Podcasts about short term rentals

Send us a message!As hospitality companies race to scale, many face a difficult trade-off: grow fast or stay personal. But Zzzing, a leading hospitality brand based in Malta, is proving you can do both.In this episode, we're joined by Sab Mulligan, Head of Teams at Zzzing, to explore how they've scaled rapidly by using AI not to replace the human touch, but to protect and enhance it.Through a thoughtful blend of technology, team culture, and brand consistency, Zzzing is setting a new benchmark for what modern hospitality can look like.We cover:1️⃣ How Zzzing scaled from 40 to nearly 500 properties without compromising guest experience2️⃣ How Boom allows their team to grow fast without worrying about the tech stack3️⃣ Why they embraced AI as a teammate (not a replacement) for human hospitality4️⃣ How they use AI to automate routine tasks and free up teams for more meaningful guest interactions5️⃣ How they maintain consistency across properties while delivering personalized, local experiences6️⃣ How they balance rapid operational growth with a deep commitment to guest careWhether you manage a small portfolio or lead a growing hospitality brand, this episode offers actionable insights into scaling with intention and staying human in an AI-driven world.Connect with Sab:LinkedIn: https://www.linkedin.com/in/sabrinamulligan/ Website: https://www.zzzing.com/ Get 20% off any yearly or bi-yearly Lodgify plan, plus free personalized onboarding (a $3,000 value).

Host Michelle Kesil speaks with Ebony Lucas, a real estate attorney and investor based in Chicago. Ebony shares her journey into real estate investing, focusing on the buy and hold strategy, the importance of tenant screening, and the challenges of managing properties. She discusses her expansion into short-term rentals and the necessity of pivoting in the ever-changing real estate market. Ebony also offers valuable advice for new investors, emphasizing the importance of understanding numbers and having a clear strategy.   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 do you rebuild your life and create extraordinary success after everything falls apart?In this episode, I sit down with Ashley Freeman, a former tennis pro who turned the pain of divorce into the fuel for a thriving 115-property short-term rental business—all in just three years. Her journey is a testament to resilience, reinvention, and the power of daring to believe in something bigger for yourself.Ashley opens up about the pivotal moment she discovered Airbnb, transforming her four-acre property into a surprising income stream. What started as a survival strategy quickly became a passion-driven business that redefined her career and her sense of purpose.We dive into the entrepreneurial strategies that fueled her rapid growth—from scaling one unit into 115, to building a powerhouse team of predominantly women, to designing systems that keep her business thriving. Alongside the practical insights, Ashley shares the mindset shifts, faith, and intuition that became the foundation of her success.This is more than a business story—it's a masterclass in courage, vision, and personal growth. Ashley's journey will inspire you to see challenges as stepping stones, trust your intuition, and embrace the kind of bold thinking that can transform both life and business.HIGHLIGHTS AND KEY POINTS:[00:56] A short introduction about our guest Ashley Freeman and her unexpected journey from tennis pro to scaling a 115-property management company in under three years[06:37] Ashley shares her mission-driven approach to short-term rentals and her passion for helping others after finding purpose again[11:28] Ashley's journey from her first client to managing 135 properties, and how she learned to grow with humility, faith, and adaptability[15:38] How surrendering control to God after Ashley's divorce transformed her life and taught her to recognize His guidance[18:48] Ashley shares how a trip to Africa ignited her mission to reach “broken women” and how she learned to trust whispers from God[25:10] Ashley's approach to starting simple and building her property management growth one step at a time[26:49] Ashley's team growth and systems that transformed her property management business[30:18] Ashley's share her intentional decision to keep cleaning in-house as part of building a trusted team and aligning hospitality with her deeper mission to serve guests with excellence[35:10] How building systems and processes early allowed Ashley's business to scale smoothly and avoid breakdowns during rapid growth[38:44] Ashley's biggest challenges as she has grown her property management company to now well over 100 units and how she navigated them[43:12] How I sustain my team by focusing on open communication, removing roadblocks, and empowering them to contribute solutions that strengthen the company[49:39] The lightning round Golden Nuggets:“I do think there's a sense of faith that you have to have in business, regardless if you believe in the Lord or not. You know you have to have faith. It's that leap of faith that you're taking to even get started.”"God is talking to each of us; we have to be willing to open our ears to listen.”“Cleaning, to me, is like the most important part of the experience, and so we've never even considered trying to go...

