Short Term Rental Riches
Tim Hubbard, successful investor and CEO of a seven-figure short term rental management company shares it all. The insider tips you need to know to acquiring, operating and scaling a successful short term rental business.
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331. STR/Airbnb Q&A: AI Tools, Tasks & Revenue in 2026 (Part 1)
03/17/2026
331. STR/Airbnb Q&A: AI Tools, Tasks & Revenue in 2026 (Part 1)
The short-term rental landscape is evolving fast—and if you’re not adapting, you’re falling behind. In this live Q&A, Tim Hubbard breaks down the realities of dynamic pricing, AI-powered guest communication, and the systems top operators use to stay competitive. From pricing pitfalls to automation myths, this episode uncovers what’s really working right now… Key Takeaways: Why relying solely on dynamic pricing tools could be costing you thousands—and how to fix it The hidden flaw in “base pricing” that most hosts completely overlook How review scores and listing performance should directly impact your pricing strategy The truth about AI in guest communication (and why 95% automation is misleading) What separates top-performing operators from everyone else when it comes to systems and tech Success in short-term rentals comes down to smarter systems, better data, and constant adaptation. This episode gives you the edge to stay competitive in a rapidly changing market. If you’re serious about scaling and maximizing revenue, don’t miss these insights—then take action on what you’ve learned today. Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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330. How to Allow Pets Without Risking Your Short Term Rental Property
03/10/2026
330. How to Allow Pets Without Risking Your Short Term Rental Property
Short-term rental hosts are divided on one big question: should you allow pets in your property? While some hosts see massive boosts in visibility and bookings, others worry about damage, cleaning headaches, and insurance issues. In this episode, we break down the real pros, cons, and strategies behind pet-friendly listings—and what every host should consider before flipping that pet-friendly switch. Why allowing pets can instantly increase your listing visibility and reduce competition in many markets The smartest ways to structure pet fees on Airbnb, VRBO, and Booking.com without hurting bookings Essential pet rules every host should include in their house rules or rental agreement Damage protection strategies, deposits, and insurance considerations when hosting pets The critical difference between service animals and emotional support animals—and what hosts can legally ask Allowing pets can be a powerful strategy to boost occupancy and stand out in crowded markets—but only if it’s done the right way. From setting smart policies to protecting your property, this episode walks you through everything you need to decide if pet-friendly hosting is the right move for your rental business. Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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329. The Airbnb Rules That Have Completely Changed in 10 Years
03/03/2026
329. The Airbnb Rules That Have Completely Changed in 10 Years
In this episode, we take a trip down memory lane and reflect on how Airbnb has evolved over the past decade. From the early days of personal connections with hosts to the modern streamlined check-in experience, things have changed dramatically. What we'll cover: 10 years ago on Airbnb vs today's culture Why this shift happened. What has changed and what's important to stay ahead today. Investing in STRs in 2026: Short-term rentals are still a great investment if done right. Our counterintuitive takeaway While the Airbnb landscape has changed, the opportunities are still strong. Hosts who embrace technology, dynamic pricing, and high guest expectations will succeed in this evolving industry. Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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328. These STRs Earn $150K/Year and cost ONLY $300K property
02/24/2026
328. These STRs Earn $150K/Year and cost ONLY $300K property
The short-term rental industry is evolving fast—and the strategies that worked five years ago may not cut it today. In this episode, Natalie Palmer shares how she scaled from co-hosting in a single condo complex to raising capital for luxury destination properties. If you’re wondering where STR investing is headed next, this conversation might change your approach. How Natalie scaled to 10 co-hosted units in one condo complex—and why that model simplified operations Why housekeepers are your most valuable asset (and how to structure your team for success) The pricing strategy shift that’s working in today’s more competitive STR market How luxury upstate New York properties are generating $150K–$200K annually at a fraction of major-market purchase prices Why the “middle-tier” STR may disappear—and how to position your property to survive and thrive The STR landscape is shifting—but opportunity is everywhere if you know where to look. Whether you’re refining operations, upgrading amenities, or exploring passive investing, this episode is packed with actionable insights. Be sure to subscribe, share with a fellow investor, and explore the resources below to level up your portfolio. Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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327. 25 Conferences Later: My Best STR Insights
