Podcasts about strs

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Best podcasts about strs

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Latest podcast episodes about strs

Alex & Annie: The Real Women of Vacation Rentals
Are DMOs and Vacation Rentals Finally Ready to Work Together? with Stuart Butler and Adam Stoker

Alex & Annie: The Real Women of Vacation Rentals

Play Episode Listen Later Feb 4, 2026 64:09 Transcription Available


Send us a message!Destination marketing is in a pressure test.Short-term rentals have become a major part of how people travel, yet many DMOs still struggle with how (or whether) to include them. At the same time, AI is speeding up the research-to-booking journey and forcing destinations to rethink what “relevance” even means.In this episode, Alex and Annie sit down with Stuart Butler (President of Visit Myrtle Beach) and Adam Stoker (President of Brand Revolt) to unpack what's getting in the way, what alignment can look like, and why the next version of destination marketing is going to require better coordination across the whole destination economy.You'll hear practical takes on funding dynamics, stakeholder value, the “illusion of relevance” in reporting, and why the future may turn DMO websites into something closer to infrastructure than a traditional marketing channel.Episode Chapters:00:54 – Stuart's background and how he landed in destination work02:27 – Adam's background and how he sees the DMO landscape05:37 – The “illusion of relevance,” metrics, and why DMOs feel behind07:44 – The Indianapolis example, why some DMOs leave STRs out09:28 – Can DMOs stay relevant without vacation rentals11:53 – Why STRs need a seat at the table and what it takes to get one14:34 – What STR operators can do in markets without big PM groups19:16 – Funding reality, stakeholder influence, and how STRs earn attention22:27 – Why getting involved with a DMO teaches you more than you expect23:51 – The bigger DMO question, purpose, scope, and identity30:31 – How performance reporting shaped destination websites30:54 – Why the booking engine path can be a strategic dead end36:49 – Stewardship, community trust, and what destinations are accountable for50:06 – AI as a watershed moment for travel discovery and decision-making57:59 – What destination content needs to look like in an AI-first world1:02:21 – Closing thoughts on websites, infrastructure, and the road aheadConnect with Stuart:LinkedIn: https://www.linkedin.com/in/stuart-butler-50aaa45/ Website: http://www.visitmyrtlebeach.com/ Connect with Adam:LinkedIn: https://www.linkedin.com/in/adamstoker/ Website: https://thebrandrevolt.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).

As Told By Us
EP 229: 5-Star Hotel Principles Every STR & Boutique Hotel Owner Should Know with Katie Cline

As Told By Us

Play Episode Listen Later Feb 3, 2026 43:15


The moment a guest opens your door, you're no longer just a real estate investor, you're running a hospitality business.   In this episode, I'm sitting down with my friend Katie to talk about something a lot of hosts say they care about, but don't always know how to execute: true hospitality. Katie spent years in global PR and communications for brands like W Hotels, Ritz-Carlton, Le Méridien, and more, and now owns and operates three short-term rentals while co-hosting a fourth. She's lived on both sides of the industry, and she has a very grounded perspective on what it really means to move from "real estate investor" to "host." We talk about the moment you open your doors and how, from that point on, you are running a hospitality business, not just holding an asset. Katie shares a hotel study that found the first ten minutes of a guest's arrival sets the tone for their entire stay, and we unpack what that looks like inside an STR: clear directions, lights that actually come on, intentional amenities, and those small, thoughtful touches that make guests feel seen instead of nickel-and-dimed. We also get into bachelorette groups, kids and pets, and why welcoming every member of the family changes how people experience your space and how they talk about it later. Katie walks us through her own portfolio in Lake George, Saratoga Springs, and the Finger Lakes, and how staying in a destination as a guest shaped what she looked for as an owner. We talk about design gaps, experience gaps, and why she's now exploring boutique motels and hotels with the same heart for hospitality she brings to her STRs. If you've ever felt the tension between automation, profit, and genuinely caring for the people in your homes, this conversation will feel like a reset and a reminder of why this work matters. Connect with Steph: @theweberco Theweberco.com Connect with Katie:  @bykatiecline  

Lifestyle Asset University
Episode 348 - From Trapped in Corporate To Freedom With STRs

Lifestyle Asset University

Play Episode Listen Later Jan 30, 2026 49:24


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.comKATHERINE'S PROPERTY: https://www.airbnb.com/rooms/1308042637927871289?viralityEntryPoint=1&s=76Chapters00:00:00 Intro00:01:57 Katherine's Journey into Real Estate00:06:01 Choosing the Right Market for Investment00:12:02 The Importance of a Good Real Estate Agent00:17:54 Navigating Property Features and Market Demands00:19:39 Navigating Natural Disasters and Homeownership Challenges00:22:03 Overcoming Initial Setbacks in Property Management00:26:23 Building a Strong Team for Successful Management00:30:35 Adapting to Market Changes and Guest Needs00:32:58 Innovative Solutions for Unique Guest Experiences00:36:32 Lessons Learned and Future Aspirations

STR Investing, The Podcast
From Years in Luxury Hotels to Helping Vacation Rental Owners Scale

STR Investing, The Podcast

Play Episode Listen Later Jan 30, 2026 31:07


Short-term rental guest expectations are rising fast — and “manual everything” breaks the moment you try to scale.This week, Mark is joined by Frank from Hostfully to talk systems, PMS strategy, and what it really takes to run a professional operation as you grow from 1–2 properties to 10+.Frank shares how his luxury hotel background (Ritz, W, Westin) shaped his view of STR operations — and why structure, branding, and professionalism are now non-negotiable if you want to win your market.We cover:The biggest differences between luxury hotels and mom-and-pop short-term rentalsWhy guest expectations keep moving toward “hotel-level” standards (and won't go back)When it becomes impossible to manage without a PMSHow a PMS helps reduce operational friction and scale without chaosWhy “growth at all costs” is dead — and sustainable growth is the new edgeWhat to look for when choosing a PMS (and why there's no one-size-fits-all)If you're serious about scaling your STR portfolio, this episode is a must-listen.__Episode Sponsored By:STR SearchSTR Search is the industry leading property finder service. They've helped investors acquire over 325+ profitable STRs across the US. If you'd like the data professionals to help you find your next STR, reach out to STRsearch.com

Short Term Rental Secrets Podcast
2026 Is a Reset Year for STRs — Here's How to Win Before Others Fall Behind | The STR Scale Show with Mike Reilly | Ep 35

Short Term Rental Secrets Podcast

Play Episode Listen Later Jan 29, 2026 31:57


The STR market isn't crashing — it's recalibrating.In this episode, we break down AirDNA's 2026 outlook and translate the data into real, tactical decisions for hosts and property managers. Demand is softening, supply is shifting, and average properties are losing ground — but operators who adapt will win.This is a data-backed walkthrough of what's changing, why it matters, and exactly what to do next.If you want the Training on how you should look at increasing your pricing so that you are not making 15 to 18% less than you were a year over year just click the link and DM "FEE".https://ig.me/m/mike.sjogren?utm_source=Podcast&utm_medium=Captivate&utm_campaign=T035&utm_content=FEEInside this episode:• What AirDNA's 2026 data actually says about demand and supply• Why average properties will lose occupancy and revenue• The markets and property types positioned to outperform• How to talk homeowners into smart upgrades (with ROI)• Why property managers are pulling ahead of solo hosts• Using AI and systems to protect reviews and prevent burnout00:00 – What the 2026 STR Outlook Means for Hosts & Property Managers03:30 – Why STR Supply Has Flattened (And Why That Matters)06:10 – Demand Is Softening: The Economic Reality Hosts Must Accept09:15 – Average Properties Will Lose Occupancy in 202612:00 – Why Larger, Luxury Properties Are Winning Again15:00 – Shedding Low-Performing Properties to Refocus Growth18:20 – Coastal & Urban Markets: Where Smart Money Is Moving21:00 – How to Sell Homeowners on Strategic Property Upgrades24:30 – Property Managers vs Solo Hosts: The Performance Gap27:40 – AI, Systems, and the Only Way to Scale Without Burning OutGet FREE Access to our Community and Weekly Trainings:https://group.strsecrets.com/

Short Term Rental Secrets Podcast
2026 Is a Reset Year for STRs — Here's How to Win Before Others Fall Behind | The STR Scale Show with Mike Reilly | Ep 35

Short Term Rental Secrets Podcast

Play Episode Listen Later Jan 29, 2026 31:57


The STR market isn't crashing — it's recalibrating.In this episode, we break down AirDNA's 2026 outlook and translate the data into real, tactical decisions for hosts and property managers. Demand is softening, supply is shifting, and average properties are losing ground — but operators who adapt will win.This is a data-backed walkthrough of what's changing, why it matters, and exactly what to do next.If you want the Training on how you should look at increasing your pricing so that you are not making 15 to 18% less than you were a year over year just click the link and DM "FEE".https://ig.me/m/mike.sjogren?utm_source=Podcast&utm_medium=Captivate&utm_campaign=T035&utm_content=FEEInside this episode:• What AirDNA's 2026 data actually says about demand and supply• Why average properties will lose occupancy and revenue• The markets and property types positioned to outperform• How to talk homeowners into smart upgrades (with ROI)• Why property managers are pulling ahead of solo hosts• Using AI and systems to protect reviews and prevent burnout00:00 – What the 2026 STR Outlook Means for Hosts & Property Managers03:30 – Why STR Supply Has Flattened (And Why That Matters)06:10 – Demand Is Softening: The Economic Reality Hosts Must Accept09:15 – Average Properties Will Lose Occupancy in 202612:00 – Why Larger, Luxury Properties Are Winning Again15:00 – Shedding Low-Performing Properties to Refocus Growth18:20 – Coastal & Urban Markets: Where Smart Money Is Moving21:00 – How to Sell Homeowners on Strategic Property Upgrades24:30 – Property Managers vs Solo Hosts: The Performance Gap27:40 – AI, Systems, and the Only Way to Scale Without Burning OutGet FREE Access to our Community and Weekly Trainings:https://group.strsecrets.com/

Alex & Annie: The Real Women of Vacation Rentals
Behind the Sheets: Operational Considerations Behind Linen Choices in STRs

Alex & Annie: The Real Women of Vacation Rentals

Play Episode Listen Later Jan 28, 2026 36:43 Transcription Available


Send us a message!In this episode, we are joined by Deepak Mehrotra, founder and CEO of California Design Den, for a practical discussion on how linen decisions affect short-term rental operations over time.Drawing from more than 20 years in textile manufacturing, Deepak shares how California Design Den evolved from supplying major retailers to working directly with short-term rental operators. The conversation focuses on how linen choices shift as portfolios grow, and why decisions that seem straightforward early on can become more complex at scale.Rather than treating linens as a one-time purchase, this episode explores them as an operational system that touches guest experience, laundry workflows, replacement cycles, inventory planning, and cost control.Episode Chapters:01:07 – Deepak's background in textile manufacturing and direct-to-consumer bedding04:55 – How and why STR operators became a core customer segment16:45 – Cotton performance and durability in high-turnover environments17:45 – Common reasons linens need replacement in STR operations13:33 – Renting versus owning linens and how operators assess the tradeoffs14:43 – Laundry considerations for in-house and outsourced models25:31 – Inventory availability, fulfillment speed, and consistency at scale31:56 – How linen strategy evolves as portfolios grow28:09 – Operational simplicity when managing linens across multiple propertiesConnect with Deepak:LinkedIn: https://www.linkedin.com/in/deepak-mehrotra-9752682/ Connect with California Design Den:Website: https://www.californiadesignden.com/ ✨ Exclusive Offer to Alex & Annie Listeners:Upgrade your guest sleep experience with California Design Den.Get 10% off with code AlexAnnie10OFF.Apply for California Design Den's Linen VIP Club to access preferred pricing and dedicated hospitality support.