Billy Hesterman, President of the Utah Taxpayers Association, breaks down the latest report on short-term rentals and their impact on housing costs.

Chuck is joined by Joe Minicozzi, founder of the geoaccounting organization Urban3. They talk about the impact of AirBNBs and other short-term rentals on housing affordability, how our tax systems benefit rentals while hurting families, and how our cities can get the system back on track. Additional Show Notes Want to fix your city's housing market? Download our new housing toolkit, "Who Will Build the Housing-Ready City?" to get started. Joe Minicozzi Urban3 (site) Chuck Marohn (Substack)   This podcast is made possible by Strong Towns members. Click here to learn more about membership.

In this episode of Zen and the Art of Real Estate Investing, Jonathan welcomes back John Bianchi, founder of STR Search and widely known as “The Airbnb Data Guy.” John specializes in data-driven short-term rental analysis, helping investors identify profitable properties that align with their personal and financial goals. Returning for his second appearance on the podcast, John and Jonathan dive into the evolving world of short-term rentals, discussing how to define your “buy box,” evaluate returns, and balance yield, appreciation, and tax advantages. Their conversation explores how every investor's short-term rental strategy depends on their personal goals, whether it is generating cash flow, appreciation, or tax savings. John explains how STR Search tailors property searches to each client, analyzing data to match them with the right market and home. They discuss how operational excellence and guest experience can make or break a property's performance, and why even the best data can't replace curb appeal, hospitality, and local expertise. Jonathan and John also share stories from their own experiences, examining properties together, assessing markets like upstate New York and the Poconos, and learning how aesthetics, first impressions, and good operations drive long-term success. They delve into the creative aspects of short-term rentals, encompassing design and storytelling, as well as crafting unique guest experiences that encourage repeat bookings. By the end, John and Jonathan uncover the art of turning data into hospitality and the mindset needed to build lasting value in short-term rental investing. In this episode, you will hear: Defining your short-term rental “buy box” based on yield, appreciation, and tax priorities Understanding how personal goals shape your investment strategy The crucial role of curb appeal, neighborhood quality, and first impressions Why photography, design, and hospitality directly influence revenue Balancing data-driven property selection with local market expertise Avoiding costly tax-savings-only purchases and focusing on sustainable returns How operational discipline and creative design elevate guest experience The growing importance of storytelling and experiential stays in the STR space Follow and Review: We'd love for you to follow us if you haven't yet. Click that purple '+' in the top right corner of your Apple Podcasts app. We'd love it even more if you could drop a review or 5-star rating over on Apple Podcasts. Simply select “Ratings and Reviews” and “Write a Review” then a quick line with your favorite part of the episode. It only takes a second and it helps spread the word about the podcast. Supporting Resources: STR Search website - strsearch.com John Bianchi's YouTube channel - www.youtube.com/@theairbnbdataguy Find John on Instagram - www.instagram.com/theairbnbdataguy Connect with John on LinkedIn - www.linkedin.com/in/john-bianchi-245608a6 John's TikTok - www.tiktok.com/@theairbnbdataguy The Bianchi Method - shop.strsearch.com/offers/hoQjGYBG/checkout Website - www.streamlined.properties YouTube - www.youtube.com/c/JonathanGreeneRE/videos Instagram - www.instagram.com/trustgreene Instagram - www.instagram.com/streamlinedproperties TikTok - www.tiktok.com/@trustgreene Zillow - www.zillow.com/profile/StreamlinedReal Bigger Pockets - www.biggerpockets.com/users/TrustGreene Facebook - www.facebook.com/streamlinedproperties Email - info@streamlined.properties Episode Credits If you like this podcast and are thinking of creating your own, consider talking to my producer, Emerald City Productions. They helped me grow and produce the podcast you are listening to right now. Find out more at https://emeraldcitypro.com Let them know we sent you.

