Podcasts about short term rentals

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Best podcasts about short term rentals

Show all podcasts related to short term rentals

Latest podcast episodes about short term rentals

Alex & Annie: The Real Women of Vacation Rentals
1st of the Month Bonus: Intentional Growth in a Rapidly Evolving STR Market with Carly Traub

Alex & Annie: The Real Women of Vacation Rentals

Play Episode Listen Later Mar 1, 2026 48:56 Transcription Available


Send us a message!Growth in short-term rentals often gets framed as a numbers game. More properties, more markets, more tech, and more scale.But what if growth isn't about doing more but choosing better?In this 1st of the Month Bonus episode, Alex & Annie sit down with Carly Traub, Co-Founder and CEO of Lazy Sunday Rentals, to talk about what it really looks like to build a business intentionally in a fast-moving, information-heavy industry.Carly launched her company in 2022 alongside her husband, starting with a single property and quickly scaling to a growing portfolio. Like many operators, she said yes to everything early on. Over time, she realized that not all growth is aligned growth.This conversation explores the shift from reactive expansion to thoughtful refinement.Episode Chapters:04:53 Moving from channel-dependent to brand-driven06:15 Why saying “yes” to everything works at first and why it eventually doesn't07:15 Maximizing your existing tech stack before adding more tools6:26 Evaluating return on time, not just return on money18:23 Building a direct booking strategy that reflects your identity27:58 How to define the kind of guest experience you actually want to deliver31:59 Why smaller operators need a seat at the DMO table41:26 The realities of operating in a “hot” investment market45:29 Unrealistic investor expectations and the myth of easy remote hostingIf you're building in a crowded market and want growth that fits your vision, this episode will help you pause, refocus, and move forward with intention.Connect with Carly:LinkedIn: https://www.linkedin.com/in/carly-traub-6a402325/ Website: https://lazysundayrentals.com/ ✨ Exclusive Offer to Alex & Annie Listeners:Streamline your short-term rental operations with Hostfully.Mention the Alex & Annie Podcast when you sign up and get free onboarding ($1000 value).

Investor Fuel Real Estate Investing Mastermind - Audio Version
How to Build Financial Freedom With Short-Term Rentals (1% Net Cashflow Strategy Explained)

Investor Fuel Real Estate Investing Mastermind - Audio Version

Play Episode Listen Later Feb 26, 2026 34:00


In this episode of the Real Estate Pros Podcast, Micah Johnson interviews Kirby Atwell, a successful short-term rental investor. Kirby shares his journey from military service to real estate, discussing his transition from flipping houses to focusing on cash flow through short-term rentals. He emphasizes the importance of identifying profitable markets, operational strategies, and the significance of cash flow in building wealth. Kirby also highlights the need for clarity in deal-making and the benefits of having a scalable business model that allows for time freedom.   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   —--------------------

Living Off Rentals
#315 - Leaving a 30-Year Career for High-Cash-Flowing Short-Term Rentals - Carlos Vazquez

Living Off Rentals

Play Episode Listen Later Feb 25, 2026 45:31


Joining us in this episode of Living Off Rentals is someone who walked away from a 30-year corporate career to build a short-term rental portfolio designed around freedom, family, and intentional living. Born in Cuba and raised under communism before immigrating to the U.S., Carlos Vazquez is a former global talent acquisition executive, the founder of Cabin Vistas, and a member of my short-term rental Blueprint program.  In this episode, Carlos shares how his upbringing, a cancer scare in his mid-40s, and a desire to be present for his wife, kids, and grandkids reshaped his definition of success. Listen as he opens up about overcoming fear, leveraging equity to scale, and why cash flow is what truly buys freedom.  Enjoy the show! Key Takeaways: [00:00] Introducing Carlos Vazquez and his background [04:01] From Cuba to corporate America: finding his path [07:34] A cancer diagnosis that changed his perspective on life and work [13:04] The impact of the book Die With Zero on his financial philosophy [18:28] Three things that define Carlos [19:17] The decision to resign and "burn the boats." [21:14] His wife's support and building a plan to leave both jobs [23:39] Retirement vs redirection [25:53] Expanding beyond North Carolina into new markets [27:38] Investing in Michigan City and trusting the numbers [29:25] Adding properties in Savannah, GA, and Columbus, GA [31:46] Turning lazy equity into higher monthly cash flow [33:30] Why conservative underwriting and operational excellence matter [36:07] Setting evolving portfolio goals [37:05] Quantifying freedom and the ability to do what you want every day [41:39] Advice for anyone thinking about leaving their W-2 job [44:50] Connect with Carlos Vazquez   Guest Links: Website: https://cabinvistas.com/    Show Links: Living Off Rentals YouTube Channel – youtube.com/c/LivingOffRentals  Living Off Rentals YouTube Podcast Channel - youtube.com/c/LivingOffRentalsPodcast  Living Off Rentals Facebook Group – facebook.com/groups/livingoffrentals  Living Off Rentals Website – https://www.livingoffrentals.com/  Living Off Rentals Instagram – instagram.com/livingoffrentals  Living Off Rentals TikTok – tiktok.com/@livingoffrentals   

The Art Of Hospitality
What Almost All Vacation Rentals & Short Term Rentals Are Getting WRONG (With Scott Eddy)

The Art Of Hospitality

Play Episode Listen Later Feb 25, 2026 52:15


We welcome Scott Eddy to the show to talk storytelling, hospitality, what hotels get right and Vacation Rentals get WRONG, Instagram, thinking about growth in 2026 and a LOT more...Enjoy!⭐️ Links & Show NotesAdam NorkoConrad O'Connell Scott Eddy (IG) Scott Eddy (LinkedIn) Scott Eddy Website

The Ali Rae Haney Show
How to Use Market Data to Build a Profitable Short-Term Rental with Heather Martini and Emily King of Data Led Designs

The Ali Rae Haney Show

Play Episode Listen Later Feb 25, 2026 47:45


What if your short-term rental could outperform the entire market it's in, before your first guest even checks in?In this episode, I sit down with Heather Martini and Emily King, of Data Led Designs, to talk about what it really takes to build a profitable short-term rental in today's competitive landscape. Heather brings her business intelligence background and Airbnb Superhost experience, while Emily blends luxury marketing expertise with hands-on hosting success. Together, they're helping investors make smarter, data-driven decisions.We unpack how to choose the right market, how to select amenities that actually produce ROI, and how to design a guest experience that commands higher nightly rates and better reviews.Emily also shares the real numbers behind her Cary, North Carolina STR—and they are wildly impressive.Find It Quickly:00:30 - Meet Heather and Emily01:52 - Heather's Journey and the Birth of Data Led Designs03:54 - Emily's Background and Role in Data Led Designs05:14 - The Importance of Guest Experience in Short-Term Rentals05:58 - Market Insight Reports: Customization and Client Collaboration10:00 - Maximizing Investment in Short-Term Rentals11:42 - Amenity Strategy: Quick Wins vs. Premium Positioning20:01 - Navigating Established vs. Up-and-Coming Markets23:38 - Navigating Local Regulations for Short-Term Rentals24:56 - Handling Uninvestable Areas26:22 - Market Insight Report for Cary, North Carolina27:54 - Renovation and Amenity Strategy32:19 - Guest Experience and Hospitality38:32 - Impressive Occupancy and Revenue NumbersMentioned in this EpisodeCohosting with Ali: brandandmarket.co/cohosting-servicesConnect with Data Led DesignsWebsite: dataleddesigns.comReports: dataleddesigns.com/airbnb-market-research | Use the code "brandandmarket10" for 10% off any report.Instagram: instagram.com/dataleddesigns_strInstagram: instagram.com/bramble.cary

