

Short Term Rental Riches
Tim Hubbard
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.
Episodes
Mentioned books

Oct 7, 2025 • 12min
308. Use these 9 Red Flags to Avoid Problem Guests
Discover the crucial signs that can help you identify problematic guests before they check in. Incomplete profiles, poor communication, and last-minute bookings are major red flags. Watch out for guests oversharing personal details or asking excessive questions, as they can indicate trouble. Pushing boundaries on house rules should raise alarms, while vague travel plans might signal unpredictable behavior. Learn how to effectively screen guests and protect your short-term rental from potential disruptions.

Sep 30, 2025 • 15min
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: 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/

Sep 23, 2025 • 13min
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: 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/

4 snips
Sep 16, 2025 • 11min
305. How to Get Airbnb's Guest Favorite Badge (& Rank Higher)
Discover Airbnb's new Guest Favorite Badge and how it replaces the Superhost filter. Learn the four essential requirements to qualify, including the often-overlooked one. Explore how earning this badge can significantly enhance your listing's visibility and boost bookings. Delve into the exclusive perks for top-performing listings and why single-property hosts have an advantage. Get practical tips to improve your chances, like focusing on review quality and adjusting stay policies. Make sure your listing stands out in a crowded market!

14 snips
Sep 9, 2025 • 16min
304. 8 Smart Lock Requirements Airbnb Hosts Must Know
Unlock the secrets to seamless guest check-ins with the must-have features of a smart lock. Discover why wifi memory is crucial and why you can't rely solely on Airbnb integration. Explore the top smart lock brands that have stood the test of time with thousands of guests. Learn about automation tools like RemoteLock that simplify guest access. Plus, don’t miss the essential backup entry plan to save you from tech hiccups. Make your rental experience smooth for both you and your guests!

Sep 2, 2025 • 12min
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.

Aug 26, 2025 • 13min
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: 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/

Aug 19, 2025 • 11min
301. 4 Times You Should NEVER Drop Your Airbnb Rate
If your short-term rental isn’t booking, slashing your prices might seem like the easy fix—but that move could be draining your profits. In this episode, we uncover five common pricing mistakes hosts make that actually hurt their revenue. Learn when not to drop your rates, and what strategies to use instead to maximize bookings., and so much more: Why matching market prices often misses the real problem (visibility & reviews) When low occupancy means hold steady, not slash prices How your market's booking window prevents panic pricing Why high occupancy + discounting = lost revenue How to price unique properties without comps Knowing when not to lower your rates is just as important as knowing when to offer deals. These five pricing insights could save you thousands and unlock more consistent bookings. If you found value in this episode, leave a quick review and share it with another host—it really helps! 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/

Aug 8, 2025 • 25min
300. 50 000 Guests Later: My 10-Year STR Journey & What's Next
It’s our 300th episode, and we’re pulling back the curtain on 10 years of short-term rental success! From 50,000+ guests to managing properties in 3 countries, Tim reflects on the real journey—wins, losses, and the seven books that changed everything. If you're serious about STRs, this milestone episode is one you don't want to miss. ● The early days: managing STRs from across the hall to managing globally from afar ● Why falling in love with the problem is the real secret to scaling your business ● The 7 life-changing books that built the foundation of long-term STR success ● How STR management has gotten harder—and why that’s actually good news for operators ● What's next: The vision behind building the largest virtual STR management company in the world This episode is a blueprint for sustained success in the evolving world of short-term rentals—perfect for both newbies and seasoned hosts. 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/

12 snips
Aug 5, 2025 • 14min
299. 5 Ways AI Beats Human Reception
Discover how AI is transforming guest reception in the short-term rental industry. Learn five ways AI surpasses human communication, enhancing operational efficiency while maintaining a personal touch. Explore real-life examples of successful AI implementation, along with potential pitfalls when human interaction is essential. Hear insights on managing communications for over 200 properties with a team of experts harnessing the power of AI. Tune in to unlock strategies that can elevate your rental business.