DuPage County could soon expand its rental rules to include short-term stays like those offered on Airbnb and Vrbo.

In this episode of The AZREIA Show, hosts Marcus Maloney and Mike Del Prete sit down with Rick McHone, a powerhouse real estate agent and YouTube creator who's redefining how investors think and act in today's market. From the latest market trends and shifting interest rates to data-driven investing and the rise of AI in real estate, this conversation goes deep. Rick also pulls back the curtain on what's really happening in Maricopa County, how to win with short-term rentals and flips, and why being authentic online could be your biggest competitive edge. Tune in for expert insights, bold predictions, and strategies you can use to stay ahead in the fast-changing world of real estate investing. Key Takeaways:  01:14 Target Audience and Real Estate Focus 03:20 Guest Introduction: Rick McCone 04:27 Rick's Journey into Real Estate 05:37 Impact of COVID-19 on Real Estate 06:16 Building a YouTube Presence 07:37 Real Estate Market Analysis 08:24 Challenges and Misconceptions in Real Estate 18:29 Short-Term Rentals and Market Trends 21:09 Understanding the Airbnb Business 22:04 Current Market Trends and Predictions 26:50 The Popcorn Theory for Pricing Homes 29:48 Supply and Demand Insights 37:02 The Role of AI in Real Estate 39:57 The Power of YouTube and Social Media 44:05 Final Thoughts and Parting Words -

In this solo episode, Heather shares her enthusiasm for Google's NotebookLM. If you've ever wished for a research assistant who knows your business inside and out - an assistant who can analyze guest reviews, SOPs, market data, and spit out insights without hallucinating - this one's for you. Heather walks through how NotebookLM works, why it's different from ChatGPT and other popular AI tools, and how vacation rental hosts and managers can use it to streamline operations, improve guest experience, and uncover hidden business insights. This isn't theory - it's a practical, passionate review of a platform Heather uses every day. Whether you're AI-curious or deep in the rabbit hole, you'll find useful takeaways to apply to your short-term rental business today.

Send us a message!As the vacation rental industry matures, growth has become the holy grail for many property management companies. But what happens when scaling too fast starts doing more harm than good?In this episode, Ashley Ching, Founder & CEO of InHaven, joins us to unpack her in-depth research on why many large property management companies fail and what separates the ones that last.Drawing insights from over 100 executive interviews across the hotel, restaurant, and vacation rental sectors, Ashley reveals the five pillars of successful hospitality management  and how losing sight of them leads to the downfall of even the biggest brands.We cover:1️⃣ Why diseconomies of scale are real in hospitality and how to avoid them2️⃣ The five pillars that define sustainable hospitality businesses3️⃣ Why curated portfolios and empowered local teams matter more than size4️⃣ What Vacasa and Aimbridge's struggles teach us about over-expansion5️⃣ How InHaven is helping property managers raise the standard for quality and consistencyAshley also shares how her background with Tiffany & Co. and The Home Depot shaped her approach to brand standards and guest experience and how those same principles can guide operators in today's competitive landscape.Connect with Ashley:LinkedIn: https://www.linkedin.com/in/ashley-ching-7569a5240/ Website: https://inhaven.com/ Get 20% off any yearly or bi-yearly Lodgify plan, plus free personalized onboarding (a $3,000 value).