The Real Estate CPA Podcast
362. The Quiet Strategies High-Income Investors Use Instead of REPS or STRs

The Real Estate CPA Podcast

Play Episode Listen Later Jan 27, 2026 30:11


In this episode of the Tax Smart REI Podcast, Thomas Castelli breaks down how high-income earners can legally build tax-advantaged, tax-free income through real estate - even without REPS or short-term rentals. You'll get a practical crash course on how the U.S. tax system actually works, why real estate is treated so favorably by the IRS, and how savvy investors use depreciation, refinancing, and smart exit strategies to increase cash flow while lowering their effective tax rate. This episode is for high-income W-2 earners, business owners, and real estate investors who want to zoom out, understand the bigger picture, and stop chasing one-off tax hacks. If you're looking to build long-term, tax-efficient wealth through real estate -- this is your roadmap. To become a client, request a consultation from Hall CPA, PLLC at go.therealestatecpa.com/3KSEev6 Subscribe to REI Daily & Enter to Win a FREE Strategy Call: go.therealestatecpa.com/41JuQBX 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.

Cash Flow Positive
The Most Important Deal-finding Metric You Aren't Calculating

Cash Flow Positive

Play Episode Listen Later Jan 27, 2026 32:12


Are you hustling for cash flow but secretly terrified of buying the wrong property? What if you're obsessing over the wrong number… and it's killing your returns?In this punchy, numbers-driven solo, Kenny Bedwell (founder, STR Insights) reveals the overlooked metric that separates the real STR winners from the wannabes: ARV (After Repair Value). He breaks down why focusing only on cash flow or gross revenue is the most common — and expensive — mistake investors make, especially as the market shifts in 2026 and beyond. Learn how the savviest investors lock in instant equity, create options, and bulletproof their portfolios… while everyone else chases hype.Don't wait. Listen now to avoid the pain of a dud deal and embrace an approach that gives you more freedom, flexibility, and long-term wealth. There's no fluff here, just the data-driven truth no one else will say out loud.Timestamped Highlights[00:00] The #1 investor mistake that's rarely talked about—are you making it?[00:02:18] Why cash flow worship could backfire: brutal deal math exposed[00:03:45] The California trap: when betting on appreciation costs you real money[00:06:30] The $450k blunder: how over-improving can destroy your exit options[00:10:17] The illusion of “winning”—when high gross revenue is secretly a loss[00:14:21] Why 2026 will punish investors who ignore forced appreciation[00:17:01] Case study: how to engineer instant equity and triple your exits[00:24:47] Scouting for gold: how to spot ARV spreads in crowded markets[00:29:47] The real goal: buying so well, operations become nearly stress-freeMentioned ResourcesPriceLabsAirbnb (smart pricing)Hunter, New York (market example)Important LinksWant us to find the deals for you? https://strinsights.com Get Top Markers for STRs (2025) - https://rebrand.ly/28b1df Instagram – @kenny_bedwellYouTube – Cash Flow PositiveLinkedIn – Kenneth BedwellCash Flow Positive is an original podcast hosted by Kenny Bedwell. Brought to you by STR Insights. Production and editing by Podcast Your Brand.

STR Investing, The Podcast
Monday Market Data: Breakdown of Park City, UT Market

STR Investing, The Podcast

Play Episode Listen Later Jan 26, 2026 6:22


In this Monday Market Data Report, co-host Mark Lumpkin breaks down the short-term rental numbers for Park City, one of the most in-demand ski towns in the country.This episode reveals some of the largest performance gaps we've seen in any market — where top-performing properties earn more than double what average listings make in the same bedroom category.Inside the data, you'll learn:What 3-bedroom homes earn at average vs. top-tier performance levelsWhy performance matters more than bedroom count in Park CityHow 4- and 5-bedroom homes can push well into six figures annuallyWhy 6+ bedroom properties are producing $300K+ per yearHow nightly rates and occupancy combine to create massive revenue swingsThe takeaway is clear: in Park City, average properties get crushed, while well-designed, well-executed homes dominate the market.If you're investing in ski towns, underwriting luxury STRs, or deciding whether Park City is worth the premium buy-in, this episode gives you the real numbers behind the hype.Have a market you want us to break down next? DM Mark and we'll bring the data.

STR Investing, The Podcast
What Used to Work with Airbnbs No Longer Does

STR Investing, The Podcast

Play Episode Listen Later Jan 23, 2026 38:27


The short-term rental market has changed fast. The old “furnish it cheap and it still books” playbook is fading—and Merritt Harris breaks down what actually wins now.Merritt shares how he went from long-term rentals in New York to building a property management company during the COVID peak, then adapting as competition intensified and guest expectations rose.In this episode, we cover:Why “corporate” posting and insider jargon doesn't convert—and what to post insteadThe shift from selling a bed to selling an experience-driven stayAmenities vs. design: what matters most and how to decideWhy larger properties are outperforming smaller ones in many marketsHow to find value-add opportunities (basements, egress, bonus rooms) to increase revenueThe systems-first approach to management: automation, cleaners, and scaling without burnoutA practical tech stack for operators and property managers (PMS, pricing tools, cleaning ops, comms)If you're trying to compete in today's market—whether you own one property or manage dozens—this episode will help you rethink what “good enough” looks like in 2026.__Episode Sponsored By:STR SearchSTR Search is the industry leading property finder service. They've helped investors acquire over 325+ profitable STRs across the US. If you'd like the data professionals to help you find your next STR, reach out to STRsearch.com

Weiss Advice
Shiny Objects, Hard Lessons & Scalable Wealth: Christina Kovacs' Real Estate Evolution

Weiss Advice

Play Episode Listen Later Jan 22, 2026 28:54


Send us a textIn this episode of Weiss Advice, host Yonah Weiss sits down with real estate investor and broker Christina Kovacs to unpack her full journey through residential flips, short-term rentals, multifamily ownership, and asset management at scale.Christina shares how getting her hands dirty early in her career shaped her as an operator, why she ultimately pivoted away from single-asset investing, and the lessons she learned the hard way about property management, partner selection, and staying focused in one lane.They also dive into tenant management, underwriting realities in Class C assets, the power of LinkedIn as a business tool, and why Christina is now doubling down on multifamily and commercial brokerage heading into 2026.This is a must-listen for investors who want real, operator-level insight into what actually drives performance in multifamily deals.⏱️ Episode Timestamps00:01:30 – Christina's early real estate journey and live-in flips 03:30 – Pivoting from single-family and STRs into multifamily 06:45 – Joint ventures vs syndications and building confidence as an operator 07:50 – Why property management can destroy a great deal 09:00 – The 42-question property manager vetting process 11:00 – Auditing ledgers, hidden expense creep, and CapEx tracking 16:15 – Tenant horror stories and inherited problems after acquisition 18:45 – Managing delinquency and underwriting reality in Class C assets 20:00 – How LinkedIn became a powerful networking and deal-making tool 22:20 – The “Final Four” questions: books, skills, failure, and success 26:30 – Transitioning into commercial real estate brokerage 28:15 – What success truly means to Christina today

Property Profits Real Estate Podcast
Scaling Vacation Rentals the Smart Way with Paul Campbell

Property Profits Real Estate Podcast

Play Episode Listen Later Jan 22, 2026 18:29


Paul Campbell went from long-term rentals and house flips to launching a booming vacation rental business. In this episode, he reveals how one costly mistake turned into a profitable pivot—and why luxury STRs might just be the smartest move in real estate today. Get Interviewed on the Show! - ================================== Are you a real estate investor with some 'tales from the trenches' you'd like to share with our audience? Want to get great exposure and be seen as a bonafide real estate pro by your friends? Would you like to inspire other people to take action with real estate investing? Then we'd love to interview you! Find out more and pick the date here: http://daveinterviewsyou.com/ #realestateinvesting #vacationrentals #shorttermrentals #luxurySTR #propertyprofits

The Real Estate Law Podcast
What the Top 10% of STRs Are Doing Differently (According to Data) | Kenny Bedwell

The Real Estate Law Podcast

Play Episode Listen Later Jan 20, 2026 44:03


What actually makes one short-term rental crush it… while another barely books?Today we sit down with Kenny Bedwell, a former data analyst turned short-term rental expert, to unpack what truly separates top-performing properties from the rest. We talk about why blending in is the fastest way to lose (and why your rental needs its own “Impossible Whopper”-style edge), how Kenny's investment strategy has evolved over time, and what most hosts still misunderstand about ROI and aligning with real client goals.Whether you're buying your very first property or scaling a growing portfolio, this conversation is packed with real-world, data-backed insights to help you stand out, book more, and build smarter in today's ultra-competitive short-term rental market.Things we discussed in this episode:Kenny Bedwell's “Impossible Whopper” analogy for making short-term rental properties unique.The importance of being in the top 10% of rental markets to achieve success.Kenny's transition from data analyst to real estate investor and consultant.How Kenny helps clients find, analyze, and acquire short-term rental properties using data.The need to align investments with clients' budgets, ROI goals, and personal preferences.Setting realistic expectations for short-term rental returns and correcting misconceptions.The significance of data-driven market analysis and adapting to changing market conditions.Consulting for current property owners, focusing on guest avatar and unique amenities.Kenny's personal portfolio management strategies, use of teams, and focus on scaling up.Advice for new investors, including the importance of starting research early and leveraging expert resources (like STR Insights' annual report).Get in touch with Kenny :Facebook - ⁠⁠⁠⁠⁠⁠⁠https://www.facebook.com/ShortTermRentalInsightsWebsite - ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.strinsights.com/Instagram - ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.instagram.com/strinsights/Youtube - ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠https://www.youtube.com/@strinsights7414#SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #ShortTermRentals #STRInsights #VacationRentals #DataDriven #ROI#UniqueStays #PropertyManagement #InvestSmart#RentalIncomeFollow 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

STR Investing, The Podcast
Monday Market Data: Breakdown of Gatlinburg,TN Market

STR Investing, The Podcast

Play Episode Listen Later Jan 19, 2026 6:22


In this Monday Market Data Report, Mark Lumpkin breaks down Gatlinburg, Tennessee, one of the most talked-about short-term rental markets in the country. Using real performance data, Mark walks through how revenue, occupancy, and nightly rates change as you move from three-bedroom cabins to six-plus bedroom luxury properties.In this episode, you'll learn:How three-bedroom STRs in Gatlinburg earn between $55K and $95K annuallyWhy four-bedroom properties can generate $20K–$45K more per year than three-bedroomsHow five-bedroom cabins separate average performers from true top-tier experiencesWhy six-plus bedroom properties show the largest revenue jump Mark has seen in any marketHow ADR and occupancy work together to drive outsized returns in GatlinburgWhat the data reveals about guest expectations for larger, experience-driven homesIf you're considering investing in Gatlinburg or already own in the Smokies, this episode breaks down exactly what size property performs best and why.Tune in every Monday for market data reports and every Friday for expert guest interviews on the STR Investing Podcast.