The Savvy Investor Podcast
Stop Guessing Your Short Term Rentals with Kenny Bedwell

The Savvy Investor Podcast

Play Episode Listen Later Feb 25, 2026 56:11


Let Us Know What You Thought Of The Episode Is short-term rental investing still worth it… or has the acquisition boom cooled off?With cities tightening regulations, licenses disappearing, and bylaws changing fast, the question isn't just “How much can this Airbnb make?” — it's “Is this market stable enough to invest in?”Joining me is Kenny Bedwell, Founder & CEO of STR Insights, a data-driven platform helping investors analyze revenue potential, seasonality, regulation risk, and market saturation before buying. Coming from a financial analytics background, Kenny breaks down how to remove speculation and make smarter, numbers-based decisions.In this episode, we cover:How government regulation is reshaping short-term rentalsHow to spot stable vs. high-risk marketsThe key data points serious investors should be trackingWhether STRs still cash flow in today's environmentWhy boutique hotel models are gaining attentionIf you're investing in Airbnb or thinking about entering the short-term rental space, this conversation will change how you approach market selection and risk.Follow Kenny on Instagram: https://www.instagram.com/kenny_bedwell/Learn More About Our Trusted Partner -  Barr LLPBarr LLP is a full service law firm based in the Province of Alberta with a broad range of practice areas to assist all clients. Their Commercial and Residential Real Estate and Finance team helps new and experienced clients navigate the world of real estate investing in an easy and open manner. Would you like to learn more about Barr LLP or get in touch with them? Visit: https://thesavvyinvestor.ca/barr-llp Savvy Investor Links: Website: https://thesavvyinvestor.caInstagram: https://www.instagram.com/savvy_investorsYouTube: https://www.youtube.com/@thesavvyinvestorJoin our FREE Savvy Investor Facebook Community:  https://www.facebook.com/groups/341243106757064Disclaimer: The views and advice expressed on this podcast are those of the participants and do not necessarily reflect the opinions or beliefs of the podcast host or affiliated parties. The content is for entertainment purposes only and should not be considered as professional financial, legal, or investment advice. Listeners are encouraged to conduct their own research and consult with qualified professionals before making any financial decisions. The podcast host and producers are not responsible for any actions taken based on the information provided.

The Real Estate Law Podcast
The Game-Changing Tax Move That Short-Term Rental Owners Overlook | Erik Oliver

The Real Estate Law Podcast

Play Episode Listen Later Feb 24, 2026 37:01


Hospitable Hosts
Building a Thriving Short-Term Rental Business with Pacific Properties Management

Hospitable Hosts

Play Episode Listen Later Feb 24, 2026 20:45


In this episode of the Hospitable Hosts podcast, Misty Krengle, co-founder of Pacific Properties Management, shares her journey to managing over 50 short-term rental properties in Galveston, Texas. Discover how she scaled her business, navigated market challenges, and implemented systems like Hospitable and Turno to streamline operations and enhance guest experience.Timestamps:0:00 - Introduction2:35 - Growing to 50+ properties4:07 - Growth pain points5:20 - Standardizing procedures6:50 - Picking property owners7:40 - Using Turno9:05 - Cleaning quality checks11:30 - Using Hospitable13:05 - Guest communication14:30 - Advice for beginner hosts17:30 - Future plans

Real Estate News: Real Estate Investing Podcast
2026 Short-Term Rental Outlook: STR Investing, Mortgage Rates & Occupancy Trends

Real Estate News: Real Estate Investing Podcast

Play Episode Listen Later Feb 23, 2026 4:43


Is 2026 shaping up to be the best year for short-term rental investing since 2021? In this episode, Kathy breaks down AirDNA's 2026–2027 short-term rental outlook, including where occupancy is headed, why ADR growth may slow before rebounding, and how the STR premium is improving as mortgage rates stabilize near 6%. We'll cover supply growth, demand forecasts, home price declines in coastal and urban markets, and what RevPAR trends mean for investors. If you're considering buying, expanding, or repositioning a short-term rental, this episode explains where opportunity may be emerging before competition increases again.

Investor Fuel Real Estate Investing Mastermind - Audio Version
Midterm Rental Investing Explained: Higher Cash Flow Without Short-Term Rental Headaches

Investor Fuel Real Estate Investing Mastermind - Audio Version

Play Episode Listen Later Feb 23, 2026 21:06


In this episode of the Real Estate Pros Podcast, host Michelle Kesil interviews Ryan Mueller, founder of Plexa Housing, a tech platform focused on midterm rentals for people displaced due to insurance claims. Ryan explains how Plexa Housing matches displaced families with available properties in under a minute, streamlining the process for insurance adjusters, relocation companies, and landlords. The platform is currently operational in Las Vegas, with plans to expand nationwide. The discussion covers the creation process, key differentiators, challenges in building the tech, benefits to landlords, insurance companies, and tenants, and plans for scaling the business.   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   —--------------------

Grit Daily Podcast
Short-Term Rental Tax Loophole: 100% Bonus Depreciation with Madeleine Raiford-Holland

Grit Daily Podcast

Play Episode Listen Later Feb 21, 2026 31:37


S6:E16 If you keep hearing about the short-term rental tax loophole but it feels confusing, this episode makes it easy-peasy to understand. We unpack how 100% bonus depreciation can create big paper losses that may offset active income when structured correctly. Loralyn Mears, PhD, aka "Dr. LL," brings you thoughtful conversations with entrepreneurs and small business leaders navigating visibility, leadership, and growth. Thank you for being here. Overview A lot of smart, high-earning people are trying to "do the right thing" financially, but they are quietly stuck in analysis paralysis, platform dependence, or bad assumptions about what's actually possible. This episode sits inside that tension: you want real assets and real leverage, but you also want clarity, guardrails, and a plan that does not take over your life. That's the difference between buying a property and building an asset that actually performs.

Women-in-Tech: Like a BOSS
Short-Term Rental Tax Loophole: 100% Bonus Depreciation with Madeleine Raiford-Holland

Women-in-Tech: Like a BOSS

Play Episode Listen Later Feb 21, 2026 31:37


S6:E16 If you keep hearing about the short-term rental tax loophole but it feels confusing, this episode makes it easy-peasy to understand. We unpack how 100% bonus depreciation can create big paper losses that may offset active income when structured correctly. Loralyn Mears, PhD, aka "Dr. LL," brings you thoughtful conversations with entrepreneurs and small business leaders navigating visibility, leadership, and growth. Thank you for being here. Overview A lot of smart, high-earning people are trying to "do the right thing" financially, but they are quietly stuck in analysis paralysis, platform dependence, or bad assumptions about what's actually possible. This episode sits inside that tension: you want real assets and real leverage, but you also want clarity, guardrails, and a plan that does not take over your life. That's the difference between buying a property and building an asset that actually performs.