What if the key to short-term rental success isn't just location, but insight? In this episode, we sit down with Jamie Lane, Chief Economist at AirDNA, for a masterclass on data-driven investing in the STR space. From his roots as a self-proclaimed “data nerd” to becoming a hands-on host himself, Jamie shares how powerful analytics and real-world experience intersect to shape smarter investment strategies. Whether you're scouting your first property or scaling a multi-unit portfolio, you'll learn how to identify the right markets, unlock your property's potential, and leverage AirDNA's industry-leading tools to stay competitive. Plus, Jamie weighs in on emerging market trends and offers a candid forecast on where the industry is headed. Packed with practical insights and real-world advice, this is essential listening for anyone serious about succeeding in the short-term rental game.Things we discussed in this episode:Jamie Lane's journey from data analyst to short-term rental host and Chief Economist at AirDNA.How actionable data from AirDNA can guide investment decisions in the short-term rental market.The importance of market selection, including supply, demand, and seasonality.Using AirDNA's tools to compare properties and identify investment opportunities.The role of property attributes and positioning in maximizing rental performance.Revenue management strategies, especially during off-peak seasons.The impact of technology and automation on modern hosting operations.Lessons learned from hands-on property management and annual property reviews.The value of an ongoing AirDNA subscription for tracking competition and optimizing performance.Jamie Lane's outlook on short-term rental market trends, including home values, interest rates, and future growth opportunities.Get in touch with Jeremy:Instagram - https://www.instagram.com/jamie_lane/Website - ⁠⁠⁠https://www.airdna.co/Linkedin - ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.linkedin.com/in/jamiehlane/#SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #ShortTermRentals #STRInvesting #AirDNA #VacationRental #PropertyManagement #RentalData #HostingTips #MarketTrends #SmartInvestingFollow Us!Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show!Following and subscribing to SmartStay Show not only ensures that you'll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide.SmartStay Show ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Website⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ and on ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Instagram⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ and⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ YouTube⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Prideaway Stays ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Website⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ and on ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Facebook⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ and ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠LinkedIn⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Straightforward Short-Term Rentals ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Website⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ and on ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Instagram⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Attorney Rory Gill ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠on LinkedIn⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Jason Muth on ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠LinkedIn⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

In this conversation, Brian Steiner discusses his journey in scaling short-term rental businesses, particularly focusing on tiny homes. He shares insights on the challenges and strategies involved in building a successful rental business, the importance of team building, and the unique design elements that enhance guest experiences. Brian also outlines future expansion plans and innovations in the hospitality sector.   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   —--------------------

For years, Austin City Council has tried to regulate short-term rentals, and it looks like finally, there is a solution. Plus, a contract for homelessness services is up in the air, there's a not-in-my-backyard fight over where to put a new navigation center, and the city is rushing to keep some 28,000 naturally-occurring affordable housing units from being sold by 2030. Austin City Council has been busy lately — and City Cast Austin contributor Amy Stansbury, editor-in-chief of the Austin Common, joins host Nikki DaVaughn to get into it all. And, are you registered to vote? Today's the deadline to do so if you want to participate in the Nov. 4 tax rate election, known as Proposition Q.  Want some more Austin news? Then make sure to sign up for our Hey Austin newsletter.  And don't forget– you can support this show and get great perks by becoming a City Cast Austin Neighbor at membership.citycast.fm. Follow us @citycastaustin. You can also text us or leave a voicemail.  Interested in advertising with City Cast? Find more info HERE.