Cash Flow Positive
Part 1: Preparing For A 1031 Exchange The Right Way

Cash Flow Positive

Play Episode Listen Later Jan 13, 2026 26:30


Are you scared of losing tens of thousands to the IRS on your next property sale? Wondering if a 1031 exchange is really the secret weapon for building unstoppable cash flow… or just a headache waiting to happen?This episode, Kenny Bedwell, no-fluff educator and the data-driven mind behind STR Insights, breaks down exactly how to prepare for a 1031 exchange the right way—using numbers, timelines, and real investor mistakes. From crushing the fear of tax bills to unlocking hidden strategies for short-term rental success, Kenny's frank approach is full of hard truths and simple steps.Listen now to sidestep costly errors, dodge timeline traps, and discover insider tactics you won't hear anywhere else. Miss this episode, and you risk making one of the most expensive mistakes in real estate. Tune in while the stakes are high and every dollar counts!Timestamped Highlights[00:00] The hidden 1031 pitfalls that even experienced investors miss[00:01:14] Why “waiting until closing” could wreck your 1031 dreams[00:02:12] The shocking impact of capital gains—the numbers that matter now[00:03:16] How to use the IRS rules to your advantage (and avoid a nightmare)[00:05:13] The #1 reason most investors lose money on STR furnishings[00:07:37] The uncommon truth about 1031 down payments and boot traps[00:11:03] Kenny's proven equity audit method: Should you sell or wait?[00:14:04] Mapping your cash flow and equity for a powerful portfolio move[00:16:50] When you should start hunting for your next market (spoiler: it's not what you think)[00:20:46] The 60-day strategy no one is teaching for stress-free 1031 shopping[00:22:03] The risky world of reverse 1031 exchanges—what you must knowMentioned ResourcesSTR Scale Summit (event)STR Insights softwareIRS Section 1031 (1031 exchange rules)QI / 1031 Intermediary servicesReturn on Equity (ROE) auditImportant LinksWant us to find the deals for you? https://strinsights.comGet Top Markers for STRs (2025) - https://rebrand.ly/28b1dfInstagram – @kenny_bedwellYouTube – Cash Flow...

STR Data Labâ„¢ by AirDNA
The STR Industry Is Normalizing: What That Means for Growth, Profitability, and Tech in 2026

STR Data Labâ„¢ by AirDNA

Play Episode Listen Later Jan 9, 2026 50:19


Is the short-term rental industry struggling — or simply growing up? In this episode of The STR Data Lab, AirDNA Chief Economist Jamie Lane sits down with Simon Lehmann to unpack what “normalization” really means for STR operators, investors, and property managers heading into 2026. After years of explosive growth, the industry is entering a new phase — one defined less by expansion and more by execution.Simon shares why demand hasn't collapsed the way headlines suggest, why strong operators are still thriving, and why the biggest shift happening right now is in expectations. Growth rates, margins, and valuations are resetting — but that doesn't spell trouble. Instead, it's forcing a long-overdue focus on discipline, systems, and unit-level profitability. As competition intensifies and margins compress, professionalism is no longer optional.The conversation also dives into technology and AI, exploring why the future isn't about more tools, but fewer — and better — ones. From fragmented tech stacks and data silos to the elusive “source of truth,” Jamie and Simon explain why operators who master their data will be best positioned to survive (and win) in the next chapter of STRs.You don't want to miss this episode if you're planning for 2026 and beyond.Key Takeaways from This EpisodeNormalization ≠ downturn: The STR industry isn't collapsing — growth expectations and return profiles are simply resetting.Execution now beats expansion: We've moved from a growth story to a selection story, where strong operators pull ahead.Professionalization means discipline: Systems, process rigor, and unit-level economics matter more than portfolio size.Margins are under pressure: Rising costs and regulation make revenue management and cost control essential skills.Tech stacks must simplify: The next wave of STR tech will focus on integration, AI-driven insights, and a single source of truth — not more point solutions.Sign up for AirDNA for FREE

STR Investing, The Podcast
10 Years of STR Marketing Tips & Tricks

STR Investing, The Podcast

Play Episode Listen Later Jan 9, 2026 37:59


AI is changing short-term rental marketing—but not always for the better.In this episode of the STR Investing Podcast, Taylor sits down with Conrad, founder of BuildUp Bookings, to break down what actually drives bookings in today's crowded STR market.They discuss how overused AI messaging can turn guests away, where automation still adds real value, and why authentic communication is becoming a competitive advantage for Airbnb hosts and property managers. Conrad shares practical insights from nearly a decade in STR marketing, helping operators rethink how they attract, convert, and retain guests.Key topics covered:AI vs human messaging in STR marketingHow to improve bookings without sounding automatedGuest psychology and conversion fundamentalsMarketing mistakes hurting Airbnb performanceIf you want more bookings without relying on spammy AI tactics, this episode delivers clear, actionable insight.__Episode Sponsored By:STR SearchSTR Search is the industry leading property finder service. They've helped investors acquire over 325+ profitable STRs across the US. If you'd like the data professionals to help you find your next STR, reach out to STRsearch.com

The STR Sisterhood
The Secret to Scroll-Stopping STR Photos with Nicole Alexander

The STR Sisterhood

Play Episode Listen Later Jan 6, 2026 44:49


Ever scroll past a vacation rental photo and feel like you had to stay there—like, yesterday? That's not an accident. That's story-driven strategy at work.In this episode, I'm joined by the incredible Nicole Alexander—a woman who's mastered the art of making STRs look so inviting, guests can't help but click “Book Now.”We talk about:How Nicole went from wedding photography to capturing the soul of spacesHer three-month adventure across Europe, camera in hand, documenting dreamy cabinsWhy cozy corners, golden light, and personal touches matter more than you thinkBut this isn't just about pretty pictures. It's about creating an emotional connection.Nicole walks us through her process—how she uncovers what makes a property special and translates it into visuals that spark curiosity, desire, and trust. You'll hear why professional photography isn't just a “nice to have.” It's a brand builder. A booking booster. A guest experience enhancer.If you've ever wondered whether great photos really move the needle in your STR business... this conversation will open your eyes.Get ready to rethink how you show up online—and how guests see your property through the lens of story.HIGHLIGHTS AND KEY POINTS:[01:03] A short introduction about our guest Nicole Alexander, and how she got started in the short-term rental industry[03:01] Nicole's shift from wedding photography to cabin photography, and her approach to translating storytelling and vision into impactful property photography[07:46] Why it's so important for hosts to invest in high quality story driven images, instead of just hiring a real estate photographer, or snapping their own pictures with their iPhone[12:22] Nicole's emphasis on atmospheric moments as the emotional bridge that turns a property into an experience guests can already feel themselves living[14:51] Nicole's commitment to honest, accurate photography as a trust-building tool rather than a marketing illusion[18:15] What are some of the biggest mistakes that Nicole sees when hosts rely on subpar or non-experiential photography[20:34] Nicole emphasizes that while professional photography is essential for listings, candid and non-professional shots play a crucial role in storytelling, particularly on social media[22:42] Nicole talks about the common styling mistakes and preparing a property for photography[25:32] Nicole's advice on finding a creative photographer beyond traditional real estate specialists[28:06] Nicole's insights on vetting photographers to ensure they can deliver on your vision [29:56] Nicole breaks down realistic photography investment ranges and what hosts should expect in return[35:18] How investing in professional, story-driven photography directly drives stronger cash flow, higher nightly rates, and better guest alignment[37:39] Nicole's guidance on prioritizing hero images that quickly communicate space, amenities, and setting to drive booking decisions[39:18] The lightning round Golden Nuggets:

Short Term Rental Secrets Podcast
Ep 275 - The New Standard for STRs: Design, Ops, and Discipline with Shane O'Connor

Short Term Rental Secrets Podcast

Play Episode Listen Later Jan 5, 2026 43:01


The STR game has changed—and most operators haven't caught up.In this episode, we break down what actually separates top-performing short-term rentals from the ones stuck in the middle. From design and amenities to operations, leadership, and systems—this is a real look at how elite STR businesses are built and sustained in hyper-competitive markets.This isn't theory. It's what's working right now.Inside this episode:- Why “good enough” STRs are getting crushed- The amenity arms race (and how to win without wasting money)- What guests notice that most hosts completely miss- How ops and hospitality matter more than design long-term- Why disciplined systems protect profit—even in down years- The leadership mindset required to scale without chaosIf you want longevity in this industry, this episode is required listening.00:06:15 – Becoming “The Guy” in a Hyper-Competitive STR Market07:45 – Why Copying Competitors Is a Losing Strategy09:15 – The New Minimum Standard for STR Design & Amenities11:40 – Why Half-Upgraded Properties Always Underperform18:50 – The Amenity Arms Race: What Actually Moves Revenue20:00 – When Design Stops Mattering and Ops Take Over26:10 – Building Teams and Systems That Don't Break Under Stress30:45 – Leadership Lessons from Military and STR Operations34:05 – How Efficiency Protects Profit in Down Revenue Years39:35 – The Long-Term STR Play: Scale, Discipline, and LongevityGuest Bio:Shane O'Connor is the CEO & Founder of Alchemy Real Estate & Alchemy Hosting. Alchemy is based in Tampa, FL, building a portfolio of Short-Term Rental assets primarily focused in Central Florida. By delivering vertically integrated, top-tier service from beginning to end in the investment process, Alchemy has grown from a single property (and single employee) to 11 properties & a team of four in less than a year. In that same time, Alchemy will have also delivered more than $3M in closed real estate deals for its clients.By the end of 2022, it is Shane's goal to have a blended Direct Ownership & Co Hosting portfolio of 30 properties centered in Florida, to then begin expanding to other markets. Shane is a graduate of the United States Naval Academy and served as an Officer in the U.S. Navy for 9 years. He received an M.S. Degree in Real Estate from the University of Florida. He runs the company with his brother, Captain Devin O'Connor, who is an active duty Marine Corps helicopter pilot in addition to being the Director of Operations for Alchemy.Guest Link:https://www.instagram.com/oc_dreams19/Get FREE Access to our Community and Weekly Trainings:https://group.strsecrets.com/

Short Term Rental Secrets Podcast
Ep 275 - The New Standard for STRs: Design, Ops, and Discipline with Shane O'Connor