02/17/2026
327. 25 Conferences Later: My Best STR Insights
The short-term rental industry is shifting fast — and if you’re not paying attention, you’ll get left behind. In this episode, I’m breaking down the six biggest takeaways from the IMN Conference, where top operators managing hundreds of properties reveal what’s really happening behind the scenes. From venture capital moves to AI breakthroughs, here’s what you need to know before 2026. 5 Key Takeaways: Venture capital is quietly buying 100–200 unit property managers and reshaping the industry. Luxury rentals are outperforming commodity listings as investors chase higher returns. 80% of guest experience depends on processes — and poor systems lead to bad reviews. AI is transforming guest communication and operations — but no single tool does it all. Design matters more than ever: invest in your top 5 photos, prioritize comfort, and create visual impact. The STR market is evolving quickly — and the operators who adapt will win. Whether it’s refining your processes, leveraging AI, or repositioning toward luxury, now is the time to level up. If you found value in this episode, subscribe, share it with another operator, and keep building smarter. Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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326. 8 Airbnb Mistakes You Need To STOP Today
02/10/2026
326. 8 Airbnb Mistakes You Need To STOP Today
Most short-term rental hosts focus on what they should be doing, but what about the things quietly hurting your business? In this episode, we flip the script and break down eight common mistakes holding hosts and property managers back. From guest screening to tech overload, these missteps could be costing you bookings, reviews, and peace of mind, and you may not even realize it yet. • Why poor guest screening can lead to damage, bad reviews, and long-term platform risk • The hidden danger of relying too heavily on a single booking channel • Where cheap furniture costs you more in the long run, and where it doesn’t matter • How shiny new tech and AI tools can quietly hurt your operations if chosen wrong • The mindset shift growing hosts must make to scale without burning out Avoiding mistakes is just as powerful as taking the right actions. These eight reminders can help you protect your properties, improve guest experiences, and build a more resilient rental business. If this episode sparked a few “aha” moments, be sure to subscribe, share it with another host, and keep learning. Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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325. Managing 5 Properties vs. 20: The Real Differences
02/03/2026
325. Managing 5 Properties vs. 20: The Real Differences
Scaling a short-term rental portfolio sounds exciting — until the cracks start to show. In this episode, Tim breaks down the real differences between managing 1–5 properties versus scaling to 10–20 units. From systems and staffing to pricing and mindset, you’ll learn why growth magnifies everything — and what to fix before it costs you time, money, and sanity. Key Takeaways Why portfolios hit major breaking points between 10–20 units — and how to prepare for them The systems, SOPs, and technology you must have before scaling How delegation (and lack of it) directly impacts reviews and revenue The hidden revenue losses most hosts don’t see until it’s too late Why mindset shifts are just as important as tools when growing your STR business Scaling doesn’t fail because of bad intentions — it fails because of missing systems. This episode gives you a real-world look at what changes as your portfolio grows and how to stay profitable without burning out. If growth is your goal, this is a must-listen. Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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324. The World's Most Extreme Off-Grid Airbnb’s
01/28/2026
324. The World's Most Extreme Off-Grid Airbnb’s
Ever dreamed of sleeping under a glacier or hanging off a cliffside in a glass pod? In this episode, we uncover the world’s most extreme short-term rentals and explore why guests are willing to pay top dollar for once-in-a-lifetime experiences. If you’re looking to stand out in the saturated STR market, this episode will spark bold ideas. Discover a floating glacier suite in Greenland that charges over $1,000 per night—and why it’s worth it Hear a wild story about getting stuck in the Colombian jungle en route to an unforgettable jungle Airbnb Explore what makes guests crave “digital detox” stays and how off-grid rentals are capitalizing on it Dive into a cliffside glass pod in Peru and a shark-surrounded suite in Paris (yes, really) Learn the key factors that make or break guest expectations in extreme rental settings For any STR owner or investor curious about breaking out of the ordinary, this episode is packed with inspiration, real stories, and practical takeaways to elevate your rental strategy. Share it with a friend or leave us a review if you loved it! Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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323. “Airbnb Experiences” Explained: How it impacts Your Property
01/20/2026
323. “Airbnb Experiences” Explained: How it impacts Your Property