Send us a textWant the real story behind “managing growth” in a fast-changing town? We sit down with Hurricane's mayoral candidates for a candid, side-by-side look at how zoning, infrastructure, and budgets determine whether a city keeps its soul while adding homes, roads, and services. We dig into the general plan's role in preventing costly pivots, why density—more than raw population—is the key lever leaders can pull, and how water, power, sewer, and access act as hard gates on what gets built and when.Water takes center stage. You'll hear where will-serve letters help—and where they fall short—plus the nuts and bolts of reuse: Type 1 irrigation, trunk lines, and the Confluence Park buildout that shifts pristine spring water back into homes. We talk real costs, from treatment plants that inflated from $24M to $38M, to the reality that water will keep getting pricier. Power isn't far behind: coal retirements, stalled nuclear prospects, and storage-limited renewables complicate the resource mix, even as Hurricane maintains backup generation and shares in regional plants.If you've ever wondered why “affordable housing” rarely shows up next door, this conversation goes beyond slogans. We break down lot sizes, and why smaller, deed-restricted pockets spread through neighborhoods can support young families without creating high-rise blocks. We also get honest about impact fees—they're cost allocation, not a growth throttle—and how zero-based budgeting, under-forecasted revenues, and cash-funding capital projects keep the city resilient. Finally, we challenge the idea that “small-town feel” means freezing time. It's built by open doors at city hall, events like Peach Days, and a culture that welcomes newcomers while honoring property rights and a shared plan.Please make sure you like and subscribe, share it with other voters throughout Washington County to help them make informed decisions in the upcoming election. Visit VoteSTG.com for more candidate interviews.Looking for a Real Estate expert? Find us here!www.wealth435.comhttps://linktr.ee/wealth435Below are our wonderful friends!Find FS Coffee here:https://fscoffeecompany.com/Find Tuacahn Amphitheater here:https://www.tuacahn.org/Find Blue Form Media here:https://www.blueformmedia.com/[00:00:00] Intro and welcome[00:04:06] Stick to the General Plan or Pay Later[00:10:18] Water Reality: Will-Serve Letters and Risk[00:16:48] Power Supply Constraints and Regulation[00:20:12] Sewer Capacity, Treatment Plants, and Cost Inflation[00:31:12] Resorts, Short-Term Rentals, and Balance[00:38:10] Incentives, Impact Fees Timing, and Market Frictions[00:46:20] Impact Fees: Costs, Myths, and Drainage Gaps[00:51:10] Budgeting Philosophy: Zero-Based and Cash-Funded Projects[00:56:00] Campaign Climate, Civility, and Voter Guidance

Want to learn more about Vodyssey or start your STR journey. Book a call here:https://meetings.hubspot.com/vodysseystrategysession/booknow?utm_source=vodysseycom&uuid=80fb7859-b8f4-40d1-a31d-15a5caa687b7CONNECT WITH ED:https://www.healthyloveandmoney.com/https://www.instagram.com/healthyloveandmoney/https://www.linkedin.com/in/healthyloveandmoney/ED & ANN'S PROPERTYhttps://www.airbnb.com/rooms/1487675661306822790?viralityEntryPoint=1&unique_share_id=355DBFFF-6614-4776-BD97-B5E308A665A5&slcid=8ac5f02bfb7448e8965359334ee7b167&s=76&adults=1&slug=uP4csI6A&source_impression_id=p3_1755647145_P3d2zROPtFd3KU9VFOLLOW US:https://www.facebook.com/share/g/16XJMvMbVo/https://www.instagram.com/vodysseyshawnmoorehttps://www.facebook.com/vodysseyshawnmoore/https://www.linkedin.com/company/str-financial-freedomhttps://www.tiktok.com/@vodysseyshawnmooreChapters00:00:00 Intro00:03:08 Navigating the Decision to Invest00:05:54 The Importance of Partnership in Investments00:09:01 Learning from Experience and Mentorship00:12:02 Acquisition and Property Management Insights00:14:50 Understanding Financial Responsibilities00:17:58 Challenges of Well Water Systems00:20:55 The Emotional Journey of Property Ownership00:23:42 Evaluating Property Managers00:26:57 Designing the Property for Success00:29:48 Family Involvement in Real Estate00:32:42 Future Goals and Learning Opportunities

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

Real estate can be a powerful tool for building wealth, and this week on Real Estate Today, we explore strategies for turning homes into serious cash. From short-term rentals and flipping houses to buying property overseas, we break down the methods that can help you grow your real estate portfolio and maximize income. Discover the top markets for short-term investments and tips from experts who have helped buyers turn homes into profitable ventures. Guests include Jamie Lane, chief economist at AirDNA; Janet Ramirez, REALTOR®; and Janel Muhammad, international real estate specialist. Plus, in our Hot or Not segment, we look at two trending home design elements: the color beige and gigantic couches.

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

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.

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

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.

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

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.

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.

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.

Sing Out Loud and short term rentals

WXPR News for 9-19-25

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.

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

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.

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   —--------------------

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.

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

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.

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

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)  

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   —--------------------

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

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

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

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.

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   —--------------------

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   —--------------------

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 (

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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.

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.

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!

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!