Short Term Rental Secrets Podcast

Play Episode Listen Later Jan 5, 2026 43:01


The STR game has changed—and most operators haven't caught up.In this episode, we break down what actually separates top-performing short-term rentals from the ones stuck in the middle. From design and amenities to operations, leadership, and systems—this is a real look at how elite STR businesses are built and sustained in hyper-competitive markets.This isn't theory. It's what's working right now.Inside this episode:- Why “good enough” STRs are getting crushed- The amenity arms race (and how to win without wasting money)- What guests notice that most hosts completely miss- How ops and hospitality matter more than design long-term- Why disciplined systems protect profit—even in down years- The leadership mindset required to scale without chaosIf you want longevity in this industry, this episode is required listening.00:06:15 – Becoming “The Guy” in a Hyper-Competitive STR Market07:45 – Why Copying Competitors Is a Losing Strategy09:15 – The New Minimum Standard for STR Design & Amenities11:40 – Why Half-Upgraded Properties Always Underperform18:50 – The Amenity Arms Race: What Actually Moves Revenue20:00 – When Design Stops Mattering and Ops Take Over26:10 – Building Teams and Systems That Don't Break Under Stress30:45 – Leadership Lessons from Military and STR Operations34:05 – How Efficiency Protects Profit in Down Revenue Years39:35 – The Long-Term STR Play: Scale, Discipline, and LongevityGuest Bio:Shane O'Connor is the CEO & Founder of Alchemy Real Estate & Alchemy Hosting. Alchemy is based in Tampa, FL, building a portfolio of Short-Term Rental assets primarily focused in Central Florida. By delivering vertically integrated, top-tier service from beginning to end in the investment process, Alchemy has grown from a single property (and single employee) to 11 properties & a team of four in less than a year. In that same time, Alchemy will have also delivered more than $3M in closed real estate deals for its clients.By the end of 2022, it is Shane's goal to have a blended Direct Ownership & Co Hosting portfolio of 30 properties centered in Florida, to then begin expanding to other markets. Shane is a graduate of the United States Naval Academy and served as an Officer in the U.S. Navy for 9 years. He received an M.S. Degree in Real Estate from the University of Florida. He runs the company with his brother, Captain Devin O'Connor, who is an active duty Marine Corps helicopter pilot in addition to being the Director of Operations for Alchemy.Guest Link:https://www.instagram.com/oc_dreams19/Get FREE Access to our Community and Weekly Trainings:https://group.strsecrets.com/

STR Investing, The Podcast
Find your Handyman with Turno

STR Investing, The Podcast

Play Episode Listen Later Jan 2, 2026 36:34


Cleaning issues, last-minute cancellations, and unreliable contractors are some of the biggest threats to STR performance. Chris Rule, VP of Customer Experience at Turno, joins the show to explain how top operators are solving these problems—and what's coming next for the industry.Chris shares how Turno is helping hosts and property managers eliminate turnover chaos by connecting guest cleanliness reviews directly to cleaners, automating scheduling, and creating real accountability at scale. The conversation dives deep into why turnovers are one of the most stressful (and most overlooked) parts of short-term rental operations, and how better systems lead to better reviews, happier guests, and fewer late-night emergencies.We also explore Turno's rapidly expanding ecosystem, including global contractor coverage, cleaner guarantees, faster payouts, tax compliance, and what's next beyond cleaning—including maintenance and handyman services designed specifically for STR operators.Whether you're managing one property or hundreds, this episode breaks down how professional operators are building reliable, scalable systems that protect performance and peace of mind.Topics covered:Why turnovers make or break guest experienceHow guest cleanliness reviews create real cleaner accountabilityPreventing last-minute no-shows and operational emergenciesScaling cleaning and maintenance without growing headachesTurno's expansion into maintenance and contractor servicesWhat STR operators should expect in 2026 and beyondIf you're serious about running a high-performing short-term rental, this is a must-listen episode.Get in touch with Chris:LinkedIn: Chris Rule Sign up at Turno here today!__Episode Sponsored By:STR SearchSTR Search is the industry leading property finder service. They've helped investors acquire over 325+ profitable STRs across the US. If you'd like the data professionals to help you find your next STR, reach out to STRsearch.com

Living Off Rentals
#307 - Building a W-2 Exit Plan with Short-Term Rentals - Stephen Arnaud

Living Off Rentals

Play Episode Listen Later Dec 31, 2025 40:16


In this episode of Living Off Rentals, host Kirby Atwell sits down with Stephen Arnaud, an engineer, W-2 employee, and father of three, who's intentionally building his path out of the 9-to-5 through short-term rentals. Stephen shares why, even though he enjoys his career, the demands of a W-2 job started to conflict with family life and long-term freedom. Like many high-performing professionals, he realized that traditional investing alone wasn't going to give him the flexibility he wanted anytime soon. That realization led him to short-term rentals. If you are still working a 9-to-5 but thinking seriously about building income outside of it and a pathway to financial independence, this episode offers a realistic roadmap. Listen and enjoy! Key Takeaways: [00:00] Introducing Stephen Arnaud and his background [02:21] Getting into the real estate through short-term rental [06:33] The moment he realized short-term rentals could replace earned income [09:45] How Stephen picked his market [11:59] Deciding on the properties that he purchased [13:43] Details on Stephen's first two STR properties and why he targeted larger homes [16:25] Financing with conventional loans as a W-2 investor [17:18] Using IRA funds strategically for down payments and furnishings [18:12] Stephen's perspective on retirement accounts vs. building income today [21:08] Building a reliable cleaning and support team [23:36] The biggest challenge on the flip side: Neighbors [25:30] Screening guests and avoiding party issues [28:15] Balancing a W-2 job with managing STRs during the early stages [31:38] How virtual assistants can outperform owner-operators with the right systems [34:24] Stephen's advice for people wanting to exit their 9-5 and get into short-term rentals [37:55] A real mistake with scheduling cleaners and how communication saved the situation [39:52] Outro Guest Links: Website: https://www.airbnb.com/rooms/1389202306719070032  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

Cash Flow Positive
Top STR Markets for 2026

Cash Flow Positive

Play Episode Listen Later Dec 30, 2025 37:09


Are you terrified of sinking your cash into a dying market or worse, following the herd off a financial cliff? In this masterclass episode, Kenny Bedwell rips the lid off his 2026 Top STR Markets Report, arming you with the real numbers, raw pitfalls, and hidden opportunities no one else will dare mention. You'll hear the unbiased, hard-hitting truth: where data says to buy, where strict regulations ruin even the prettiest towns, and razor-sharp strategies to squeeze maximum ROI in a landscape rocked by new rules and unpredictability. Kenny reveals not only the top 10 investable markets, but exactly why they're worth your attention (and why some previous darlings are falling off).Do not wait. Miss this, and you're risking real money, real time, and watching your freedom slip away, while others secure the deals that change their financial destiny. This episode gives you numbers, biases called out, and actionable steps you won't get anywhere else.Timestamped Highlights[00:01] – Why most “top STR market” lists are wrong (and what everyone's missing)[00:10] – The wild, thrilling impact of new regulations and market shakeups—this year's biggest surprises revealed[00:23] – Kenny's ultra-candid red light, green light analysis: Where you really should be scared (and where to pounce)[00:46] – The shocking climb of Mohican State Park and the overlooked cash cows in rural regions[01:13] – Dirty little secrets behind high-grossing mountain and lake towns (and why access and permits matter more than hype)[01:38] – Are you sitting on cash? Kenny reveals the uncommon ways budget transforms your deal-finding lens (with 4 ROI-driven categories)[01:57] – How to beat city restrictions with region plays and advanced location hunting—no more bureaucratic land mines[02:15] – The final, blunt warning: What happens if you listen to influencers over the data... and why you can't skip this downloadMentioned ResourcesSTR Scale Summit (event)Airdna (STR market data)BiggerPocketsInterview reference: "Part 2: How to make over $500k on one STR with Jeff Usner” episode, August/September 2024Important LinksWant us to find the deals for you? https://strinsights.com Get Top Markers for STRs (2025) - https://rebrand.ly/28b1df Instagram – @kenny_bedwellYouTube – Cash Flow Positive

STR Investing, The Podcast
Scaling 50+ Airbnbs In Ohio

STR Investing, The Podcast

Play Episode Listen Later Dec 26, 2025 27:41


In this episode of the STR Investing Podcast, Taylor sits down with Nate Klatt — CPA, former startup operator, and co-founder of HomeHop — to break down how he went from flipping houses with thin margins to building a short-term rental portfolio, launching a property management company, and raising STR investment funds.Nate shares the real behind-the-scenes of scaling: why conservative underwriting matters when you're taking friends-and-family money, how they structured investor returns, what changed once they brought in real design, and why they're shifting toward bigger homes and higher-end amenities in their next fund.In this episode, you'll learn:Nate's path from Michigan State football + CPA to real estate entrepreneurThe biggest mistakes (and lessons) from their first flipsWhy they stopped chasing cheap renovations and started building properties people fall in love withHow promissory notes helped them scale early — and why they eventually launched a fundThe exact structure they used: preferred return, margins, and staying conservative on projectionsWhat it takes to build a real property management operation (tools, SOPs, and hiring VAs)Why larger homes and “hero amenities” are becoming the clearest path to outperforming in today's marketWhere HomeHop is headed next: expansion decisions, fund strategy, and growth over the next 12–24 monthsConnect with Nate: LinkedIn: Nate Klatt Website: homehop.com__Episode Sponsored By:STR SearchSTR Search is the industry leading property finder service. They've helped investors acquire over 325+ profitable STRs across the US. If you'd like the data professionals to help you find your next STR, reach out to STRsearch.com

As Told By Us
EP 222: Short-Term Rental Investing: What I'd Do Differently Now

As Told By Us

Play Episode Listen Later Dec 23, 2025 20:50


If I were starting over in short-term rentals today, I wouldn't rush into the first deal just to say I owned one — and I definitely wouldn't invest where everyone else is telling you to. In this episode, I'm walking you through our real journey: buying our first STR, building a six-figure co-hosting business, and realizing pretty quickly what wasn't the right long-term play for us. We talk about market selection, cash flow vs. equity, why I'd avoid certain oversaturated markets now, and what I wish I had understood sooner about renovations, contracts, and boundaries. If you're in the "should we buy?" or "what's our next move?" phase — or you're thinking bigger than single-family STRs — this episode will help you slow down and make smarter, more intentional decisions. We cover: The investing choices I'd change if I started over Why market selection matters more than ever Cash flow vs. long-term equity (and how I think about it now) What co-hosting actually looks like behind the scenes Why we're focused on micro resorts and boutique hotels moving forward Connect with me:

The STR Sisterhood
The Making of a 5-Star Host: Janel Gallucci's Story

The STR Sisterhood

Play Episode Listen Later Dec 23, 2025 57:22


From corporate hustle to hospitality powerhouse, Janel's story is the kind every host needs to hear.In this episode, I sit down with the inspiring Janel Gallucci, who walked away from a high-pressure San Francisco career to build a short-term rental business on her own terms. What began with a single Lake Tahoe cabin quickly evolved into a thoughtfully scaled portfolio — each property designed with intention, creativity, and an unwavering commitment to delivering a true 5-star guest experience.You'll hear how Janel shifted from “one-property owner” to savvy portfolio builder, the systems and mindset she used to scale sustainably, and the decisions that helped her create guest-loved stays while protecting her time and energy. This conversation is a powerful reminder that a purpose-driven business can grow without sacrificing the life you're building it for.Janel shares:The pivot point: How a moment of burnout prompted her and her husband to leave the corporate grind and dive head-first into STRs.Taking control: Why early missteps with property managers forced her to self-manage—and how applying her corporate skills dramatically boosted her returns and created unforgettable stays.Guest-Magnet Strategies: The exact systems she uses to turn listings into best-in-class properties, from leveraging market data and building local partnerships to offering dog-friendly welcome baskets and locally sourced amenities.The Blueprint for Growth: Why defining your ideal guest and implementing robust systems is essential for managing properties confidently, whether they're nearby or across the country.Janel's story is a powerful blueprint for building a richer, more flexible life through short-term rentals. It's packed with actionable tips, mindset shifts, and the courage required to build an intentionally successful business. Tune in now to unlock the strategies for your own STR success!HIGHLIGHTS AND KEY POINTS:[01:15] A short introduction about our guest Janel Gallucci, and how she got into the short-term rental industry[04:24] Janel reveals how miscommunication and poor property care pushed her to replace her property manager with direct self-management[08:04] Janel's approach to shifting into self-management to enhance confidence and control in her short-term rental[11:02] How Janel handles tough guest situations to enhance satisfaction and protect reviews[14:23] I share my experience at Airbnb headquarters and unpack why hosts have seen a dramatic shift in Airbnb's willingness, and ability to remove unfair reviews [17:12] Janel's thoughts about the challenges of subjective guest ratings to highlight the flaws in Airbnb's value and accuracy metrics[20:12] Janel outlines her strategy for breaking past her revenue ceiling by elevating her property into the luxury tier[22:06] How small luxury touches elevate the guest experience and reinforce premium positioning[23:27] Janel outlines the intentional upgrades and guest-avatar strategy that fueled her jump from average earnings to six-figure revenue[27:20] How low-cost, locally sourced, and thoughtfully branded welcome baskets enhance the guest experience while