Lifestyle Asset University
Episode 354 - Investing In Short Term Rentals With NO MONEY - How Our Member Did It

Lifestyle Asset University

Play Episode Listen Later Feb 20, 2026 41:43


WEBINAR LINK:https://shawnmoore.clickfunnels.com/optiniyvvg89sWant 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-15a5caa687b7FOLLOW 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/@vodysseyshawnmooreCONTACT US:support@vodyssey.comPROPERTIES:1) https://www.airbnb.com/rooms/51491507?source_impression_id=p3_1676588334_fH0E5iKEK4ZAv0OV2) https://www.airbnb.com/rooms/618750601524539540?source_impression_id=p3_1675967498_YRBSXe6ONBFK2peV3) https://www.airbnb.com/rooms/50002008?source_impression_id=p3_1675967275_HGsx3Btmh7lvJjCJ4) https://www.airbnb.com/rooms/699999888857707150?source_impression_id=p3_1676588360_IDPidcUKVAtyIjOA

HC Audio Stories
Registration Lax on Short-Term Rentals

HC Audio Stories

Play Episode Listen Later Feb 20, 2026 6:42


Beacon cites lack of resources to compel compliance Nearly six years after Beacon legalized short-term rentals, most Airbnb listings are not registered with the city. According to Inside Airbnb, a data collection project based in Newburgh, 133 units in Beacon were listed on the booking site in July 2025. But files obtained by The Current under the Freedom of Information Law show only 33 are registered with the city, as the law requires. STR laws typically allow municipalities to limit the number of housing units being rented to visitors and ensure that rentals have safety features such as smoke detectors and don't disrupt neighborhoods. The 2020 Beacon law allows homeowners and tenants to rent or sublet their homes or apartments for up to 30 days at a time, for a maximum of 100 days per year. Rental spaces must be the host's primary residence, and accessory dwelling units cannot be rented. According to Inside Airbnb, which pulls its data from information posted by the platform, the hosts of 14 Beacon listings live in New York City and six live out of state. The 133 listings are more than triple the number (40) on the site a decade ago, but nearly the same as in June 2020 (126), when the council amended the zoning code. City Administrator Chris White said this week that Beacon does not have the staff to adequately enforce its STR regulations. Since Building Inspector Bryan Murphy was hired in March, the department has prioritized health and safety issues, including overdue fire inspections and enforcing sidewalk snow removal. White said enforcement of STRs has been mostly in response to complaints about noise or parking. New York State authorized Beacon to collect a 2 percent occupancy tax on hotel stays and STR rentals as of Jan. 1, 2025. The Roundhouse, Mirbeau Inn & Spa and other hotels are expected to generate the bulk of the $200,000 in tax revenue in 2026, White said. Airbnb will begin collecting the Beacon tax on its platform starting March 1. The City Council is likely to revisit its STR regulations this year. During a discussion of agenda priorities on Tuesday (Feb. 17), Mayor Lee Kyriacou noted that enforcing limits on short-term rentals could have the quickest impact on the "acute" need for housing. "The fundamental issue is rental costs are really high because there's not enough supply," he said. "Restricting short-term rentals would force them into the long-term rental stock immediately." According to the most recent U.S. Census Bureau data, 41 percent of Beacon households are renter-occupied, and 185 units are listed as vacant, meaning they do not have long-term renters. "If some of those Airbnb units were returned to the market, it would make it easier to find housing," said Murray Cox, who founded the data project. A New York City law adopted in 2023 is stricter than Beacon's: It also requires hosts to register with the city before accepting rentals of 30 days or less. Property owners must reside (and remain) in the unit; bookings are limited to two guests; and booking platforms cannot process transactions for unregistered listings. The law had an immediate effect, with 50,000 listings falling off the services between 2019 and 2023. There are now about 5,000, Cox said. In 2024, Gov. Kathy Hochul signed legislation authorizing counties to establish STR registries. Dutchess County officials have discussed creating a list; there has been no discussion in Putnam, a representative said. In Cold Spring, the Village Board enacted a law in 2021 to regulate STRs but began to review the measure three years later, saying the regulations were too cumbersome to enforce. Mayor Kathleen Foley says updating the STR code is a priority for 2026. The Philipstown Town Board this week discussed revisions to regulations it drafted in October that would require annual permits and inspections and ban parties. Critics say STRs need to be limited because they remove long-term housing from the market, drive up rents and negatively aff...

Tangent - Proptech & The Future of Cities
Can an AI PMS Run Your Short-Term Rental Portfolio?, with Boom Co-founder & CEO Shahar Goldboim

Tangent - Proptech & The Future of Cities

Play Episode Listen Later Feb 19, 2026 34:50


Shahar Goldboim is the Founder and CEO of Boom, an AI-enabled property management platform for short-term rental portfolios built by operators. Shahar is an entrepreneur and builder, and he launched Boom with his two sibblings after identifying real-world operational pain points inside a large South Florida property management company as it scaled. Under his leadership, Boom delivers comprehensive software that simplifies workflows, increases revenue, and reduces costs for property managers.(02:15) - Why Short-Term Rentals Are the Hardest Asset Class(02:44) - Fragmentation and the Review-Driven Revenue Trap(04:13) - The Spark: A Miami Airbnb Experiment(05:30) - From Airbnb Host to Property Manager(07:31) - Software Fragmentation in STR Ops(07:55) - From SaaS to Baas (Business-as-Software)(09:09) - Boom, the AI PMS(12:47) - Enabling Proactive Ops(13:51) - The $12M+ Fundraise(14:47) - Winning Investors with Hospitality & Tech Credibility(16:53) - Feature: Blueprint Vegas 2026(17:46) - STR Market Context and the Vacasa Lesson(21:03) - Replacing Point Solutions(23:47) - ROI, AI Moats, Future of STR Ops(32:06) - Collaboration Superpower: Tony Robbins (Wiki)

Alex & Annie: The Real Women of Vacation Rentals
Boss Lady Energy: How Krista Goodrich and Kymberlee Nguyen Built Salty Dog Vacations

Alex & Annie: The Real Women of Vacation Rentals

Play Episode Listen Later Feb 18, 2026 48:08 Transcription Available


Send us a message!In this episode, Alex & Annie sit down with Krista Goodrich and Kymberlee Nguyen, the duo behind Salty Dog Vacations, to talk about what it really takes to build a vacation rental company that guests remember and a team that is proud to be part of it.They share how Salty Dog grew from early investing decisions in Daytona Beach into a full-scale operation, and how their approach to branding goes beyond design choices. It shows up in the details, the guest experience, and the way they protect their people.The conversation also expands into Krista's work in local advocacy and zoning, their broader mission to help more women build wealth through real estate, and how their community has grown through retreats and education.Episode Chapters:08:20 – How local rules, zoning, and community involvement shape what it takes to operate responsibly15:07 – Building a brand guests remember: personality, pet-friendly touches, and guest joy19:37 – Krista's “Boss Lady Investor” work, and why real estate education needs to feel accessible25:00 – How retreats and community experiences can become part of a bigger platform, not just a side project33:32 – What it looks like to build a company culture where your team feels protected and respected35:44 – The moment they fired an owner, and why that decision mattered for the business long term40:25 – Why consistency matters more than “cute ideas,” especially once you are scalingIf you're trying to build a stronger guest experience and a business that holds up as you grow, this one's worth a listen.Connect with Kym & Krista:LinkedIn: https://www.linkedin.com/in/krista-goodrich-2823198/ Podcast: https://www.thebossladyinvestor.com/ Website: https://mysaltydogvacation.com/ ✨ Exclusive Offer to Alex & Annie Listeners:Streamline your short-term rental operations with Hostfully.Mention the Alex & Annie Podcast when you sign up and get free onboarding ($1000 value).