What if your guests’ best memories outside your property could skyrocket your reviews? In this episode, we dive into Airbnb Experiences and how you—yes, you—can leverage them to boost income, deepen guest connections, and improve satisfaction. Whether you're hands-on or prefer to delegate, this is a game-changing strategy every host should know. 5 KEY TAKEAWAYS FROM THIS EPISODE • Why off-property guest experiences can impact your Airbnb reviews—for better or worse • The untapped income potential of hosting unique local experiences (without doing them yourself) • How to research, price, and market your Airbnb Experience like a pro • The key to crafting irresistible listings using guest reviews and AI tools • Why setting clear expectations is crucial—and how to ensure 5-star ratings every time Airbnb Experiences are more than just tours—they’re tools to increase guest satisfaction and drive more bookings. Whether you're ready to host or simply want to recommend amazing local adventures, this episode gives you the blueprint to boost your brand. Be sure to subscribe and share with fellow hosts who want to elevate their rentals. RESOURCE LINKS Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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322. The Smart & Easy PMS: Insights from CEO Shaun Shirazian
01/13/2026
322. The Smart & Easy PMS: Insights from CEO Shaun Shirazian
The short-term rental world is evolving fast, and Lodgify is helping hosts keep up. In this episode, CEO Shaun Shirazian reveals how Lodgify empowers small-scale hosts with powerful tech, AI tools, and unmatched usability. If you’re ready to automate, grow, or simply do less while earning more, this is one episode you don’t want to miss. 5 Key Takeaways: Learn how Lodgify's laser focus on independent hosts sets it apart from larger, less agile PMS platforms. Discover how AI is already transforming guest messaging, onboarding, and support—plus what's coming next. Why simplicity and ease-of-use are Lodgify’s not-so-secret weapons in a crowded tech landscape. Insights into Lodgify's massive global user base, and how the software adapts to international markets. What the future of property management software looks like—and how Lodgify is shifting from SaaS to "service as a software". Lodgify is helping shape the future of short-term rentals by making life easier for hosts and property managers. Whether you’re just starting out or managing multiple units, this conversation offers valuable insights to help you scale smarter. If you found this helpful, don’t forget to subscribe and share the episode! Resource Links: Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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321. These 5 STR Shifts Coming in 2026 (Use these strategies to adapt)
01/06/2026
321. These 5 STR Shifts Coming in 2026 (Use these strategies to adapt)
2026 might just be the strongest year we’ve seen for short-term rental investing in a long time. From game-changing tax incentives to tech innovations and rising midterm rental opportunities, now’s the time to gear up. In this episode, we dive into trends, predictions, and strategies to help you win in the year ahead. • Why falling interest rates and tax code changes signal a buying opportunity for STR investors • How midterm rentals are gaining momentum—and what this means for your strategy • The AI revolution: how guest communication and search visibility are being transformed • Why national property managers are losing—and how local operators can dominate • New OTA growth (Booking, Google & Hopper) and what it means for your visibility and revenue 2026 is shaping up to be a year of transformation—and profit—for short-term rental pros. Don't miss this crystal ball episode! Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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320. 40+ Years of Real Estate Wisdom in One Conversation
12/31/2025
320. 40+ Years of Real Estate Wisdom in One Conversation
What’s the one mindset shift that separates successful real estate investors from the rest? In this special episode, we welcome Robert Helms—host of one of the longest-running real estate shows—to unpack 30 years of wisdom. From syndications to short-term rentals, Robert reveals how to build wealth that lasts. Tune in to shift your investment game. • Why short-term rentals are still one of the most powerful wealth-building tools • The one mindset difference that top-tier investors always have • How equity “just happens” (if you understand this overlooked principle) • Why management is the real make-or-break for any rental property • The secret power of syndications—and how you can scale even with no capital Want to master real estate at the next level? Don’t miss Robert’s expert insights. Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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319. How to Cancel Airbnb Reservations Without Getting Penalized
12/23/2025
319. How to Cancel Airbnb Reservations Without Getting Penalized