STR Investing, The Podcast
Monday Market Data: Breakdown of Flagstaff, Az Market

STR Investing, The Podcast

Play Episode Listen Later Dec 22, 2025 6:06


It's time for another Monday Morning Market Data Report — and this week we're breaking down Flagstaff, Arizona.Mark walks through what the numbers actually say across 3-bed, 4-bed, 5-bed, and 6+ bedroom STRs, including how revenue, ADR, and occupancy shift as you scale up in size. And what makes this one interesting: Flagstaff looks like a “middle-of-the-country” baseline market… until you hit the bigger homes.In this episode, you'll learn:What a “typical” 3-bedroom in Flagstaff earns vs. a top performerWhy 4-bed homes can earn more even with slightly lower occupancy (and why that's not a bad thing)The real value of adding a 5th bedroom — and when it becomes a revenue multiplierThe wildest data point in this report: 6+ bedrooms nearly doubling 5-bedroom top-end revenueHow to use percentile data to set realistic revenue targets before you buyIf you're trying to decide what size property you need to hit your STR goals — and whether it's worth stretching into a bigger home — this Flagstaff breakdown makes it crystal clear.

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

The Moscow Murders and More

Play Episode Listen Later Dec 20, 2025 15:37 Transcription Available


A DNA profile is a unique genetic fingerprint derived from an individual's DNA (deoxyribonucleic acid). DNA is the fundamental genetic material found in the cells of all living organisms, and it carries the instructions that determine our physical characteristics and biological traits.A DNA profile is created by analyzing specific regions of an individual's DNA known as short tandem repeats (STRs) or single nucleotide polymorphisms (SNPs). These regions exhibit variations between individuals, making them useful for identification purposes. DNA profiling involves extracting DNA from a biological sample, such as blood, saliva, hair, or semen, and then amplifying and analyzing the specific DNA regions of interest.Law enforcement agencies use DNA profiling in several ways:Criminal Investigations: When biological evidence is found at a crime scene, such as bloodstains or hair, DNA profiling can be performed to create a DNA profile from the sample. This profile can then be compared to profiles in DNA databases or against known suspects to identify or exclude potential perpetrators.Missing Persons and Unidentified Remains: DNA profiling plays a crucial role in identifying missing persons and unidentified remains. By comparing DNA profiles from unidentified remains to profiles of missing individuals or their relatives, law enforcement can establish familial relationships or make direct identifications.Cold Case Investigations: In cold cases, where the investigation has gone unresolved for an extended period, DNA profiling can be used to reexamine evidence and potentially link it to a known individual or identify new suspects.Forensic Intelligence: DNA profiles obtained from crime scenes can be stored in DNA databases, such as CODIS (Combined DNA Index System), which allows law enforcement agencies to compare profiles from different cases. This can help link previously unrelated crimes and provide leads for investigations.In this episode, we take a look at the new claims by Bryan Kohberger's legal team that 3 other unknown male DNA profiles were found at the crime scene and what it might mean moving forward.(commercial at 8:30)to contact me:bobbycapucci@protonmail.comsource:Bryan Kohberger claims DNA from three other men found at scene of Idaho murders | The IndependentBecome a supporter of this podcast: https://www.spreaker.com/podcast/the-moscow-murders-and-more--5852883/support.

STR Investing, The Podcast
Selling LTRs and Cashing In On STRs

STR Investing, The Podcast

Play Episode Listen Later Dec 19, 2025 34:37


Taylor sits down with Jacob — a Bay Area tech professional turned short-term rental investor — to unpack the real story behind taking a “big swing” on a remote, high-risk property… and having it pay off.Jacob shares how growing up in San Francisco made real estate feel impossible, why a single long-distance rental accidentally sparked his investing journey, and what finally pushed him from long-term rentals into STRs.Then it gets real: an $800K lakefront property in Northern Michigan, a massive footprint (with an indoor pool), limited comps, sky-high interest rates, and the kind of renovation logistics that make most investors freeze. Jacob walks through the stress, the surprises, the launch chaos, and the unexpected part of the business he thought would be hardest… but wasn't.In this episode, you'll learn:Why Jacob believes long-term rentals rarely deliver “real” cash flow (and what surprises most first-time landlords)How he chose a Midwest market before the data was obviousWhat underwriting looks like when you don't have clean comps — and how to build guardrails anywayThe behind-the-scenes reality of renovating and furnishing from across the countryThe launch lessons you only learn when guests are arriving tomorrowWhy self-managing wasn't nearly as hard as he expectedHow one deal can change your investing path faster than you thinkIf you've been stuck in analysis paralysis, this one is a reminder that you don't need perfect certainty — you need the right protections, a real plan, and the willingness to get in the game.__Episode Sponsored By:STR SearchSTR Search is the industry leading property finder service. They've helped investors acquire over 265+ profitable STRs across the US. If you'd like the data professionals to help you find your next STR, reach out to STRsearch.com

Cash Flow Positive
2026 Predictions and 2025 Market Recap

Cash Flow Positive

Play Episode Listen Later Dec 18, 2025 30:58


Are you one tough market away from making or breaking your STR dreams? In this eye-opening solo episode, Kenny Bedwell delivers his no-BS, data-driven breakdown of 2025's market shakeups and lays out urgent, can't-miss predictions for 2026.With competition at a boiling point and Airbnb's pricing bombshell still sending shockwaves, Kenny Bedwell exposes where investors keep getting crushed, and who's quietly winning big. From wild price slashes to the “big fish or die” investor mentality, this episode is packed with the kind of ruthless honesty and hard metrics you won't get from any hype-driven guru.Tune in now or risk fumbling the next 12 months. Discover the exclusive moves smart investors will make next, before the rest of the market catches on, and before average operators are left behind for good.Timestamped Highlights[00:00] – Why “average” properties are getting destroyed while 90th percentile performers quietly flourish[00:03:51] – The mindset shift every STR buyer must make now to avoid draining cash flow[00:06:26] – Markets you'd written off are making a shocking comeback—here's why[00:08:17] – Explosive legal shakeups: Are STRs still real estate or something else?[00:10:33] – The Airbnb fee switch: How hosts are sabotaging themselves and tanking in search rankings[00:13:10] – The real reason your smart price hikes backfired—and how to break the algorithm instead[00:18:46] – The “turnkey trap”: Why offloading STRs is about to flood the market (and what smart buyers must do now)[00:24:33] – Surprise winners & fallen stars: The brutally honest 2026 top markets preview[00:26:31] – Kenny's wild 2026 prediction: The coming Airbnb “pay to play” eraMentioned ResourcesSTR Scale Summit (event)Top Markets Report (via STR Insights)Airbnb LuxeAirdna (STR market data)Important LinksWant us to find the deals for you? https://strinsights.com Get Top Markers for STRs (2025) - https://rebrand.ly/28b1df Instagram – @kenny_bedwellYouTube – Cash Flow PositiveLinkedIn – Kenneth BedwellCash Flow Positive is an original podcast hosted by Kenny Bedwell. Brought to you by STR Insights. Production and editing by Podcast Your Brand.

As Told By Us
EP 221: 2026 Predictions: Branding, Direct Booking & Personal Brands

As Told By Us

Play Episode Listen Later Dec 16, 2025 26:37


2026 is not the year to play it safe — and it's definitely not the year to keep relying on Airbnb alone. In this episode of Branded and Booked, I break down what I see coming next for short-term rentals, boutique hotels, micro-resorts, and the investors behind them — and why branding, direct strategy, and personal visibility are no longer optional. From platform changes and rising fees to the growing gap between checkbox amenities and truly curated guest experiences, this conversation is a wake-up call for hosts who want longevity, leverage, and real brand value. In this episode, we cover: Why more investors are shifting away from single-family STRs and toward boutique hotels, micro-resorts, and larger experiential projects The real cost of relying solely on Airbnb — and why 2026 is the year direct booking strategies become essential Why design alone isn't enough (and what real brand strategy actually includes) How brand clarity directly impacts the guests you attract — and the problems you avoid The rise of personal branding for hosts, operators, and real estate investors with bigger visions What it actually looks like to leverage your personal brand to attract partners, clients, and opportunities Why the guest experience gap is widening — and how curated rituals, storytelling, and intentional touchpoints win The evolution of influencer marketing (no more random trades, ever) Why hospitality brands are becoming media brands — and how content now drives demand How strong branding and marketing directly increase the exit value of your properties Connect with me:

STR Investing, The Podcast
Monday Market Data: Breakdown of Miami, FL Market

STR Investing, The Podcast

Play Episode Listen Later Dec 15, 2025 6:29


This week's Monday Market Data Report takes us to Miami, Florida, one of the most talked-about short-term rental markets in the country. Is the hype justified? Mark breaks down the numbers by bedroom count to show where the real revenue gaps are—and why Miami rewards scale more than most markets.Inside this episode: • How 3-bedroom STRs range from average performers to nearly doubling revenue at the top • Why 4-bedroom properties see a major revenue jump with only a slight dip in occupancy • The eye-opening leap in performance for 5-bedroom homes, including six-figure potential • What 6+ bedroom luxury properties are earning and why occupancy stays strong across all sizes • The key takeaway: in Miami, bigger homes stay just as booked and earn significantly moreIf you're considering investing in South Florida or already own in Miami, this data-driven breakdown will help you understand where bedroom count, nightly rates, and performance truly intersect.Tune in for the numbers, stay for the insights—and we'll see you Friday for a new guest episode.

