also shares personal stories of navigating challenges in real estate and offers advice for those looking to succeed in the field.   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   —--------------------

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!