The Ali Rae Haney Show
Why Every New Short-Term Rental and Airbnb Should Have a Pre-Launch Waitlist

The Ali Rae Haney Show

Play Episode Listen Later Feb 18, 2026 21:28


Are you ready to launch your new short-term rental property? Not without a pre-launch waitlist! In today's episode, I'm breaking down the strategy behind having a short-term rental waitlist before the property officially launches, and how doing so will drive up your bookings. Time-stamps:Stop waiting for it to be perfect (1:56)Understanding what a waitlist is and what it isn't (5:45)Drive early bookings with your waitlist (8:51)How to build your waitlist (9:51)Short-Term Rental Marketing Quiz (12:13)Making your waitlist a brand builder (12:49)Systems for running your waitlist (16:16)Mentioned in This Episode:Short-Term Rental Marketing Quiz: tryinteract.com/share/quiz50% off your first year subscription to Flodesk: partners.flodesk.com/brand-and-marketConnect with Ali: Website: brandandmarket.coInstagram: instagram.com/brandandmarket.coBook a discovery call with Ali: brandandmarket.17hats.com/p#/scheduling

RTÉ - The Late Debate
Short-term Rentals Bill

RTÉ - The Late Debate

Play Episode Listen Later Feb 18, 2026 9:36


Grace Boland, Fine Gael TD for Dublin Fingal West / Sorcha Clarke, Sinn Féin TD for Longford Westmeath and party's Mental Health spokesperson / Duncan Smith, Labour TD for Dublin Fingal East and party's Foreign affairs and Trade spokesperson /Craig Hughes, political editor, The Irish Daily Mail

REI Rookies Podcast (Real Estate Investing Rookies)
Short-Term Rentals Aren't Easy Anymore—Here's What Still Works with Kenny Bedwell

REI Rookies Podcast (Real Estate Investing Rookies)

Play Episode Listen Later Feb 17, 2026 46:22


Kenny Bedwell explains why short-term rentals are harder today—and how data, design, and discipline still create outsized returns.In this episode of RealDealChat, Kenny Bedwell—short-term rental investor, former Citibank data analyst, and founder of STR Insights—breaks down what has actually changed in the Airbnb market over the last eight years.Kenny shares his journey from house hacking a duplex in Buffalo to owning short-term rentals across multiple states and even operating a hotel. We dive into why the “throw it on Airbnb and print money” era is over, how competition and regulation reshaped the landscape, and why data—not hype—must drive every STR decision today.This conversation covers how Kenny uses nationwide data to identify high-ROI markets most investors overlook, why regulated markets can still outperform, how to self-manage STRs without burning out, and what amenities and design choices actually move the revenue needle. Kenny also shares his most expensive mistakes, why parking and neighbors matter more than Instagram aesthetics, and how to think about guest avatars instead of generic “travelers.”If you're considering short-term rentals—or already in the game and feeling squeezed—this episode will reset your expectations and sharpen your strategy.

The STR Sisterhood
Designing a Life on Purpose Through Short-Term Rentals with Erica Egner

The STR Sisterhood

Play Episode Listen Later Feb 17, 2026 48:18


What would your life look like if you actually designed it on purpose—down to how you spend your mornings, who you work with, and where you pour your creative energy? In this episode, I sit down with certified Airbnb stylist and designer Erica Egner, whose journey from a burnt-out graphic designer to a thriving short-term rental entrepreneur is a masterclass in intentional living.We talk about:How Erica and her husband worked backward from a vision of freedom to escape the 9-to-5 commute and daycare cycleThe story of a scruffy 1970s A-frame in Washington that transformed Erica from a DIY novice into a soulful hospitality expertWhy Erica is choosing to keep her boutique co-hosting portfolio small to protect her boundaries and her "people-pleaser" tendenciesHow graphic design principles translate into physical spaces to guide a guest's eye, and their experience, through a homeThe power of plugging into mentors and communities to build systems and avoid the chaos of figuring it out alone.But this isn't just about beautiful interiors. It's about alignment. Erica pulls back the curtain on the grit and creativity required to turn a tired space into a high-performing rental that guests describe as "healing." You'll hear how she navigated the transition from remote design work to full-time hospitality, and why she views her business not as a machine, but as an engine for the life she actually wants to lead.If you've ever felt like your business is dictating your life instead of the other way around, this conversation will give you the permission—and the plan—to start designing your exit. Get ready to align your daily actions with your biggest vision.HIGHLIGHTS AND KEY POINTS:[01:01] A short introduction about our guest Erica Egner, how she got started into the world of short term rental, and how it has changed her life[03:35] Erica explains how shared values around time, freedom, and family guided major life and career decisions with her partner[07:05] Erica describes how patience, research, and shared values guided conversations around starting in short-term rentals[12:09] How reframing the short-term rental as an easy family escape helped Erica's husband embrace the idea[13:28] Erica reflects on how applying design fundamentals in a real-world renovation revealed a natural shift toward interior design[17:23] How foundational design training shaped the way Erica approaches interior design in short term rentals[18:28] Erica describes how methodical pacing and hands-on involvement defined her co-hosting growth and journey [22:56] Erica explains how proximity, standards, and fit now guide her co-hosting client decisions[24:28] Erica shares how learning to set boundaries became essential to protecting her time and energy, and [27:20] How designing Erica's own short-term rental revealed a clear and natural entry point into the interior design world[31:40] How learning from others helped...

Saint Louis Real Estate Investor Magazine Podcasts
From Broke to Booked Solid: Building a YouTube Empire in Real Estate with Robyn Cavallaro

Saint Louis Real Estate Investor Magazine Podcasts

Play Episode Listen Later Feb 17, 2026 38:01


Discover how Robyn Cavallaro rebuilt her life, dominated YouTube, and created unstoppable momentum by focusing on buyers, authenticity, and relentless action in The Villages, Florida.See article: https://www.unitedstatesrealestateinvestor.com/from-broke-to-booked-solid-building-a-youtube-empire-in-real-estate-with-robyn-cavallaro/(00:00) - Introduction to The REI Agent Podcast(00:11) - Welcoming Robyn Cavallaro to the Show(00:42) - The Villages, Florida: Inside a 150,000 Resident Active Community(02:05) - Hyper Focusing on a Niche Market(02:51) - From Restaurant Owner to Real Estate Agent(04:01) - Side Hustle or Go All In(06:50) - Buyers Versus Listings Strategy(08:38) - How YouTube Launched Her Real Estate Career(10:48) - Relocation Clients and Building Trust Through Content(13:55) - YouTube Monetization and Authority Building(15:34) - Short Term Rentals as a Strategic Advantage(16:49) - Overcoming Fear of Being on Camera(18:13) - Practice Without Posting Strategy(19:12) - Define Your Avatar and Clarify Your Message(20:13) - Short Form Versus Long Form Content Debate(23:15) - Live Streaming and Repurposing Content(24:51) - Editing, AI Tools, and Simplifying Your Topics(27:30) - Starting With Free Tools and Growing Over Time(28:26) - The Importance of Sound and Lighting(30:52) - Would She Start With YouTube Again(33:22) - Final Golden Nuggets for Agents(35:26) - Dave Ramsey Recommendation and Robyn's Books(36:50) - Robyn's Podcast and Social Media Platforms(37:43) - Closing Remarks and DisclaimerContact Robyn Cavallarohttps://robyncavallaro.com/https://www.facebook.com/robyncavallaro1https://www.instagram.com/robyncavallaro/https://www.youtube.com/@Robyncavallarohttps://www.youtube.com/@StopChasingStartAttractingRobyn Cavallaro proved that it is never too late to rebuild, reinvent, and rise by serving buyers first and building authority through YouTube. If you are ready to stop chasing and start attracting, take action today and visit https://reiagent.comIs success destroying your peace? Most pros grind until they break. Download The Investor's Life Balance Sheet: A Holistic Wealth Audit to see if you are building a legacy or heading for burnout. Presented by The REI Agent Podcast & United States Real Estate Investor® https://sendfox.com/lp/m4jrl

Clare FM - Podcasts
Clare Airbnb Host Seeks Clarity On Proposed Short-Term Rental Changes

Clare FM - Podcasts

Play Episode Listen Later Feb 17, 2026 20:55


Property owners who provide short-term accommodation lets across Clare, Limerick and Tipperary gathered at a meeting in Limerick last night to press local TDs and councillors for clarity ahead of impending rule changes for the sector. The gathering took place ahead of a nationwide meeting in Buswells Hotel, Dublin next Tuesday, February 24th, and followed last week's Government decision to tighten regulations around short-term rentals. Proposed changes include restricting short-term lets in towns with a population of more than 20,000, those properties must be planning compliant and mandatory registration with Failte Ireland. Sally-Ann Barrett spoke with Airbnb Host Lorna Cahill to discuss how these changes may impact herself and other hosts, she also spoke to Fianna Fáil TD Cathal Crowe and Fine Gael TD Joe Cooney about their thoughts on the matter. Image (c) Airbnb

Japan Real Estate
How to Buy & Run a Tokyo Holiday Home Rental

Japan Real Estate

Play Episode Listen Later Feb 13, 2026 57:24


We speak to a Singapore family who are looking for a Tokyo holiday home that they can rent out profitably when not in use. What is the right way to approach such a purchase, what would management look like, and how can we help them?