STR Investing, The Podcast
Renovating and Building Florida STRs Remotely

STR Investing, The Podcast

Play Episode Listen Later Dec 12, 2025 29:48


From European boutique hotels to Florida short-term rentals—Chris has lived and breathed hospitality since he was a kid scrubbing dishes in his family's German hotels. In this episode, Taylor sits down with Chris to unpack how his early exposure to real guest service shaped the way he builds, designs, and manages his thriving STR portfolio across Southwest Florida.Chris shares how years of traveling the world as a professional tennis player gave him a front-row seat to what great hospitality feels like—and what most operators get wrong.You'll learn: • Why the check-in experience sets the tone for your entire guest stay • The biggest hospitality lessons Chris brought from boutique hotels to Airbnbs • How to identify “what's missing” in your own STR setup by thinking like a guest • The mindset shift from athlete to investor—and how discipline translates across both fieldsIf you've ever wondered how to turn travel experience into hosting excellence, this episode connects the dots between service, design, and short-term rental success.__Episode Sponsored By:STR SearchSTR Search is the industry leading property finder service. They've helped investors acquire over 265+ profitable STRs across the US. If you'd like the data professionals to help you find your next STR, reach out to STRsearch.com

Cash Flow Positive
Part 2: The #1 strategy to increasing occupancy

Cash Flow Positive

Play Episode Listen Later Dec 11, 2025 42:18


Are you feeling stuck with underwhelming bookings, even with a great short-term rental? Wondering how savvy investors transform high-mortgage properties into unstoppable cash flow machines without risky over-investment or luck?In this bold, results-focused episode, Kenny Bedwell sits down with data-driven real estate strategist Jess Broyles, who reveals the real-world playbook that turned ordinary homes into 6-figure yielders.Get ready for an unfiltered breakdown of advanced multi-listing tactics, practical tools to maximize occupancy, and Jess's boots-on-the-ground math for keeping quality guests (and profits) coming, year-round. They dive deep into mindset shifts, fatal mistakes, when to spend (and when not to), and market research that actually pays off.Do NOT let another empty night erode your returns. Listen now to grab exclusive, actionable insights only found here and beat the saturated STR market before the next booking season hits.Timestamped Highlights[00:00] The math teacher turned STR powerhouse—how rage at bad rentals lit the fuse[00:06:44] Why “saving space for amenities” is a game-changing investment secret[00:13:24] The bold credit card move that jumpstarted Jess's property empire[00:17:59] Multi-listing magic: How to 7x your calendar with a single property[00:19:02] Letting go of pride—how renting a 2-bedroom in a mansion brings surprising wins[00:22:01] The shocking threshold where discounting destroys guest quality[00:25:47] How “lock-off” room strategies turn one house into multiple money makers[00:30:00] Real numbers: The strategy that made $160k more—same houses, zero hype[00:36:05] Ready to renovate? How spending less on kitchens, more on what matters, trumps “amenity creep”About the GuestJess Broyles is a seasoned short-term rental investor, strategist, and consultant with STR Insights. With six years in the STR game and a background in math education, she specializes in revenue management and creative property optimization. Jess's distinct perspective turns average homes, even in challenging markets, into six-figure cash-flow properties through data-driven strategy and hands-on ingenuity.

The Mark Perlberg CPA Podcast
EP 130 - How Much Can I Save from a Cost Segregation Study?

The Mark Perlberg CPA Podcast

Play Episode Listen Later Dec 10, 2025 33:30 Transcription Available


Send us a textCost Segregation can save you tens of thousands, or even hundreds of thousands, in taxes. But here's the problem: most investors have no clue how much they're actually leaving on the table.After personally reviewing hundreds of cost seg studies for our clients at Prosperl CPA, I'm pulling back the curtain and showing you EXACTLY how to estimate your deduction, what drives the numbers up or down, and how much cash this strategy can legitimately save you.Here's what we're covering:• The formula I use to estimate Cost Segregation deductions (backed by hundreds of real studies)• Why short-term rentals (STRs) crush long-term rentals (LTRs) when it comes to cost seg results• How land value, pools, furnishings, and property improvements drastically impact your write-offs• How to calculate your ACTUAL tax savings using your effective tax rate (not just the deduction)• Real client examples and case studies from our practice• How Cost Seg stacks with QBI deductions, tax credits, bonus depreciation, timing strategies, and more for maximum impactThis is the exact framework we use internally at Prosperl CPA to project savings for our clients. If you've been wondering "how much could I ACTUALLY save?", this video answers that question.⭐ Want to Know YOUR Exact Tax Savings Potential?I'm offering free personalized Opportunity Reports where I'll review your tax situation and send you a custom video breakdown showing exactly how much you could save with strategies like:• Cost Segregation• Bonus Depreciation• Short-Term Rental Loopholes• Entity Structure Optimization• And more advanced planning methods

Cash Flow Positive
Part 1: The #1 strategy to increasing occupancy

Cash Flow Positive

Play Episode Listen Later Dec 9, 2025 24:26


Who says you have to settle for empty nights and slow seasons in your short-term rental business? Today, Kenny Bedwell, the data-driven founder of SCR Insights and host of Cashflow Positive, uncovers the single most overlooked tactic for filling your calendar year-round. Whether you're brand new or a seasoned investor tired of watching rival listings rack up bookings, you're about to learn how to outsmart the algorithm, target untapped guest avatars, and supercharge your occupancy without slashing prices or adding another hot tub.Forget the usual "add amenities and hope" advice. Kenny Bedwell shares raw stories, market case studies, and step-by-step strategies for duplicating and syncing your listings, hacking bedroom counts, and designing your calendar to capture both big groups and last-minute couples. If you want practical, counterintuitive tactics with real revenue impact, press play and get ready to rethink your entire listing game.Timestamped Highlights[00:01:00] – Understanding amenities: Differentiating what boosts ADR vs. occupancy[00:03:00] – The real #1 occupancy strategy: Duplicating listings and adjusting bedroom/guest count[00:04:22] – Buffalo duplex playbook: Parent-child listing method for seasonality[00:06:02] – The calendar hack—setting advance notice to maximize bookings in both units[00:09:00] – Blue Ridge, GA case study: How listing a three-bedroom as a two-bedroom crushes the competition[00:11:45] – Airbnb algorithm secrets: How your listing size controls visibility and booking rate[00:13:24] – Application for single-family homes—catching snowbirds, couples, and off-season guests[00:17:36] – Side-by-side and duplex strategy: What guest avatars really want (and when you lose money)[00:19:20] – The essential gathering area: Why big bookings may flop without this overlooked space[00:21:38] – Experiment, critique, and pivot—how to "round the wheel" and not just reinvent it[00:23:01] – Invitation to STR Scale Summit: Get the connections and knowledge to scale fastMentioned ResourcesHospitableOwnerRezAirbnbVRBOImportant LinksWant us to find the deals for you? https://strinsights.com Get Top Markers for STRs (2025) - https://rebrand.ly/28b1df Instagram – @kenny_bedwellYouTube – Cash Flow PositiveLinkedIn – Kenneth BedwellCash Flow Positive is an original podcast hosted by Kenny Bedwell. Brought to you by STR Insights. Production and editing by Podcast Your Brand.

Short Term Rental Secrets Podcast
Ep 271 - Why Your STR Isn't Making What It Should — And How to Fix It with Mark Lumpkin

Short Term Rental Secrets Podcast

Play Episode Listen Later Dec 8, 2025 48:29


Your STR isn't underperforming by accident — it's underperforming because of decisions.In this episode, Chris and E sit down with Mark Lumpkin from STR Cribs, the company behind 500+ STR setups, to break down the real reasons properties fail and what the best operators do differently.If you're buying, designing, furnishing, or managing STRs — this is a masterclass in thinking like a pro instead of an amateur.Inside this episode:• The biggest mistakes investors make when buying or furnishing STRs• Why “more amenities” isn't the answer — strategic amenities are• How to work with (and filter out) bad owners• The 80/20 rule for projects, clients, and portfolio performance• Why elite STR teams operate like “SEAL Team 6”• How culture, tension, and standards lead to scale• The future of STR Cribs and Mark's next business movesGuest Bio:Mark Lumpkin helps investors set up highly profitable STRs all over the country.00:00 – How STR Cribs Started & Grew to 500+ Setups00:04:45 – Why High-Net-Worth Investors Still Make Rookie Mistakes00:09:10 – The Amenities Strategy That Actually Drives Bookings00:13:55 – Institutional Investors vs Mom-and-Pop Operators00:18:25 – The Problem With Owners Who Want to “Test It First”00:22:40 – The 80/20 Rule, Pumpkin Planning & Firing Bad Clients00:27:05 – Sniper vs Machine Gun: How to Focus Your Time as an Operator00:31:30 – The STR Cribs Hiring Philosophy: SEAL Team 600:36:15 – Creating a High-Performance Culture Through Healthy Tension00:41:50 – What's Next for STR Cribs & Mark's Personal VisionGuest Link:https://www.linkedin.com/in/mark-lumpkin-84b173142/Get FREE Access to our Community and Weekly Trainings:https://group.strsecrets.com/

Short Term Rental Secrets Podcast
Ep 271 - Why Your STR Isn't Making What It Should — And How to Fix It with Mark Lumpkin

Short Term Rental Secrets Podcast

Play Episode Listen Later Dec 8, 2025 48:29


Your STR isn't underperforming by accident — it's underperforming because of decisions.In this episode, Chris and E sit down with Mark Lumpkin from STR Cribs, the company behind 500+ STR setups, to break down the real reasons properties fail and what the best operators do differently.If you're buying, designing, furnishing, or managing STRs — this is a masterclass in thinking like a pro instead of an amateur.Inside this episode:• The biggest mistakes investors make when buying or furnishing STRs• Why “more amenities” isn't the answer — strategic amenities are• How to work with (and filter out) bad owners• The 80/20 rule for projects, clients, and portfolio performance• Why elite STR teams operate like “SEAL Team 6”• How culture, tension, and standards lead to scale• The future of STR Cribs and Mark's next business movesGuest Bio:Mark Lumpkin helps investors set up highly profitable STRs all over the country.00:00 – How STR Cribs Started & Grew to 500+ Setups00:04:45 – Why High-Net-Worth Investors Still Make Rookie Mistakes00:09:10 – The Amenities Strategy That Actually Drives Bookings00:13:55 – Institutional Investors vs Mom-and-Pop Operators00:18:25 – The Problem With Owners Who Want to “Test It First”00:22:40 – The 80/20 Rule, Pumpkin Planning & Firing Bad Clients00:27:05 – Sniper vs Machine Gun: How to Focus Your Time as an Operator00:31:30 – The STR Cribs Hiring Philosophy: SEAL Team 600:36:15 – Creating a High-Performance Culture Through Healthy Tension00:41:50 – What's Next for STR Cribs & Mark's Personal VisionGuest Link:https://www.linkedin.com/in/mark-lumpkin-84b173142/Get FREE Access to our Community and Weekly Trainings:https://group.strsecrets.com/

REI Rookies Podcast (Real Estate Investing Rookies)
From Failure to $5M Portfolio | Melissa Nash on Long-Distance Investing

REI Rookies Podcast (Real Estate Investing Rookies)

Play Episode Listen Later Dec 7, 2025 37:57


Melissa Nash reveals how she rebuilt her life after losing a multimillion-dollar business and scaled a $5M+ rental portfolio without ever seeing her properties.In this episode of RealDealChat, Jack Hoss interviews Melissa Nash, founder of HelloMelissaNash.com, who shares her remarkable journey from losing a multimillion-dollar business to building a completely remote rental portfolio using systems, strategy, and the power of people.Melissa explains how she transitioned from a failed children's manufacturing company into real estate, why she hated being an agent, and how she discovered the freedom of long-distance investing. Today she owns rentals in multiple states, manages nearly everything with simple spreadsheets, and helps other busy professionals become “lazy investors” who build wealth passively.She breaks down the difference between long-term rentals and short-term rentals, how she ran 50+ BRRRR projects (with wins and failures), how to evaluate landlord-friendly markets, how to vet property managers using real data, and why taking the first step matters more than understanding all 20 steps ahead.This episode is packed with mindset, strategy, and practical frameworks for new and experienced investors alike.What You'll LearnHow Melissa rebuilt after a business collapseWhy she hated being an agent (and what she learned instead)The eye-opening moment that made her choose real estateHow she bought her first rental in Alabama sight unseenWhy long-distance investing is safer than people thinkThe right way to evaluate markets using landlords, not GoogleHow to vet property managers using real dataBRRRR wins & losses — and why STRs bring stressBuilding a $5M portfolio using Google SheetsHow she helps busy professionals buy their first out-of-state rental

Mountain Real Estate
Where should I buy in Summit County?