Canceling a guest's reservation on Airbnb isn't just awkward—it can be costly if you do it the wrong way. In this episode, we break down a proven playbook for canceling bookings penalty-free without tanking your visibility or getting fined. If you're hosting on Airbnb, these strategies could save your listing. Key Takeaways: • Discover the exact scenarios where Airbnb allows penalty-free cancellations for hosts. • Why properly documented house rules are your first defense—and what happens if they’re not up to date. • Learn how to gather and present solid evidence before contacting Airbnb support. • The correct way to communicate with guests when you need to cancel—and what NOT to say. • What to do if Airbnb penalizes you after following the rules—and how to successfully dispute it. Canceling a reservation doesn’t have to mean sacrificing your rankings or revenue. Follow this step-by-step approach to protect your listing, avoid penalties, and maintain great guest relationships. Don’t forget to subscribe for more tactical hosting tips every week! Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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318. Interest Rates EXPLAINED for Real Estate Investors
12/16/2025
318. Interest Rates EXPLAINED for Real Estate Investors
Interest rates might not sound exciting, but they can make or break your real estate investments. In this episode, we break down the types of interest rates, how they’re changing, and—most importantly—what this means for real estate prices, demand, and your next move. Lower rates are here... so what should you do next? • Discover why interest rates are falling for the first time in years—and why this matters more than ever. • Learn how the 10-year treasury yield sets the tone for mortgage rates and real estate pricing. • Unpack the difference between the federal funds rate, prime rate, SOFR, and mortgage rates. • Understand how falling interest rates could spark massive demand and rising home prices. • Get practical action steps on refinancing, selling, or entering new real estate markets. Understanding interest rates gives you a huge edge as a real estate investor. With rates dropping, now may be the perfect time to refinance, diversify, or re-enter the market. Share this episode, subscribe for weekly updates, and check out our tools below to help you earn more with less stress. Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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317. 10 Proven Ways to Earn More with Your Short-Term Rental
12/09/2025
317. 10 Proven Ways to Earn More with Your Short-Term Rental
If you’re feeling the pinch from lower occupancy or slipping ADRs, it’s time to get proactive. This week, we're diving into 10 revenue-boosting strategies you can implement immediately to increase your visibility, occupancy, and profitability—without adding stress. From pricing tactics to pet policies, these quick wins will help you maximize every booking. • Discover the overlooked upsells that can instantly add cash to your bottom line. • How gap-night extensions can fill your calendar and reduce unbookable dates. • The low-cost tech upgrade that slashes utility bills and boosts control. • Why going pet-friendly could dramatically increase your bookings. • Strategies to stretch your average length of stay—and your profits. Whether you’re managing one unit or a growing portfolio, these 10 tips will help you earn more from every guest. Hit play and start optimizing your rental today! Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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316. This Is How I’m Getting More Direct Bookings
12/02/2025
316. This Is How I’m Getting More Direct Bookings
Tired of paying high OTA commissions? This week, we're diving deep into the power of direct bookings for your short-term rentals and boutique hotels. Learn how to increase profits, build guest loyalty, and protect your listings—all without getting kicked off Airbnb or VRBO. Discover strategies that top hosts use to win repeat guests and take control of their business. Discover how to set up your direct booking site in under 10 minutes Learn which types of properties benefit the most from direct bookings Tips to safely promote your site without OTA penalties Tools & tricks to capture guest emails for repeat bookings Real talk on what actually works (and doesn’t) with social media marketing Direct bookings are more than a trend—they're your path to long-term success and sustainability. Start small, stay consistent, and take back control of your rental income. If this episode helped you, subscribe, leave a review, or share it with a fellow host! Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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315. Every Host Should Use These Airbnb House Rules
11/24/2025
315. Every Host Should Use These Airbnb House Rules
Clear house rules are the secret weapon of top-performing short-term rental hosts. If you’ve dealt with noise complaints, surprise parties, or property damage, unclear rules may be the culprit. In this episode, we’re sharing the 21 updated house rules we use to manage thousands of guests—plus how to implement them effectively. • Discover the #1 rule every host should have in place—especially for direct bookings • How to handle local guests and underage bookings without breaking discrimination rules • What to include in your smoking, pet, and party policies to avoid headaches later • How to protect your rental income from late checkouts and excessive mess • Why mid-term stays require a whole different set of rules (and what most hosts miss) Protect your property, improve guest communication, and sleep better knowing your bases are covered. Hit play now to upgrade your STR strategy. DOWNLOAD OUR HOUSE RULES: Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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314. The Hidden Costs of Quitting Airbnb (My True Story)