The Academy Presents podcast
Maximizing Tax Savings on Short-Term Rentals & Beyond

The Academy Presents podcast

Play Episode Listen Later Feb 13, 2026 17:14 Transcription Available


In this episode of Real Estate Investing Rocks, Angel sits down with cost segregation expert Mark Grossman of CSSI to break down how investors can legally accelerate depreciation, increase cash flow, and strategically reinvest tax savings.From short-term rentals to industrial warehouses and even golf courses, Mark explains how cost segregation works across property types, how it pairs with 1031 exchanges, and what investors need to know to stay audit-ready in today's IRS environment.Topics CoveredWhy 90% of millionaires invest in real estateWhat cost segregation is and how it accelerates depreciationHow short-term rental owners can benefit from cost segWhy owning (not arbitraging) matters for tax strategiesReal estate professional status and IRS audit red flagsDocumentation best practices to protect yourselfCost segregation for industrial, warehouse, and retail propertiesHidden depreciable components like parking lots and landscapingUnderstanding ROI on a cost seg studyNegative K-1s and long-term tax strategyHow cost segregation works alongside 1031 exchangesWhy opportunity cost and reinvestment strategy matterMemorable Quotes“Any money that doesn't have to go out is money in your pocket.”“Would you spend $5,000 to get $25,000 back? It may not be flashy, but it absolutely makes sense.”Connect with Angel: https://www.linkedin.com/in/angel-williams-re/Connect with Mark: https://www.linkedin.com/in/jmarkgross/

Jeff and Julie move to France (during a global pandemic)
New Laws for short-term rentals in France

Jeff and Julie move to France (during a global pandemic)

Play Episode Listen Later Feb 13, 2026 35:39


If you operate, or use, Air BnB or other short-term leasing platforms, be aware, new laws are taking affect soon. We'll also tell you about the beautiful village of Gourdron and Michelle and her son Charlie, whom we met through the podcast.

Marketing Matters with Ashley Brock
106: How You Can Get Direct Bookings for Your Short-Term Rental Without Airbnb or VRBO

Marketing Matters with Ashley Brock

Play Episode Listen Later Feb 12, 2026 25:22


If you own a short-term rental and your entire strategy is hoping Airbnb or VRBO sends you bookings, this episode will completely change how you think about your property. The most profitable property owners don't just list homes. They build brands, collect data, and create demand that they actually own. Airbnb is a tool. VRBO is a tool. But neither is a business. Ashley shows the full system to advertise a rental — what to set up first, how to track bookings, and how ads turn one property into a repeatable booking engine. In this episode, she breaks down:

Alex & Annie: The Real Women of Vacation Rentals
Jeff Hurst on Why Midterm Rentals Are Gaining Ground in a Mature STR Market

Alex & Annie: The Real Women of Vacation Rentals

Play Episode Listen Later Feb 11, 2026 50:17 Transcription Available


Send us a message!Midterm rentals are moving from a side option to a real strategy. In this episode, Alex & Annie sit down with Jeff Hurst, CEO of Furnished Finder and former HomeAway and Expedia Group leader, to explain why 30+ day stays are gaining traction as many STR markets move into a more mature phase.Jeff breaks down what makes midterm rentals different from short-term rentals, what demand is actually driven by, and why midterm can be a strong fit for operators looking for stability, fewer turnovers, and a guest profile rooted in real-life transitions.Episode Chapters:01:04 – Jeff's background and how he views category shifts in rentals06:16 – What Furnished Finder is, and what “midterm” means in practice07:24 – Why the category is still early, and what professionalization looks like08:35 – Who midterm guests are and what they need from a stay12:01 – How midterm works operationally: screening, leases, deposits, and payments22:48 – “Return on furniture” and the investment logic behind midterm26:58 – Regulation, market maturity, and why more operators are taking midterm seriously32:15 – Why midterm is gaining ground in saturated (mature) STR markets33:21 – What types of properties fit midterm demand, and what does notConnect with Jeff:LinkedIn: https://www.linkedin.com/in/jeff-hurst-atx/ Website: https://www.furnishedfinder.com/ ✨ Exclusive Offer to Alex & Annie Listeners:Streamline your short-term rental operations with Hostfully.Mention the Alex & Annie Podcast when you sign up and get free onboarding ($1000 value).

Investor Fuel Real Estate Investing Mastermind - Audio Version
Short-Term Rental Laws, LLCs, and Liability: What Every STR Investor Must Know

Investor Fuel Real Estate Investing Mastermind - Audio Version

Play Episode Listen Later Feb 11, 2026 24:00


In this episode of the Real Estate Pros Podcast, host Micah Johnson sits down with Katie Johnson, a short-term rental (STR) investor and attorney specializing in STR law. Katie shares how she entered the short-term rental space, scaled her portfolio in Southwest Michigan, and identified a major gap in legal protection for STR owners. The conversation dives into zoning laws, deed restrictions, HOAs, and the increasing regulation of short-term rentals across the country. Katie also explains why proper legal setup—such as LLCs, contracts, and insurance—is critical to protecting investors from significant liability. This episode emphasizes education, risk management, and building the right professional team when operating short-term rental businesses.   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   —--------------------

STR Daily
2026 Predictions: AI, Direct Bookings, Regulation and the Future of Short-Term Rentals

STR Daily

Play Episode Listen Later Feb 11, 2026 21:44


In this episode of the Boostly Podcast, I'm joined by voices from across the industry to break down what's coming next and what hosts and property managers need to prepare for now.Drawing on insights from operators, tech leaders, consultants, and founders, we cover the biggest shifts already happening beneath the surface, including:• AI moving from hype to table stakes• Direct bookings becoming a survival strategy, not a nice-to-have• Automation reshaping guest communication, marketing, and operations• Rising guest expectations and the return of high-touch experiences• Consolidation across software and management companies• Regulation, tourist taxes, and what they could mean for supply• Longer stays, digital nomads, and stronger shoulder seasons• Why revenue management and marketing are finally mergingI also share my own prediction for 2026 and why I believe this is the year the industry fully crosses into a new operating model.If you're a host or property manager who wants to stay profitable, future-proof your business, and reduce reliance on OTAs like Airbnb and Booking.com, this episode will help you see what's coming before it hits.Listen now and decide which side of the change you want to be on.