Mountain Real Estate

Play Episode Listen Later Dec 5, 2025 30:10


In this episode of the Mountain Real Estate Podcast, Candice breaks down one of the questions she hears most often: “Where should I buy in Summit County?”Summit County isn't a single market—it's a collection of distinct micro-neighborhoods, each offering a different blend of lifestyle, STR rules, HOA considerations, and price ranges. This episode walks through seven key areas: Breckenridge (in-resort zones), Keystone, Frisco, Copper Mountain, Wildernest & Silverthorne, Dillon, and Blue River.You'll learn what each neighborhood is best suited for, which areas perform strongest for STRs, where walkability matters, and how lifestyle plays into choosing the right location. Whether you're buying for personal use, rental income, or both, this guide will help you focus your search.For more information or help evaluating a property, visit amynakos.com.

STR Investing, The Podcast
How To Underwrite A Short Term Rental

STR Investing, The Podcast

Play Episode Listen Later Dec 5, 2025 13:26


Fail forward, buy smarter. In this solo deep-dive, Taylor breaks down real-world STR underwriting—no hype, just numbers. If you've ever “made a spreadsheet sing” to justify a deal, this one's for you. Learn the exact framework he's used to evaluate hundreds of thousands of properties over the past four years and how to stay disciplined when emotion wants the win.What you'll learnThe anatomy of a winning pro forma: purchase price, debt structure, closing costs, and true Total OOP (down payment, reno, amenities, furniture, vendors).Building an optimization list that actually moves RevPAR (from paint to pickleball).Revenue the right way: comping like-for-like, using data tools (AirDNA/Rabbu), and modeling Low / Mid / High scenarios.Expense reality check: utilities, supplies, PM software, cleaning fees in vs. invoices out, HOA, taxes, insurance, CapEx & reserves.NOI vs. Free Cash Flow: what lives “above the fold,” why debt service ≠ mortgage, and how to compare deals apples-to-apples.Return stack 101: cash-on-cash, principal paydown, long-view appreciation (why you should zoom out 20–25 years), and a primer on the STR tax play.The baseball mindset: why looking at hundreds of deals to land a few great ones is normal—and healthy.__Episode Sponsored By:STR SearchSTR Search is the industry leading property finder service. They've helped investors acquire over 265+ profitable STRs across the US. If you'd like the data professionals to help you find your next STR, reach out to STRsearch.com

Cash Flow Positive
Part 2: Tips for working with out of state contractors

Cash Flow Positive

Play Episode Listen Later Dec 4, 2025 42:29


Hiring contractors is hard enough… hiring them out of state can feel terrifying.In this value-packed episode of Cashflow Positive, Kenny sits down with Jen Josey, real estate investor, coach, mastermind leader, and construction expert, to break down exactly how to find, vet, manage, and protect yourself when working with contractors in markets where you don't live.Jen shares the six critical documents every investor should use, the insider process for finding investor-friendly contractors (hint: it's not Google), how to structure payment schedules that protect your budget, and the legal tools that saved her from a lawsuit.If you plan to renovate a property outside your local market, this conversation may literally save you thousands.Timestamped Highlights[00:00] Meet guest Jen Josey and her path from teacher → corporate → real estate[00:01:20] How Jen replaced her corporate income in 8 months[00:01:55] What Jen is working on today: coaching, STRs, investing, and running multiple companies[00:03:00] Current STR portfolio: beach condo, Boone cabin, and plans for a micro-resort[00:05:00] What Jen looks for: smaller STRs, pet-friendly, waterfront, couples-focused[00:06:25] How she evaluates markets in NC, VA, and SC[00:08:10] Kenny's lead-in to contractor horror stories and out-of-state projects[00:09:00] Jen's #1 starting point: investor Facebook groups (and how to post correctly)[00:09:45] Step 2: local REIAs (why they matter and what quality they attract)[00:10:40] Window replacement sticker shock: a real example ($7K for three windows)[00:12:00] Never pay large deposits upfront—and what to do instead[00:12:45] The exact six critical documents every investor should use[00:13:35] The “lien waiver” that saved Jen from being sued[00:14:10] The contract: deadlines, penalties, warranties, and holding contractors accountable[00:15:40] Insurance + indemnification: adding yourself to a contractor's policy[00:16:20] Building your scope of work from the inspection report[00:16:55] Paying your inspector to verify contractor work[00:17:40] The proper way to structure a payment schedule (why the final payment is the largest)[00:18:55] W-9 requirements for anyone paid over $600[00:19:20] Contractors who refuse to sign contracts—why you should walk away[00:20:05] Kenny's theater room story and how a missing change order cost him[00:21:55] How to prevent “death by $500 change orders”[00:23:15] How hard money lenders help enforce accountability[00:24:00] What makes someone an investor-friendly contractor[00:27:00] Jen's secret weapon: “pimping out” contractors to keep prices low[00:29:00] Code of Conduct on job sites (English + Spanish)[00:33:00] The two most important people on your STR team: cleaners + handyman[00:34:25] Paying your handyman well to secure long-term loyalty[00:35:00] Jen's final tip for cash flowing positive: deliver unforgettable guest experiences[00:37:00] Why theme ≠ experience (Kenny's Taylor Swift pillow story)[00:39:20] Where to follow Jen and how to get her contractor documentsAbout the GuestJen Josey is a real estate investor, coach, podcaster, and founder of the Real Estate Investor Growth Network (REIGN). After leaving her corporate job, Jen built a diverse portfolio across long-term rentals, short-term rentals, flips, and new construction. She runs multiple companies under the Joli brand, including construction, brokerage, and investment arms, and coaches investors nationwide on buying and renovating out of state.She is also the host of the Real Estate Investor Growth Network Podcast and leads a mastermind for active investors.

STR Data Labâ„¢ by AirDNA
What 2026 Will Look Like for STRs

STR Data Labâ„¢ by AirDNA

Play Episode Listen Later Dec 4, 2025 32:12


The short-term rental market is entering a new phase — one where stability, not volatility, is driving the biggest changes. In this fireside chat from the Data & Revenue Management Conference, Jamie Lane joins Simon Lehmann and Pedro Borges to break down the real signals behind 2025's “steady state” and what it means for hosts and managers heading into 2026. This isn't a hype-filled projection; it's a data-backed look at supply slowdowns, shifting guest behavior, and how professionalization continues to reshape the competitive landscape.From the K-shaped performance split between luxury and mid-market listings to the growing influence of OTA ranking systems, the conversation highlights why outperforming your market now depends less on macro tailwinds — and more on operational sharpness. Jamie and Pedro dig into pricing challenges, the emerging STR-to-midterm pivot in major cities, and how rising owner expenses like taxes and insurance are reshaping what “profitability” even means. If you want a grounded, unfiltered view of where the industry is actually heading, this episode delivers it.For STR operators planning their next move, this is essential listening. You don't want to miss this episode!Key TakeawaysStability requires strategy: With occupancy flat and supply growth at historic lows, 2025–2026 will be a competition for share, not an automatic lift.Quality gaps matter: Listings with sub-4.7 ratings are shrinking fastest as OTAs elevate top-tier properties and push weaker performers to page two and beyond.Profitability is the real KPI: Rising insurance and property taxes mean managers must understand — and communicate — homeowner-level financial realities.Luxury grows, mid-market squeezes: The K-shaped recovery continues, rewarding high-end supply while challenging budget and mid-tier operators.Midterm strategies surge: Regulatory pressure and seasonality are accelerating the blend of STR and midterm stays, especially in cities like NYC, Denver, and LA.Sign up for AirDNA for FREE

Cash Flow Positive
Part 1: Tips for working with out of state contractors

Cash Flow Positive

Play Episode Listen Later Dec 2, 2025 25:18


Ever felt blindsided by skyrocketing costs and endless delays when renovating a property out of state? You are not alone, and you do not have to fall victim to contractor nightmares again.In this no-fluff solo episode, Kenny Bedwell (the relentless numbers-driven voice behind Cash Flow Positive) drops a real talk blueprint for working with out-of-state contractors on STR investments, so you keep your profits high and your headaches low. Pulling from raw experience and data-backed practical steps, he reveals the biggest blunders investors make, how to negotiate with confidence, and exactly what you must ask (and never say!) before handing over your dollars.Don't get burned by rookie mistakes or overpriced quotes. Listen now for the counterintuitive tactics, time-saving hacks, and inside knowledge you will not get anywhere else. Delay and you risk expensive lessons—press play for power, profit, and peace of mind.Timestamped Highlights[00:00] – Why most investors get “out-of-state” pricing—and how to avoid the trap[00:02:28] – The one detail about yourself you must hide when calling contractors[00:05:08] – Project management nightmares: overlapping crews, costly delays, and what nobody tells you[00:08:00] – Inside Kenny Bedwell's painful 6-month permit saga (and the holding costs almost everyone forgets)[00:10:40] – Social media as a referral jungle: How to decode real reviews from angry rants[00:16:08] – The invisible 10–15% overage rule and why your budget always lies[00:18:00] – The supply scam: How to keep contractors from secretly padding their profits[00:22:05] – The exact moment you should call contractors (Miss it, and it'll cost you thousands!)Mentioned ResourcesThe Home DepotLowe's Home ImprovementAngi (formerly Angie's List)Better Business BureauImportant LinksWant us to find the deals for you? https://strinsights.com Get Top Markers for STRs (2025) - https://rebrand.ly/28b1df Instagram – @kenny_bedwellYouTube – Cash Flow PositiveLinkedIn – Kenneth BedwellCash Flow Positive is an original podcast hosted by Kenny Bedwell. Brought to you by STR Insights. Production and editing by Podcast Your Brand.

