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.
Episodes
How much money do short-term rentals really make after five years? In this episode, Tim pulls back the curtain on one of his personal properties, revealing actual numbers - gross, net, and everything in between. As the STR landscape shifts nationwide, find out how rising supply and falling rates are impacting returns and what to do about it.
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First impressions make or break your bookings. In this fun and revealing episode, we react to real Airbnb listings that totally missed the mark, and break down exactly why. Whether it’s poor photo choices, bad review responses, or incomplete details, we uncover the do’s and don’ts of creating a listing that converts. Get ready to laugh and learn.
Do calendar gaps have you silently bleeding profits from your midterm rentals? In this episode, we tackle one of the biggest overlooked money drains for 30-night minimum properties and how to stop it. Whether you're managing due to regulations or love fewer turnovers, this strategy could save your ROI.
• Discover the #1 profit-killer in midterm rentals, and it’s...
Negative reviews can crush your short-term rental’s visibility, but what if you could get them removed? In this episode, we dive into Airbnb’s evolving review dispute process (now powered by AI!) and reveal practical tactics to fight back against unfair ratings. Learn how to protect your listing, even in today's tougher review climate.
• Discover how Airbnb’s ...
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 ...
Where are short-term rentals thriving, and why? In this data-packed episode, AirDNA’s Chief Economist Jamie Lane reveals surprising trends in booking windows, top-performing markets, and how STRs are evolving post-pandemic. If you're wondering where to invest next or how to outperform the competition, this one's a must-listen. Ready to unlock smarter, data-driven decisions?
Short-term rental rules are tightening fast and ignoring them can cost you big. This episode reveals 7 critical steps to ensure your Airbnb or vacation rental stays on the right side of the law. Whether you manage one unit or dozens, avoiding fines and keeping your STR compliant starts here.
- Learn why zoning changes could cost you your STR rights overnight
- Discover all the layers of STR rules: city, ...
What do 10 million new Airbnb guests mean for your STR?
A lot, especially if you're unknowingly filtering them out. In this episode, we unpack why welcoming first-time guests isn’t a risk, it’s a missed opportunity if you’re not prepared. Learn how to vet, host, and profit from new users with confidence.
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How could rising tariffs at the Canadian and Mexican borders possibly affect your Airbnb? Turns out, quite a lot. In this episode, we break down how new 25% tariffs could increase your renovation and furnishing costs—and what you can do to prepare for a tighter margin environment.
• Discover how new tariffs can increase your construction and renovation costs b...
How do you build a short-term rental business when you have kids, a full-time job, and almost no time?
In this episode, we break down a real story. I interview Lydia and unpack her journey, the systems she uses, and the lessons she wishes every host knew from the beginning. Discover the lessons every host should hear before starting.
Think long-term tenants cause less damage than short-term guests? Think again. In this episode, we dive into surprising data from Tim’s personal portfolio showing how short-term rentals can actually reduce your maintenance costs.
Discover the real numbers, real stories, and real savings that might change your rental strategy forever.
What happens if a guest damages your short-term rental and they booked through Booking.com? Good news: they now offer host protection. But it’s not as great as it sounds...
In this episode, we break down the truth behind Booking.com’s new damage policy, what’s covered, and why you still might want to stic...
Your reviews don't just reflect guest experiences—they create them. In this essential episode, we're breaking down how guest expectations (shaped by prior reviews) can make or break your reputation. Discover the psychology behind reviews, how many you need for protection, and actionable ways to build your "safety net."
Key Takeaways:
- Why guest reviews are shaped more by expe...
Want to unlock up to 30% more revenue from your short-term rental or boutique hotel? This week, we're diving into the powerful concept of "stacking wins" — small optimizations that, when combined, lead to massive growth. Tune in to learn the simple steps you can take today to maximize earnings and future-proof your property.
We’ve talked about Booking.com before, but in 2025, it’s more important than ever to take it seriously as a revenue-driving channel for your short-term rental. In this episode, we’re diving deep into why Booking.com deserves a place in your strategy this year—and how to set it up for success.
Whether you're brand new to the platform or you've tr...
Think your dynamic pricing tool is doing all the heavy lifting? Think again. In this episode, we expose five major flaws that could be silently draining your rental revenue. With insights from managing properties in 20+ cities worldwide, Tim breaks down why pricing automation isn’t truly “set it and forget it”—and what to do instead.
Get read...
Struggling to fill your calendar for the summer season? This episode breaks down 7 essential steps to refresh your short-term rental listing, outshine the competition, and ensure your property is booked solid.
Discover the tweaks and tools you need now to capture attention and secure high-value guests. Don’t wait—peak season is just around the corner.
The short-term rental market has evolved, and unique properties are leading the way! This week, Tim Hubbard welcomes back Dave Zook of Zook Cabins to discuss how modular cabins are reshaping STR investments. Discover why smaller, high-quality units can generate massive returns and how turnkey solutions simplify the process for investors.
What You'll Learn in This Episode:
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Why modu...
Are you a short-term rental host with stellar reviews? If so, you might be sitting on a goldmine! In this episode, we break down how a perfect 5-star rating can significantly boost your pricing power. Using real data from cities like Palm Springs, Las Vegas, and Paris, we explore how top-rated listings perform and what pricing strategies you can implement to maximize your revenue.
What You’ll Learn:
Pricing your short-term rental is no easy task—but with the right tools, you can maximize revenue and occupancy. In this episode, Tim welcomes Anurag Verma, co-founder of PriceLabs, to discuss how dynamic pricing has evolved, why data-driven decisions matter, and how hosts can optimize their strategies in an increasingly competitive market.
In This Episode, You’ll Learn:
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How Price...
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