The Ali Rae Haney Show
Why Now is the Right Time to Implement a Direct Booking Site for Your Short-Term Rental

The Ali Rae Haney Show

Play Episode Listen Later Feb 11, 2026 18:31


Has your rental income been affected by Airbnb's service fee update? In today's episode, I'm sharing the impact that the recent change has had on short-term rental owners, including myself. I'm breaking down the real numbers, plus why right now is the time to implement a direct booking site in response.Time-stamps:Recent changes to Airbnb fees (1:51)How the fees are impacting my properties (5:55)Short-Term Rental Marketing Quiz (10:56)Will all hosts eventually have to pay the larger fee? (11:33)The solution is a direct booking site (15:41)Mentioned in This Episode:Short-Term Rental Marketing Quiz: tryinteract.com/share/quiz/67b64381e7fc2f0015f9ad97Airbnb Service Fees: airbnb.com/help/articleConnect with Ali: Website: brandandmarket.coInstagram: instagram.com/brandandmarket.coBook a discovery call with Ali: brandandmarket.17hats.com/p#/scheduling

The REtipster Podcast
When Small Teams Win Big in Land w/ Kay Walker

The REtipster Podcast

Play Episode Listen Later Feb 10, 2026 82:34 Transcription Available


257: In this episode, I'm joined by Kay Walker, a former short-term rental powerhouse who built a portfolio of 100+ Airbnb units before pivoting into land investing.(Show Notes: REtipster.com/257)We talk about her first accidental land deal, how she made more money with fewer headaches, and why she intentionally keeps her business small. Kay reveals how her STR experience shaped her land approach, how she transformed her direct mail strategy, and why control and creativity give her the edge.We also dig into her standout marketing tactics, why she mails everything herself, her thoughts on being a woman of color in this space, and what she'd do differently if she had to start over.If you want to learn land from someone who doesn't follow the typical playbook, this is it.

Investor Fuel Real Estate Investing Mastermind - Audio Version
How to Scale Your Airbnb Portfolio: The Ultimate Guide to Co-Hosting & Investing in Short-Term Rentals

Investor Fuel Real Estate Investing Mastermind - Audio Version

Play Episode Listen Later Feb 10, 2026 21:27


In this episode of the Real Estate Pros podcast, host Michelle Kesil interviews Ado Shemesh, a real estate investor specializing in short and midterm rentals in Columbus, Ohio. Ado shares his journey from the tech industry to real estate, discussing the keys to success in the rental market, the challenges he faced, and his future aspirations in hospitality. He emphasizes the importance of location, attention to detail, and learning through experience. Ado also offers valuable advice for aspiring investors and highlights the significance of mentorship in his journey.   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   —--------------------

News/Talk 94.9 WSJM
Southwest Michigan's Afternoon News for 02-10-26: Hagar Township to seek drain answers; Chikaming Township talking short-term rentals; cellphones banned in classrooms

News/Talk 94.9 WSJM

Play Episode Listen Later Feb 10, 2026 13:38


WSJM Afternoon News for 02-10-26See omnystudio.com/listener for privacy information.

97.5 Y-Country
Southwest Michigan's Afternoon News for 02-10-26: Hagar Township to seek drain answers; Chikaming Township talking short-term rentals; cellphones banned in classrooms

97.5 Y-Country

Play Episode Listen Later Feb 10, 2026 13:38


WSJM Afternoon News for 02-10-26See omnystudio.com/listener for privacy information.

Hospitable Hosts
Social Media Essentials for Short-Term Rentals with Haymaker Marketing

Hospitable Hosts

Play Episode Listen Later Feb 10, 2026 24:44


In this episode of the Hospitable Hosts podcast, we speak with Marissa Schulze, founder of Haymaker Marketing, about the importance of social media for short-term rental businesses. We discuss strategies for building an independent social media presence, the significance of storytelling in content creation, and the role of keywords in enhancing visibility. Marissa shares insights on influencer marketing and provides practical tips for hosts to improve their branding and engagement on social media.For more information, go to: https://www.haymakersocial.com/Timestamps:0:00 - Introduction1:03 - The importance of social media presence2:17 - Getting started with social for short-term rentals5:22 - Creating engaging content9:00 - The role of keywords12:00 - Encouraging bookings through social media14:40 - Follow requests15:55 - Are influencers worth it?21:15 - Quick-fire round

The Academy Presents podcast
Cost Segregation Tips for Short-Term Rental Investors

The Academy Presents podcast

Play Episode Listen Later Feb 9, 2026 18:39 Transcription Available


In this episode of The Academy Presents: Real Estate Investing Rocks, Angel breaks down how real estate investors at every stage can level up by understanding cost segregation, especially within the short-term rental space. Joined by cost segregation expert Mark Gross of CSSI, the conversation dives deep into depreciation strategies, bonus depreciation timelines, STR classifications, CAPEX considerations, and why doing cost seg the right way can mean massive tax savings and peace of mind.Topics CoveredWhy 90% of millionaires invest in real estateWho the Real Estate Investing Rocks podcast is for, from beginners to seasoned investorsWhat cost segregation really is and who it benefitsHow short-term rentals are classified differently for depreciationThe difference between 27.5-year and 39-year depreciation timelinesBonus depreciation and what happens as it phases outWhy owning (not arbitraging) is required for cost segregationHow land value impacts depreciation calculationsWhy turnkey STRs can unlock additional depreciation opportunitiesHow furniture, fixtures, and furnishings factor into cost segCAPEX expenditures and when additional studies make senseHolding period considerations and recapture riskWhy site visits matter and the dangers of shortcut cost seg firmsIRS audits, documentation, and defending a studyHow cost segregation fits into a long-term buy-and-hold STR strategyQuotes“Insurance follows the property, and depreciation follows the details.”“Even when bonus depreciation goes away, cost segregation still creates real value.”“Short-term rentals are treated like hotels, and that changes everything.”“Don't skip the site visit. That's where the real depreciation is found.”Connect with Angel: https://www.linkedin.com/in/angel-williams-re/Connect with Mark: https://www.linkedin.com/in/jmarkgross/

Real Estate Investor Growth Network Podcast
290 - Scaling Real Estate Investments with Chandra Adduri

Real Estate Investor Growth Network Podcast

Play Episode Listen Later Feb 9, 2026 37:01


Check out Rental Property Pro:  https://rentalproppro.com/booking?am_id=reign    290 - Scaling Real Estate Investments with Chandra Adduri   Jen Josey kicks off this REIGN "Past Project" episode with a Badassery Bestowment on turning family and friends into private money lenders—without wrecking relationships. She walks through how to lead with education, focus on safety and clarity, keep terms simple, use professional paperwork (title company/attorney), and communicate like a CEO so lenders feel protected and respected.   Jen then welcomes first-time podcast guest Chandra Adduri, a New Jersey-based tech professional and long-time investor with an 18-property, multi-state portfolio. Chandra shares how his upbringing in India shaped his "invest in land/assets" mindset, why mentorship matters (shoutout to Rental Property Pro and John Blackburn), and how buying out of state helped him avoid the "DIY trap" that kills scalability.   The featured project is Chandra's newest acquisition: a 3 bed/2 bath beach condo in a Myrtle Beach resort community, purchased to expand into short-term rentals (STRs) and leverage STR tax advantages. He breaks down why he likes HOA amenities for competitiveness and convenience, how he financed with a specialized "condotel" loan, what he changed to stand out (colorful furniture + crisp white linens), and what it really takes to self-manage STRs—systems, fast responses, and a reliable local team. The episode wraps with Jen's BADASS acronym segment, covering Chandra's favorite book, advice, goals (including acquiring a home services business), and his definition of success: buying back time.   00:00 Introduction to REIGN and Today's Episode 00:58 Badassery Bestowment: Turning Family and Friends into Private Money Lenders 03:44 Meet Today's Guest: Chandra Adduri 04:59 Chandra's Real Estate Journey and Background 09:56 Exploring Short-Term Rentals and HOA Benefits 15:19 Financing and Furnishing a Short-Term Rental 18:30 Coffee Maker Tips and Initial Advice 18:44 Breaking Down the Numbers 19:04 Cash Flow and Tax Benefits 20:38 Long-Term vs Short-Term Rentals 21:48 Managing Short-Term Rentals 22:48 Building a Reliable Team 25:40 Future Plans and Goals 27:49 BADASS Acronym Breakdown 34:32 Final Thoughts and Success 5 key takeaways Private money works best when you educate first, not pitch first—and you protect relationships with clarity, structure, and consistent communication. Out-of-state investing can be a "self-control strategy" if you're tempted to DIY every repair; distance forces you to build a team and scale. Resort/HOA STRs can be a competitive advantage because amenities (pools, lazy river, hot tubs) help you stand out without personally managing them. STRs are hospitality, not landlording—expect constant questions, fast messaging, local-area knowledge, and SOPs for cleaners/handymen. Chandra's Myrtle Beach deal shows how STRs can be bought for cash flow and tax strategy (cost segregation + bonus depreciation), especially for high W-2 earners. Chandra Adduri Chandra Adduri is a New Jersey-based tech professional on the engineering side of the industry who has spent the last decade building a data-driven real estate portfolio. He owns 18 properties across multiple states, including New Jersey, North Carolina, South Carolina, Louisiana, Tennessee, Mississippi, and Florida. Known for his systems-first approach and strong local "dream teams," Chandra is now expanding into short-term rentals to explore growth potential and tax advantages while continuing to scale with disciplined operations.  

