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
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
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 Read more
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.
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.
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.
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The copycat Craigslist scam (hap...
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
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 booki...
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...
While most hosts are still handling guest communication the old way, the biggest hotel chains and STR management companies are already using AI to handle guest reception. This week, we’re exploring how AI guest reception can revolutionize your operations, enhance consistency, and cut costs without losing the human touch.
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.
Read more
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.
Read more
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.
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