11/18/2025
314. The Hidden Costs of Quitting Airbnb (My True Story)
Is Airbnb still worth it? In this episode, Tim shares why he took one of his short-term rentals offline—revealing the real earnings, tenant conflicts, and whether switching to a long-term tenant paid off. If you're facing STR fatigue or weighing your rental options, this candid story may change your strategy. • Why a small studio in Memphis seemed like the perfect STR… until it wasn’t • The hidden management headaches of mixing short- and long-term tenants • How STR market saturation quietly crushed revenue expectations • Why a midterm rental wasn’t the right solution this time • What Tim would do differently—and the one thing he doesn’t regret This episode proves that short-term rentals aren't always the easy win. Understanding market shifts, guest expectations, and management challenges is critical. If you’re thinking of making a similar move, weigh the numbers carefully. Don’t forget to subscribe, share this episode, and check out the resources below for more support. Resource Links: Download the Growth Handbook: Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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313. Hospitable CEO: How we Manage $5B in Annual Reservations
11/11/2025
313. Hospitable CEO: How we Manage $5B in Annual Reservations
In this episode of the Short-Term Rental Riches podcast, Tim sits down with Pierre, the CEO of Hospitable, a leading property management software that powers hundreds of thousands of properties across the globe. Pierre shares the story behind Hospitable’s founding, its incredible growth over the last nine years, and the unique challenges they’ve overcome to help property managers automate and streamline their operations. Origin Story of Hospitable From 0 to over $5B in reservation revenue AI vs. Human Touch in Hospitality Impact of Dynamic Pricing and Automation The Future of Property Management Software Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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312. 7 Winter Safety Checks Every Airbnb Hosts Needs
11/04/2025
312. 7 Winter Safety Checks Every Airbnb Hosts Needs
Winter is here—and so are the risks and expectations that come with cold-weather hosting. From fireplaces to frozen sidewalks, the season can be a liability minefield for short-term rental owners. In this episode, we walk through your essential winter checklist to keep guests cozy and your property protected. Stay tuned—it’s more than just turning up the heat. - Why swapping out your traditional fireplace might save you a major insurance headache - How your kitchen setup could be silently tanking your reviews—and what to do about it - The real risk of winter slips and falls (and the easy fixes most hosts ignore) - Why lighting and insulation matter more than ever for winter guest satisfaction - The critical safety items that boost your Airbnb visibility and protect your property This winter-ready checklist isn’t just about staying warm—it’s about staying protected, profitable, and five-star rated. Tune in, prep smart, and give your guests a season to remember (for the right reasons). Don’t forget to subscribe and share with a fellow host who needs a winter refresh. Resource Links: Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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311. How Smart Hosts Use Promos (Airbnb Vs. Booking.com Vs. VRBO)
10/28/2025
311. How Smart Hosts Use Promos (Airbnb Vs. Booking.com Vs. VRBO)
Platform promotions are everywhere right now, but are they actually helping your short-term rental business, or just draining your profits? In this episode, we dig into the truth behind Airbnb, VRBO, and Booking.com discounts, uncovering how they work and how you can use them strategically without sacrificing revenue. Learn how to stand out in search results without slashing your nightly rate. What You’ll Learn in This Episode: • How Airbnb’s early bird, last-minute, and length-of-stay discounts really impact visibility • The “new listing” discount every OTA is pushing—and whether you should use it • Why dynamic pricing tools miss these promotions and how to avoid double discounts • Booking.com’s loyalty Genius Program and how it compares to Airbnb or VRBO • A pro hack using PMS channel markups to gain visibility without lowering your prices If you’ve been unsure about whether OTA discounts are worth it, this episode brings clarity and strategy. Learn how to work the system—without letting it work you. Don’t forget to subscribe, share, and check the links below for free tools to help you scale your rental income the smart way. Resource Links: Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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310. Airbnb’s 15.5% Commission: What Hosts Need to Do Now
10/21/2025
310. Airbnb’s 15.5% Commission: What Hosts Need to Do Now
