Short Term Rental Riches

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. 5 Key Takeaways • 73% of guests decide to book or b...

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 not pricing. • Learn how Airbnb cal...

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 new AI dispute process works and why i...

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 ne...

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? • Discover how STR supp...

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: ci...

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. • Find out why so many top hosts are missing out on high-paying, first-time guests. • Learn th...

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 by 10% or more. • Learn why your furnit...

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. How Lydia scaled from backyard host to full-time STR owner in Fl...

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. Why long-term rentals may cost you more in the long run—especial...

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 stick with deposits. 5 Key Takeaways: • The Damage Policy Breakdown: Booking.com now offers a hos...

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  expectations than just th...

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. 5 Key Takeaways: Why optimizing your listing photos, descriptions, and ti...

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 tried it before and tapped out, we're covering everythi...

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 ready to plug the leaks and boost your bottom line. • Discov...

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. Why refreshing your listing and completing eve...

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: Why modular cabins outper...

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 Lear...

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: How PriceLabs grew from a...

Property management is evolving, and virtual management is leading the way. In this episode, Tim welcomes Justin Winfield, a real estate veteran and co-founder of Corzly Inc, to discuss why the traditional model is broken—and what the future holds for property owners. Justin shares his global real estate journey, from China to Vancouver to Colombia, and why he believes technology-driven management...

The short-term rental market is evolving rapidly, and in this episode, we dive deep into the world of vacation rental management with Marcus Rader, CEO of HostAway. With over $365 million in recent funding and a $924 overall valuation, HostAway is leading the charge in property management automation and software integration. Marcus shares his journey in defining what makes a great PMS and how tech...

Housekeeping is one of the biggest contributors to short-term rental success. Yet, large property managers are consistently failing in this area, leading to bad reviews and lost revenue. In this episode, we look at national review averages from over 5,000 vacation rentals in the most popular areas and why they have averages from 4.02 to 4.62! Tim Hubbard discusses why property owners should consid...

One of the biggest mistakes short-term rental (STR) owners make is assuming their STR manager is handling repairs in the most cost-effective way. The truth? Many property managers either mark up repair costs, delay small fixes until they become major problems, or use their own preferred vendors who charge higher rates. If you're not reviewing your Airbnb repair expenses, you could be losing thousa...

Hosting on Airbnb is an amazing way to make passive income, but it's not always smooth sailing. Most guests are great, but every now and then, you'll get a guest who leaves you completely speechless. Airbnb horror stories are rare, but when they happen, they're unforgettable. Recently, Brian Chesky, the CEO of Airbnb, shared a bizarre guest complaint—someone wanted a refund because a ghost was "ha...

If you've ever set a revenue target for your Airbnb, you're not alone. A lot of short-term rental hosts aim for a specific income—maybe six figures a year or $10K a month. And while setting goals can be motivating, the truth is revenue targets might be costing you money. That's because your Airbnb revenue isn't based on what you want to earn—it's determined by supply and demand. If you're using la...