Consistent and Predictable Community Podcast
Why Most People Lose Money on Short-Term Rentals: Avery Carl's Strategy to WIN

Consistent and Predictable Community Podcast

Play Episode Listen Later Feb 8, 2026 26:04


What you'll learn in this episode:● The difference between short-term and long-term rental markets● Why vacation-driven markets with limited hotels are the best investment● How to choose markets that maximize cash flow● The #1 mistake investors make when buying their first Airbnb● Why Avery avoids “emerging markets” everyone is hyping online● How to scale a short-term rental business efficiently (even with a full-time job)● How to out-host the competition and treat rentals like a real business● How regulations impact profitability—and how to choose markets that protect you● Avery's journey from one rental to a 250+ property empire To find out more about Dan Rochon and the CPI Community, you can check these links:Website: No Broke MonthsPodcast: No Broke Months for Salespeople PodcastInstagram: @donrochonxFacebook: Dan RochonLinkedIn: Dan RochonTeach to Sell Preorder: Teach to Sell: Why Top Performers Never Sell – And What They Do Instead

1010 WINS ALL LOCAL
Mayor Mamdani urges New Yorkers to be smart amid record low temperatures...Fire torches cigar bar in Brooklyn...Charges filed against UWS landlord in illegal short-term rentals case...Sen. Gillibrand touts new funding for 9/11 first responders

1010 WINS ALL LOCAL

Play Episode Listen Later Feb 7, 2026 3:29


Up To Date
Some Kansas City residents hope to cash in on the World Cup through short-term rentals

Up To Date

Play Episode Listen Later Feb 5, 2026 19:03


As the World Cup nears, some Kansas City-area residents are preparing their homes to be a short-term rental. With more than half a million people expected to travel in and out of the Kansas City region, cities are relying on property owners to help house the influx of tourists.

Lifestyle Asset University
Episode 349 - Multi-Property Millionaire: The Truth To Scaling Short Term Rentals

Lifestyle Asset University

Play Episode Listen Later Feb 4, 2026 46:22


WEBINAR LINK:https://shawnmoore.clickfunnels.com/optiniyvvg89sWant 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-15a5caa687b7FOLLOW 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/@vodysseyshawnmooreCONTACT US:support@vodyssey.comChapters00:00:00 Intro00:04:01 Navigating the Challenges of Scaling00:10:09 Understanding the Risks and Rewards of Scaling00:18:16 Maximizing Property Potential Before Scaling00:24:44 The Role of Management in Scaling00:26:18 Realistic Timelines for Property Acquisition00:32:12 Strategizing Property Purchases00:34:02 The Reality of Scaling Short-Term Rentals00:44:04 Final Thoughts on Scaling and Success

The Ali Rae Haney Show
Social Media Content Planning for Your Short-Term Rental

The Ali Rae Haney Show

Play Episode Listen Later Feb 4, 2026 22:22


Do you have a social media plan for your short-term rental? In today's episode, I'm diving into a few main action steps to take when planning your content. I'll be chatting about how to pick the right platform, your posting cadence, and what posts will actually make a difference in your bookings.Time-stamps:Does your short-term rental have to be on social media? (1:14)Picking the right platform for your social media content (3:59)Picking a sustainable posting cadence (8:07)Short-Term Rental Marketing Quiz (10:19)Where to get started with posting (10:56)Recording B-roll and other video content (14:03)Narrowing down your content pillars (16:18)Mentioned in This Episode:Short-Term Rental Marketing Quiz: tryinteract.com/share/quiz/67b64381e7fc2f0015f9ad97How I've Earned A Perfect 5-Star Rating On My Rental Property: brandandmarket.co/blog/how-ive-earned-a-perfect-5-star-ratingConnect with Ali: Website: brandandmarket.coInstagram: instagram.com/brandandmarket.coBook a discovery call with Ali: brandandmarket.17hats.com/p#/scheduling

Behind the Stays
The Next Frontier of Short-Term Rentals: Building, Investing, Operating at Scale w/ the CEO of AirDNA

Behind the Stays

Play Episode Listen Later Feb 3, 2026 52:36


In this episode of Behind the Stays, Zach Busekrus sits down with Rohit Bezewada, CEO of AirDNA, to unpack what may be the most important shift yet in short-term rentals. From Airbnb's evolving relationship with hotels to the fading “thrill” of discovery, Rohit shares what happens when a marketplace grows up — and what comes next for brand building, investing, and operating at scale. Drawing on his experience at Uber and now at the helm of one of the industry's most influential data platforms, Rohit offers a clear-eyed view of a sector moving from side hustle to institutional asset class. The conversation explores: Why Airbnb's move toward hotels signals a deeper strategic shift How short-term rentals are professionalizing — and who benefits most What the data reveals that headlines miss The coming consolidation of STR tech and the real role of AI Why confidence, not just inventory, is the next competitive edge This is a candid, future-facing conversation about where short-term rentals are headed — and how the next frontier will be built. Behind the Stays is brought to you by Journey — a first-of-its-kind loyalty program that brings together an alliance of the world's top independently owned and operated stays and allows travelers to earn points and perks on boutique hotels, vacation rentals, treehouses, ski chalets, glamping experiences and so much more. Your host is Zach Busekrus, Head of the Journey Alliance. If you are a hospitality entrepreneur who has a stay, or a collection of stays with soul, we'd love for you to apply to join our Alliance at journey.com/alliance.