If you’ve ever wondered how Airbnb’s commission changes will impact your short-term rental business, this episode is for you. We break down what you need to know about the new guest service fee changes, and how to adjust your pricing to protect your profits. Get ready to make sure your property stays competitive, no matter the changes. • Discover why Airbnb is shifting the guest service fee to hosts and what this means for your bottom line. • How to mark up your prices by the right percentage to ensure you earn the same amount you do now. • Why hosts with PMS connections need to adjust their prices differently than those not using one (and what this means for competition). • The impact of Airbnb’s changes on guests and how California's new law is keeping your pricing transparent. • Pro tips on how to adjust your cleaning fees, stay competitive, and keep your rental attractive for guests. If you’re serious about staying ahead of the game on Airbnb and other platforms, this episode is a must-listen. Resource Links: Download the Growth Handbook: Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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309. Furnished Finder CEO: The Future of STR Is Mid-Term
10/14/2025
309. Furnished Finder CEO: The Future of STR Is Mid-Term
If you’ve ever wondered how to profit from real estate without jumping through short-term rental hoops, this episode is for you. CEO of Furnish Finder, Jeff Hurst, shares how midterm rentals are solving affordability and regulatory issues—and why they're becoming one of the hottest trends in housing. Get ready to rethink your rental strategy. • Discover how Furnish Finder is quietly dominating the 30+ day rental space—more listings than Airbnb for monthly stays! • Why midterm rentals are booming—and what tenant types are driving demand in 2025. • Jeff Hurst's insider take on why Airbnb-style platforms miss the mark on midterm stays. • How to scale profitably with less turnover, more stability, and fewer regulations. • Pro tips to price and manage midterm rentals like a pro (and avoid costly gaps). If you’re serious about sustainable rental income in today’s economy, this episode is a must-listen. Jeff brings deep insight from years at Expedia and VRBO, now focused on the booming midterm rental space. Share this episode, leave a review, and stay tuned for more expert strategies. Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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308. Use these 9 Red Flags to Avoid Problem Guests
10/07/2025
308. Use these 9 Red Flags to Avoid Problem Guests
Are you spotting red flag guests before they check in? Managing guest bookings effectively is key to running a smooth short-term rental business. In this episode, we reveal 9 red flags to look out for when screening guests — and how to avoid problematic stays before they happen. Discover the 9 red flags that could indicate a difficult guest. Learn why incomplete profiles and lack of communication are immediate red flags. Understand why last-minute bookings could signal trouble for your property. Hear how pushing boundaries on your house rules could lead to bigger issues. Get tips on handling local guests to avoid potential problems. Don’t let bad guests disrupt your short-term rental success. Stay ahead of these red flags and protect your property with effective guest screening strategies. Stay proactive in your rental management — ensure your guests are a good fit before they arrive. If today’s episode helped, make sure to subscribe, share, and check out our free tools and expert resources to run a smoother operation. Resource Links: Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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307. The Ultimate Stripe Guide for Vacation Rental Hosts
09/30/2025
307. The Ultimate Stripe Guide for Vacation Rental Hosts
Are hidden Stripe fees eating into your profits? Most short-term rental hosts don’t realize they’re losing up to 1% on every transaction — and it’s totally avoidable. In this episode, we uncover the overlooked costs tied to Stripe integrations and reveal the simple steps to keep more of your earnings. Discover how most hosts are unknowingly paying 30% more in transaction fees Learn the biggest mistake hosts make when setting up Stripe (and how to fix it!) Understand the sneaky “application fee” your PMS might be charging you Get the inside scoop on ChargeAutomation and other gateway alternatives Hear battle-tested tips for winning chargeback disputes and staying protected Get ready to rethink how you collect payments and unlock real savings on every booking. Still using Stripe the default way? This episode could save you thousands. Don’t let Stripe fees quietly drain your short-term rental profits. With the right setup and tools, you can save big while keeping full control over your payments. If today’s episode helped, be sure to subscribe, share, and explore our free tools and expert management services to scale smarter. Resource Links: Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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306. Airbnb Discount Requests: How Hosts Should Handle Them
09/23/2025
306. Airbnb Discount Requests: How Hosts Should Handle Them
Discount requests from guests are inevitable, even when your pricing is perfectly optimized. But how you handle them can make or break your rental’s profitability. In this episode, we’re diving into the psychology behind discount requests, how to respond with confidence, and when—if ever—you should say yes. 5 Key Takeaways: Why guests really ask for discounts and how cultural norms may influence their behavior. The one scenario where offering a discount might make sense (and when it doesn’t). 5 crucial considerations before you ever offer a discounted rate—including a warning on guest quality. Alternatives to discounts that can still delight guests (without slashing your profits). How to professionally respond to discount requests using pre-set rules, empathy, and AI tools like ChatGPT. Discounts don’t have to be the norm—and they shouldn’t be. With a clear strategy, professional responses, and a little confidence, you can keep your pricing intact while still giving guests a great experience. Don’t forget to subscribe and share if this helped clarify your approach! Resource Links: Download the Growth Handbook: Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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305. How to Get Airbnb's Guest Favorite Badge (& Rank Higher)
