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Short Term Rental Riches

Author: Tim Hubbard

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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.
323 Episodes
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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: https://www.youtube.com/@ShortTermRentalRiches Grab your free management eBook: https://strriches.com/#tools-resources Looking to earn more with your property (without the headaches)? Chat with our expert management team: https://strriches.com/management-services/
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: https://www.youtube.com/@ShortTermRentalRiches Grab your free management eBook: https://strriches.com/#tools-resources Looking to earn more with your property (without the headaches)? Chat with our expert management team: https://strriches.com/management-services/
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: https://www.youtube.com/@ShortTermRentalRiches Grab your free management eBook: https://strriches.com/#tools-resources Looking to earn more with your property (without the headaches)? Chat with our expert management team: https://strriches.com/management-services/
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: https://www.youtube.com/@ShortTermRentalRiches Grab your free management eBook: https://strriches.com/#tools-resources Looking to earn more with your property (without the headaches)? Chat with our expert management team: https://strriches.com/management-services/
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: https://www.youtube.com/@ShortTermRentalRiches Grab your free management eBook: https://strriches.com/#tools-resources Looking to earn more with your property (without the headaches)? Chat with our expert management team: https://strriches.com/management-services/
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: https://www.youtube.com/@ShortTermRentalRiches Grab your free management eBook: https://strriches.com/#tools-resources Looking to earn more with your property (without the headaches)? Chat with our expert management team: https://strriches.com/management-services/
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: https://www.youtube.com/@ShortTermRentalRiches Grab your free management eBook: https://strriches.com/#tools-resources Looking to earn more with your property (without the headaches)? Chat with our expert management team: https://strriches.com/management-services/
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: https://www.youtube.com/@ShortTermRentalRiches Grab your free management eBook: https://strriches.com/#tools-resources Looking to earn more with your property (without the headaches)? Chat with our expert management team: https://strriches.com/management-services/
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: https://strriches.com/airbnb-house-rules-template/  Check out our videos on YouTube: https://www.youtube.com/@ShortTermRentalRiches Grab your free management eBook: https://strriches.com/#tools-resources Looking to earn more with your property (without the headaches)? Chat with our expert management team: https://strriches.com/management-services/
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: https://strriches.com/growth-blueprint/  Check out our videos on YouTube: https://www.youtube.com/@ShortTermRentalRiches Grab your free management eBook: https://strriches.com/#tools-resources Looking to earn more with your property (without the headaches)? Chat with our expert management team: https://strriches.com/management-services/
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 Tune in for an insightful conversation on the evolution of short-term rental management and the innovative solutions that are changing the game for hosts worldwide! Resource Links: Check out our videos on YouTube: https://www.youtube.com/@ShortTermRentalRiches Grab your free management eBook: https://strriches.com/#tools-resources Looking to earn more with your property (without the headaches)? Chat with our expert management team: https://strriches.com/management-services/
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: https://www.youtube.com/@ShortTermRentalRiches Grab your free management eBook: https://strriches.com/#tools-resources Looking to earn more with your property (without the headaches)? Chat with our expert management team: https://strriches.com/management-services/
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: https://www.youtube.com/@ShortTermRentalRiches Grab your free management eBook: https://strriches.com/#tools-resources Looking to earn more with your property (without the headaches)? Chat with our expert management team: https://strriches.com/management-services/
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: https://strriches.com/growth-blueprint/  Check out our videos on YouTube: https://www.youtube.com/@ShortTermRentalRiches Grab your free management eBook: https://strriches.com/#tools-resources Looking to earn more with your property (without the headaches)? Chat with our expert management team: https://strriches.com/management-services/
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: https://www.youtube.com/@ShortTermRentalRiches Grab your free management eBook: https://strriches.com/#tools-resources Looking to earn more with your property (without the headaches)? Chat with our expert management team: https://strriches.com/management-services/
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: https://www.youtube.com/@ShortTermRentalRiches Grab your free management eBook: https://strriches.com/#tools-resources Looking to earn more with your property (without the headaches)? Chat with our expert management team: https://strriches.com/management-services/
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: https://www.youtube.com/@ShortTermRentalRiches Grab your free management eBook: https://strriches.com/#tools-resources Looking to earn more with your property (without the headaches)? Chat with our expert management team: https://strriches.com/management-services/  
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: https://strriches.com/growth-blueprint/  Check out our videos on YouTube: https://www.youtube.com/@ShortTermRentalRiches Grab your free management eBook: https://strriches.com/#tools-resources Looking to earn more with your property (without the headaches)? Chat with our expert management team: https://strriches.com/management-services/
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: https://www.youtube.com/@ShortTermRentalRiches Grab your free management eBook: https://strriches.com/#tools-resources Looking to earn more with your property (without the headaches)? Chat with our expert management team: https://strriches.com/management-services/
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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