Real Estate Investor Growth Network Podcast
280 - Creating Profitable Short Term Rentals with Kenny Bedwell

Real Estate Investor Growth Network Podcast

Play Episode Listen Later Dec 1, 2025 66:51


Mastering Short-Term Rental Investments: Insider Tips with Kenny Bedwell | REIGN Podcast   Welcome back to the Real Estate Investor Growth Network (REIGN) Podcast, hosted by Jen Josey! In this episode, we welcome short-term rental expert and data-driven investor Kenny Bedwell. Kenny reveals how he transitioned from a corporate career at Citibank to building a thriving real estate portfolio focused on short-term rentals and vacation properties.   Discover proven strategies for finding off-market deals, identifying the most profitable short-term rental markets, and maximizing your rental income. Kenny discusses the importance of niche investing, selecting the right amenities for Airbnb and VRBO properties, and using data analytics to boost your returns. You'll also learn how to avoid the most common mistakes made by new short-term rental investors, the difference between forced appreciation and cash flow, and why reviews are critical for STR success.   Whether you're a new real estate investor or looking to scale your short-term rental business, this episode is packed with actionable tips on property management, market research, and leveraging consulting resources like STR Insights. Don't miss Kenny's personal advice for achieving your real estate goals! 00:00 – Real Estate Investor Growth Network (REIGN) Podcast introduction, short-term rental investing overview 01:02 – How to find off-market real estate deals, lead generation strategies 03:15 – Guest intro: Kenny Bedwell, short-term rental specialist, Airbnb investing 04:38 – Kenny's real estate investing journey, transitioning from corporate to entrepreneurship 08:01 – Maximizing short-term rental income, property performance optimization 09:50 – How to identify profitable short-term rental markets, market research tips 26:52 – Essential amenities for Airbnb, VRBO, and vacation rental properties 31:20 – Pros and cons of boutique hotels vs. short-term rentals 34:53 – Forced appreciation strategies vs. short-term rental cash flow 35:56 – Common rookie mistakes in short-term rental investing, risk management 41:43 – The importance of guest reviews and reputation management in STRs 48:56 – STR Insights, consulting services for short-term rental investors 54:56 – Kenny's personal goals, success advice for real estate entrepreneurs   KENNY BEDWELL is a seasoned real estate investor and entrepreneur known for helping high-income professionals identify and acquire short-term rental properties that generate strong cash flow. With over eight years of experience in market analysis and deal structuring, he has guided more than 300 clients toward investments that consistently deliver impressive returns. Kenny's heavy data-driven experience and knowledge stem from his time at CitiBank, where he worked for several years as a data analyst in the Equities Market. This foundation has shaped his analytical approach to real estate, enabling him to uncover high-performing opportunities others often miss. Beyond investing, Kenny is the host of Cash Flow Positive, a top-ranked podcast that reached #30 in iTunes' Entrepreneur category and #85 among all U.S. business podcasts. Through his podcast, coaching, and speaking engagements, he shares proven strategies for spotting opportunities, leveraging data, and optimizing property performance. Kenny's straightforward, results-driven approach empowers investors to act with confidence—whether closing their first deal or scaling a portfolio. His mission is clear: to help others achieve financial freedom through real estate while avoiding the costly mistakes he's seen many investors make.   To learn more about Jen Josey, visit https://www.therealjenjosey.com/ To join REIGN, visit https://www.reignmastermind.com/ Stuff Jen Josey Loves: https://www.reignmastermind.com/resources Buy Jen Josey's Book: From Beginner to Badass: https://a.co/d/bstKlby Interested in growing your rental portfolio with Jen as your coach? Check out Rental Property Pro: https://rentalproppro.com/booking?am_id=reign

STR Data Labâ„¢ by AirDNA
Scaling Smart, Not Big: Inside Kylee & Steven's Approach to Boutique Management

STR Data Labâ„¢ by AirDNA

Play Episode Listen Later Nov 27, 2025 37:44


What happens when two hands-on STR operators decide to take their kids, their business, and a camera across all 50 states? Kylee and Steven Neil Hauser—longtime hosts and boutique property managers in Southern California and the Palm Springs region—join Jamie to share the remarkable evolution of their business and the surprising realities of running 40+ units from the road.In this episode, they unpack how they went from a rundown Mission Beach duplex to a curated, mid-size management portfolio—without ever aiming to become “big.” Their story is a masterclass in staying lean, staying connected, and building systems that support real freedom… not just more work. Along the way, they're gathering fresh inspiration from dozens of stays across the country, rethinking what truly makes a memorable STR experience, and learning what hosts get right (and wrong) from a guest's perspective.Whether you're an aspiring host, an already-stretched operator, or someone dreaming of reshaping your lifestyle through STRs, this episode distills years of hard-earned lessons—no fluff, just practical insights from operators living it in real time.You don't want to miss this episode.

The STR Sisterhood
The Boutique STR Path to Profit Without Burnout — with Jessica Hill

The STR Sisterhood

Play Episode Listen Later Nov 25, 2025 40:02


Ever feel like scaling your STR biz means sacrificing your sanity?Jessica Hill is living proof it doesn't have to be that way.In this episode, we chat with the inspiring mama, healthcare pro, and STR entrepreneur behind Jet Setter Property Management — where intentional design meets boutique profitability. With just 12 hand-picked properties, Jessica has built a wildly successful short-term rental business that's rich in personality and profit… without managing dozens of doors or burning the candle at both ends.She gets real about:Designing properties that connect emotionally (hello, custom murals and curated guest experiences)Balancing a demanding W-2, motherhood, and business ownershipThe systems, boundaries, and support that make her model sustainableThis convo is a masterclass in doing STRs differently — and doing them on your terms.If you're craving a business that feels good and does good, this episode will remind you that “more” isn't the goal — meaning is.HIGHLIGHTS AND KEY POINTS:[00:56] A short introduction about our guest Jessica Hill and how she got into the world of short-term rentals[03:32] Jessica talks about her company and explains why she intentionally operates a boutique, hands-on property management model instead of scaling into a large, volume-driven portfolio[05:19] Jessica emphasizes the importance of intimate, hands-on management that boutique operators provide compared to large-scale property managers[09:55] Jessica's active involvement in the guest experience and daily operations despite having a team[11:03] Jessica shares about her W-2 job and what she has pulled over from her W-2 into her short term rental business[12:35] Jessica explains explains why strategic design is a performance lever, not just aesthetics, in driving bookings and brand demand[16:11] Jessica talks about how she monetizes design and listing optimization as value-add services within her boutique hosting model[17:31] Jessica shares the key foundations smaller hosts should prioritize to deliver a high-touch guest experience through a boutique-style approach[20:11] How Jessica balances a full-time W2 career, motherhood to a special needs child, and her co-hosting business through intentional time management[22:32] Jessica shares how motherhood shaped her communication philosophy in short-term rentals[25:15] Jessica emphasizes the power of over-communicating with her team to build ownership and brand-aligned service[27:27] Jessica shares her piece of advice for all women who are chasing big dreams while also navigating life, being a mom, working a full time job[29:51] The lightning round Golden Nuggets:“Start and make sure that you have the proper systems in place.”“I have brought those people on my team to help with those things, so that way I can be a more effective property manager and do the things that I love to do.”“When you love what you do, you never work a day in your life.”“Don't lose yourself in the day to day of motherhood. Carve out a little time for yourself, because

Cash Flow Positive
How Far Can $200K Really Go?

Cash Flow Positive

Play Episode Listen Later Nov 25, 2025 26:10


$200,000 used to feel like a powerhouse investing budget… but in today's short-term rental landscape, it doesn't go nearly as far as it used to.In this solo episode, Kenny Bedwell breaks down the hard truth: $200K is the new $100K.Competitive STR markets have leveled up, amenities have escalated, and investor expectations have shifted. Kenny walks through why $200K no longer guarantees entry into the big-boy markets (Smokies, Bradenton, Asheville, Bourbon Trail), what buyers consistently misunderstand about down payments vs. true budget, and how to think like a strategic investor rather than a pre-approval chaser.He also unpacks the 20% Rule, the reality of amenity wars, why your biggest moat is future thinking, and the path newer investors should take when they have less than $200K to deploy.If you want to make your money actually work and stop getting crushed by competition, this episode is your roadmap.Timestamped Highlights[00:00] Why $200K doesn't stretch like it used to[00:01:20] The psychological trap of buying based on pre-approval[00:02:10] The 20% Rule: what your true budget actually is[00:03:20] Why a $500K home can require $200K to do it right[00:04:40] Competitive markets and the real cost of keeping up[00:06:00] When big brokerage agents start pushing a market… it's already too late[00:07:20] Why chasing what worked last year won't work now[00:08:10] Downsizing: why a killer 2–3 bedroom beats an underfunded 6-bedroom[00:09:20] The amenity war: pickleball courts, splash pads, heated pools, full design[00:10:50] Real estate finance lesson: why abnormal returns disappear[00:11:40] Today ≠ 2021: why $200K no longer buys performance[00:12:25] How to pick markets with lower barriers of entry[00:13:10] What “drivable markets” really are and why they outperform[00:14:35] How to read metropolitan travel patterns for hidden gems[00:15:40] Why most investors are psychologically wired to overleverage[00:16:20] The only way to compete with bigger players[00:17:50] Planning for future competition, not past comps[00:18:30] Kenny's Walkins Glen example: $350K → $144K gross[00:19:30] Why futuristic thinking builds moats[00:20:10] The Autopilot app story (Nancy Pelosi portfolio tracking)[00:22:15] Understanding how investor flood-ins flatten returns[00:23:20] How to pick properties that will hold up against new competition[00:24:30] If you want a moat, you must create it[00:25:10] Kenny's offer to break down “moat categories” in a future episode[00:25:50] How to message Kenny directly with questionsMentioned ResourcesAutopilot App (stock trading tool tracking politician trades)Important LinksWant us to find the deals for you? https://strinsights.com Get Top Markers for STRs (2025) - https://rebrand.ly/28b1df Instagram – @kenny_bedwellYouTube – Cash Flow PositiveLinkedIn – Kenneth BedwellCash Flow Positive is an original podcast hosted by Kenny Bedwell. Brought to you by STR Insights. Production and editing by Podcast Your Brand.

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

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

Play Episode Listen Later Nov 18, 2025 29:34


⁠Click HERE to learn how to earn $10K/month in rental income & access 50% discount on RTR Academyhttps://landing.renttoretirement.com/evg-masterclass-replayThis episode is sponsored by…BLUPRINT HOME LOANS:Get pre-approved with one of RTR's preferred lenders at https://bluprinthomeloans.com/renttoretirement/PROPER INSURANCE:Protect your short-term rental with the industry's most complete, full-replacement insurance solution: ⁠https://www.properinsurance.com/rtrIn today's episode, Adam Schroeder sits down with investor Adam (yes—two Adams!) to break down how he scaled from managing short-term rentals to leveraging builder incentives, cost segregation, interest-only loans, and cash-out refinances to rapidly grow his portfolio.Adam explains how he transitioned from self-managing STRs in New York and the Jersey Shore to acquiring a new-build long-term rental in San Antonio, Texas, using a powerful 12% builder incentive that dramatically lowered his out-of-pocket cost and boosted his tax savings.If you're looking for real, actionable investing insights directly from an investor who's doing the work, this episode is packed with value.⏱️ TIMESTAMPS00:00 – Welcome with host Adam Schroeder00:20 – How Adam first got started in real estate00:36 – Early rentals, STRs, and 1031 exchanges01:23 – Trading a problematic vacation rental into better assets02:03 – Using the STR loophole + qualifying as a Real Estate Professional02:55 – Why he added a long-term rental this year03:31 – How he discovered Rent To Retirement04:22 – Why he won't invest in long-term rentals in New York06:15 – Why Texas—and specifically San Antonio—made sense07:19 – Breaking down the 12% builder incentive08:39 – Why he chose an interest-only DSCR loan10:01 – STR management vs. passive LTR strategy11:25 – What the buying process was like with RTR13:28 – Inspection, build quality & warranty experience15:35 – Cost segregation tax benefits16:52 – How he effectively got into the deal for almost zero net capital18:10 – Cash-out refi strategy on his commercial building19:55 – Pulling $200K tax-free and reinvesting21:18 – Compounding wealth through refinancing23:03 – Why local lenders matter for specialty properties24:51 – Investing confidently even with higher interest rates26:08 – Message to investors waiting on the sidelines27:48 – Advice for first-time RTR listeners28:15 – How to get started with Rent To Retirement