09/16/2025
305. How to Get Airbnb's Guest Favorite Badge (& Rank Higher)
Airbnb recently shook up its search rankings—and if you're still focused on Superhost status, you might be missing out. In this episode, we unpack the Guest Favorite Badge, Airbnb’s new trust signal that can directly impact your bookings, revenue, and visibility. Find out what it takes to earn it and why it’s more important than ever. What You’ll Learn in This Episode: • Why Airbnb replaced the Superhost filter with the Guest Favorite Badge—and what that means for you • The 4 exact requirements to qualify (including the one most hosts overlook) • How this badge can skyrocket your listing visibility and lead to more bookings • The “gold trophy” benefits for top 1%, 5%, and 10% of listings • Why single-property hosts dominate the badge—and how to scale without losing your edge Understanding and earning the Guest Favorite Badge could be your edge in a crowded Airbnb market. Don’t let your listing get filtered out—apply what you learned today, and watch your bookings climb. Be sure to subscribe, share this episode, and explore more resources to grow your short-term rental business. Resource Links: Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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304. 8 Smart Lock Requirements Airbnb Hosts Must Know
09/09/2025
304. 8 Smart Lock Requirements Airbnb Hosts Must Know
Guest check-ins should be smooth—not stressful. With hundreds of smart lock options out there, how do you choose the right one for your short-term rental? This week, we break down the 8 essential features every host needs in a smart lock—plus, the top 3 models we’ve tested and trusted over tens of thousands of guests. 5 KEY TAKEAWAYS FROM THIS EPISODE • The 8 non-negotiable features your smart lock must have for STR success (yes, wifi memory is one of them!) • Why direct Airbnb integration isn’t enough—and how to cover VRBO & Booking.com too • The top 2 smart lock brands that perform best after 50,000+ guest stays • How platforms like RemoteLock and Operto automate guest codes across all channels • Bonus tip: Always have a backup entry plan (because tech still fails sometimes) Ready to avoid lockouts and keep your guests smiling? This episode gives you the blueprint to choose the right smart lock, boost automation, and reduce stress—for you and your guests. Don’t forget to subscribe and share with a fellow host who could use fewer late-night check-in calls.
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303. Airbnb Scammers Are Getting Smarter (Stay Protected)
09/02/2025
303. Airbnb Scammers Are Getting Smarter (Stay Protected)
Scams in the short-term rental world are more common and damaging than ever. From copycat listings to payment loopholes, both hosts and guests are getting hit. In this eye-opening episode, we uncover the 7 most frequent STR scams and share the steps you can take right now to protect your business and your peace of mind. The copycat Craigslist scam (happened to us personally) Booking.com payment loopholes that cost you money Chargeback fraud from guests who actually stayed Stolen credit card bookings The dirty linens scam Cleanliness fraud (they use your place, then demand refunds) Third-party squatters who sublet your property Whether you're new to hosting or have hundreds of bookings under your belt, scam-proofing your short-term rental is no longer optional. Use these insights and practical tips to stay a step ahead. If you found value in this episode, don’t forget to share, subscribe, and explore our bonus resources below.
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302. STR Investors: Your Tax Bill Just Got Slashed
08/26/2025
302. STR Investors: Your Tax Bill Just Got Slashed
A powerful new bill has changed the game for short-term rental investors. If you’re looking to reduce your tax bill and increase your ROI, now is the time to act. In this episode, we reveal how 100% bonus depreciation can work in your favor—and how to qualify for it even without being a full-time host. • The little-known IRS rule that could unlock massive tax deductions in year one. • Two surprising ways to “materially participate” (without being a hands-on landlord). • A strategy that turns your property setup time into a long-term tax advantage. • Why traditional STR management might be holding you back financially. • What smart investors are doing right now to stack tax savings for years to come. If you’re earning a high income and want to reduce your taxes legally, this episode could be your biggest tax-saving opportunity yet. Don’t miss out—your future self (and CPA) will thank you. Resource Links: Check out our videos on YouTube: Grab your free management eBook: Looking to earn more with your property (without the headaches)? Chat with our expert management team:
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