Investor Fuel Real Estate Investing Mastermind - Audio Version
How Midterm Rentals Deliver High Cash Flow Without Short-Term Rental Risk

Investor Fuel Real Estate Investing Mastermind - Audio Version

Play Episode Listen Later Jan 30, 2026 27:07


In this engaging conversation, Nick Copland from MTR Authority shares his journey in the real estate industry, focusing on the midterm rental (MTR) model. He discusses the advantages of MTR over traditional long-term rentals and short-term rentals, emphasizing its potential for higher cash flow with lower risks. Nick explains how he coaches individuals looking to enter the real estate market, particularly those interested in MTR, and highlights the importance of consulting with experienced advisors to avoid common pitfalls. He also shares personal anecdotes about his family and lifestyle, illustrating how MTR has allowed him to achieve a desirable work-life balance, including plans for extended travel with his family.   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   —--------------------

The Real Estate Law Podcast
Behind the Bold Designs That Maximize Short-Term Rental ROI | Bri West + Jordan McDonough

The Real Estate Law Podcast

Play Episode Listen Later Jan 27, 2026 40:32


Ever wondered what makes a short-term rental truly unforgettable?Some hosts swear by bold color schemes, while others lean into quirky themes, but what really drives bookings and keeps guests coming back?Today, we sit down with renowned designers Bri West and Jordan McDonough here on SmartStay Show to explore the art and strategy of standout short-term rental design. Discover how bold color, imaginative themes, and strategic branding can transform any property into not just a beautiful space, but an unforgettable guest experience, and a profitable investment.From emerging market trends to must-have amenities, this episode is packed with actionable insights for both new and seasoned hosts. Whether you're ready to go all-in on a themed rental or simply considering a design refresh, learn how thoughtful choices can elevate your bookings, enhance guest satisfaction, and maximize ROI.Things we discussed in this episode:The importance of bold color patterns and themes for short-term rental success.Defining and researching the target audience before designing.Branding properties to create memorable, differentiated guest experiences.Strategic, ROI-driven design based on market research and data.Using different design strategies for various markets (urban vs. cabin, vibrant vs. cozy).Incorporating themes—even bold or unique ones—to boost appeal and bookings.Leveraging branding (signs, doormats, Wi-Fi) for guest recall and repeat business.Treating design as an investment to drive revenue, not just an expense.The growing importance of amenities and functional design in guest experience.Trends in the short-term rental industry and future growth plans for Summer Led Designs.Get in touch with BRI & JORDAN:Instagram - https://www.instagram.com/somerled.designs/?hl=enWebsite - ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.somerleddesigns.com/Linkedin Bri- ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.linkedin.com/in/bri-west-2a7a93288/Linkedin Jordan- ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.linkedin.com/in/jordan-patchell-mcdonough-758a9ba4/?trk=people-guest_people_search-card#SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #ShortTermRentals #AirbnbDesign #RentalROI #InteriorDesign #PropertyBranding #VacationRental #GuestExperience #HospitalityTrendsFollow 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

Investor Fuel Real Estate Investing Mastermind - Audio Version
She Lost Everything — Then Built Luxury Short-Term Rentals

Investor Fuel Real Estate Investing Mastermind - Audio Version

Play Episode Listen Later Jan 27, 2026 36:19


In this episode of the Real Estate Pros Podcast, host Micah Johnson interviews Leigh Ann Baker, a successful entrepreneur in the short-term and mid-term rental market. Leigh Ann shares her journey into real estate, highlighting the personal challenges she faced, including a divorce and job loss, which ultimately led her to pursue a career in real estate. She discusses the importance of embracing risk, maintaining a positive mindset, and finding creative solutions to challenges in property investment. Leigh Ann also shares her experiences with specific deals, including a unique project on Baldhead Island, and emphasizes the significance of building generational wealth through real estate. The conversation concludes with insights on how to connect with Leigh Ann and learn more about her work.   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   —--------------------

Zen and the Art of Real Estate Investing
315: Thinking Outside the Short-Term Rental Box with Nick Korwin

Zen and the Art of Real Estate Investing

Play Episode Listen Later Jan 26, 2026 52:05


On this episode of Zen and the Art of Real Estate Investing, Jonathan Greene sits down with Nick Corwin, founder of Oak and Ember, to explore what it really looks like to move from long-term rentals into short-term hospitality and eventually into ground-up development. Nick shares how an engineering mindset, strong mentorship, and disciplined downside analysis shaped his early investing decisions. The conversation traces Nick's evolution from owning Midwest long-term rentals to building unique short-term experiences in the Wisconsin Dells. He explains why chasing the middle of the market can be a losing strategy, how combining units and serving overlooked guest segments created an edge, and why operating short-term rentals requires far more systems and empathy than most investors expect. Jonathan and Nick also unpack the realities of entitlement risk, zoning battles, and development timelines. Nick offers a candid look at what it takes to push a project through local approvals, manage rising costs, and stay grounded when timelines and budgets inevitably expand. In this episode, you will hear: Why testing whether you even like being a landlord matters before scaling How Nick identified underserved short-term rental niches instead of competing in crowded markets The operational differences between long-term rentals and hospitality businesses Lessons learned from zoning, entitlement hurdles, and community resistance Why doubling both your budget and timeline can save you from painful surprises Follow and Review If you enjoy the show, please follow Zen and the Art of Real Estate Investing on Apple Podcasts and leave a rating and review. It helps other listeners discover these conversations and supports the show's growth. Supporting Resources Connect with Nick: Website: http://www.stayoakandember.com/  Youtube: https://www.youtube.com/@Korwinning  Instagram: https://www.instagram.com/korwinning/  LinkedIn: https://www.linkedin.com/in/korwinning/  TikTok: https://www.tiktok.com/@korwinning  Connect with Jonathan: Website - www.streamlined.properties  YouTube - www.youtube.com/c/JonathanGreeneRE/videos  Instagram - www.instagram.com/trustgreene  Instagram - www.instagram.com/streamlinedproperties    Zillow - www.zillow.com/profile/streamlinen​j Bigger Pockets -  www.biggerpockets.com/users/jonathangreene Facebook - www.facebook.com/streamlinedproperties  Email - info@streamlined.properties   This episode was produced by Outlier Audio.

Coach Carson Real Estate & Financial Independence Podcast
#471: The Truth About the Borrow Until You Die Strategy (What Actually Works)

Coach Carson Real Estate & Financial Independence Podcast

Play Episode Listen Later Jan 19, 2026 39:02


⭐ Get my coaching & community to achieve financial freedom → https://www.coachcarson.com/rpm-pod-ep471  ⚒️Get my best investor tools for FREE → https://www.coachcarson.com/toolkit-pod-ep471  ▶️ Next Episode: STOP Buying More Rentals! Do This Instead (ft. ‪@Robuilt‬) Apple: https://podcasts.apple.com/us/podcast/380-stop-buying-more-rentals-do-this-instead/id1448707654?i=1000685611228 Spotify: https://open.spotify.com/episode/0N25lzfcwgWpKwoOVuLmnY?si=CcpR2FMRQt-eLgMsF2Zm8A EPISODE NOTES:

Thanks For Visiting
533. How AI Is Changing the Way Guests Find and Book Your Short Term Rental

Thanks For Visiting

Play Episode Listen Later Jan 15, 2026 62:19


AI is no longer a future concept for hosts. It is already shaping how guests search, discover, and choose where to stay.In this episode, Sarah and Annette sit down with AI strategist Rick Mulready to break down what hosts actually need to understand about AI right now and how it impacts visibility, bookings, and direct booking websites. From generative engine optimization to answering guest search questions inside AI tools like ChatGPT and Gemini, this conversation goes beyond buzzwords and into real, practical applications.You will learn how AI is changing search behavior, why traditional SEO alone is no longer enough, and how hosts can start positioning their listings and websites to show up where guests are already looking. Rick also shares how AI can save hosts time, simplify decision making, and help you run your short term rental like a real business without losing the human touch that great hospitality requires.If you want to stay competitive, increase visibility, and future proof your hosting business, this is an episode you do not want to miss.Resources mentioned: Rick Mulready's AI Playbook communityRick Mulready's YouTube channel on AI for businessMentioned in this episode:Working hard but not making the money you should? Join us for our live Priced & Profitable Bootcamp.Working hard but not making the money you should? Join us for our live Priced & Profitable Bootcamp.Working hard but not making the money you should? Join us for our live Priced & Profitable Bootcamp.