

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

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.

Jul 29, 2025 • 22min
298. Is The STR Crash Real? 5 Years Of Actual Data
Explore the realities of short-term rental returns with a deep dive into personal data over five years. Rising supply and decreasing rates are changing the game—discover how to navigate this shifting landscape. Get insights on gross income, true ROI, and the anomaly of 2022. Uncover five proven strategies to boost real estate profits and prepare for potential downturns. This discussion provides practical tips that can help safeguard your investments and enhance your property's value.

9 snips
Jul 22, 2025 • 15min
297. Brutal Airbnb Reviews: What NOT to Do as a Host
Discover the critical elements that can make or break your Airbnb listing. From first impressions to captivating visuals, learn how poor photo choices and ineffective communication impact guest bookings. Analyze real-life listings that missed the mark due to bad reviews and incomplete details. Uncover essential tips for crafting titles that highlight unique amenities and building trust through attention to detail. This discussion is both enlightening and entertaining, packed with crucial insights for successful hosting.

5 snips
Jul 15, 2025 • 11min
296. The #1 Calendar Strategy Every Mid-Term Rental Host Needs to Know
Calendar gaps can silently drain profits from midterm rentals, so it’s vital to address them. Discover the leading profit-killer that isn't just about pricing. Learn how the 'Adjacent Night Availability' strategy can optimize your schedule. Dynamic pricing tools, like PriceLabs, can help plug those pesky revenue leaks. Plus, find out when a long-term lease might actually be more beneficial than sticking to midterm rentals. Smart adjustments can significantly enhance your returns!

Jul 8, 2025 • 15min
295. Removing Bad Airbnb Reviews (Updated Host Strategy)
Navigating negative reviews can be a daunting challenge for short-term rental hosts. Discover how Airbnb's new AI-driven dispute process could change the game, making it easier to challenge unfair ratings. Learn the key terms and evidence needed for removal and hear a jaw-dropping story about a one-star review from a guest who never even checked in. Additionally, explore proactive strategies to prevent bad reviews and insightful recovery techniques to bounce back quickly. Bad feedback doesn’t have to hinder your success!

Jul 1, 2025 • 17min
294. Growth Blueprint: 13 Strategies to Scale Your STR Management Business
Grow your short-term rental management business without burning out! In this episode, we unpack 13 actionable strategies to help you scale, from building referrals and optimizing Google presence to leveraging tools like AirDNA and creating content that drives results. Whether you’re new or established, this episode is packed with must-know tactics. • Discover how signing up for Airbnb’s co-host network boosts your visibility instantly • Learn how a CRM system and proactive outreach can unlock new client opportunities • Build strong referral pipelines with real estate agents, cleaners, and interior designers • Use data tools like AirDNA and PropWire to identify struggling listings and win them over • Scale faster with strategies like content creation, lease arbitrage, and even acquisitions These 13 strategies are your blueprint to scaling your short-term rental portfolio. From tech to teamwork and outreach to ownership, this episode will help take your business to the next level. Don’t forget to subscribe, share, and explore the resources below to maximize your growth. 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/

10 snips
Jun 25, 2025 • 35min
293. Where to Invest, What to Charge: STR Strategy from AirDNA
Jamie Lane, Chief Economist for AirDNA, dives deep into the world of short-term rentals. He highlights surprising shifts from urban to rural markets, discussing how this impacts investment strategies. Lane emphasizes the need for data analysis and outlines three crucial metrics for investors. He addresses shrinking booking windows and offers smart pricing tips. Listeners will also learn about the different types of guests attracted by platforms like Airbnb and Booking.com. With predictions for future demand, Lane's insights are invaluable for smart investment decisions.