Short Term Rental Riches

Tim Hubbard
  • 4.9 (142)
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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.

  1. 330. How to Allow Pets Without Risking Your Short Term Rental Property

    2D AGO

    330. How to Allow Pets Without Risking Your Short Term Rental Property

    Short-term rental hosts are divided on one big question: should you allow pets in your property? While some hosts see massive boosts in visibility and bookings, others worry about damage, cleaning headaches, and insurance issues. In this episode, we break down the real pros, cons, and strategies behind pet-friendly listings—and what every host should consider before flipping that pet-friendly switch. Why allowing pets can instantly increase your listing visibility and reduce competition in many markets The smartest ways to structure pet fees on Airbnb, VRBO, and Booking.com without hurting bookings Essential pet rules every host should include in their house rules or rental agreement Damage protection strategies, deposits, and insurance considerations when hosting pets The critical difference between service animals and emotional support animals—and what hosts can legally ask Allowing pets can be a powerful strategy to boost occupancy and stand out in crowded markets—but only if it's done the right way. From setting smart policies to protecting your property, this episode walks you through everything you need to decide if pet-friendly hosting is the right move for your rental business. 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/

    15 min
  2. 329. The Airbnb Rules That Have Completely Changed in 10 Years

    MAR 3

    329. The Airbnb Rules That Have Completely Changed in 10 Years

    In this episode, we take a trip down memory lane and reflect on how Airbnb has evolved over the past decade. From the early days of personal connections with hosts to the modern streamlined check-in experience, things have changed dramatically. What we'll cover: 10 years ago on Airbnb vs today's culture Why this shift happened. What has changed and what's important to stay ahead today. Investing in STRs in 2026: Short-term rentals are still a great investment if done right. Our counterintuitive takeaway While the Airbnb landscape has changed, the opportunities are still strong. Hosts who embrace technology, dynamic pricing, and high guest expectations will succeed in this evolving industry. 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/

    14 min
  3. 328. These STRs Earn $150K/Year and cost ONLY $300K property

    FEB 24

    328. These STRs Earn $150K/Year and cost ONLY $300K property

    The short-term rental industry is evolving fast—and the strategies that worked five years ago may not cut it today. In this episode, Natalie Palmer shares how she scaled from co-hosting in a single condo complex to raising capital for luxury destination properties. If you're wondering where STR investing is headed next, this conversation might change your approach. How Natalie scaled to 10 co-hosted units in one condo complex—and why that model simplified operations Why housekeepers are your most valuable asset (and how to structure your team for success) The pricing strategy shift that's working in today's more competitive STR market How luxury upstate New York properties are generating $150K–$200K annually at a fraction of major-market purchase prices Why the "middle-tier" STR may disappear—and how to position your property to survive and thrive The STR landscape is shifting—but opportunity is everywhere if you know where to look. Whether you're refining operations, upgrading amenities, or exploring passive investing, this episode is packed with actionable insights. Be sure to subscribe, share with a fellow investor, and explore the resources below to level up your portfolio. 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/

    40 min
  4. 327. 25 Conferences Later: My Best STR Insights

    FEB 17

    327. 25 Conferences Later: My Best STR Insights

    The short-term rental industry is shifting fast — and if you're not paying attention, you'll get left behind. In this episode, I'm breaking down the six biggest takeaways from the IMN Conference, where top operators managing hundreds of properties reveal what's really happening behind the scenes. From venture capital moves to AI breakthroughs, here's what you need to know before 2026. 5 Key Takeaways: Venture capital is quietly buying 100–200 unit property managers and reshaping the industry. Luxury rentals are outperforming commodity listings as investors chase higher returns. 80% of guest experience depends on processes — and poor systems lead to bad reviews. AI is transforming guest communication and operations — but no single tool does it all. Design matters more than ever: invest in your top 5 photos, prioritize comfort, and create visual impact. The STR market is evolving quickly — and the operators who adapt will win. Whether it's refining your processes, leveraging AI, or repositioning toward luxury, now is the time to level up. If you found value in this episode, subscribe, share it with another operator, and keep building smarter. 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/

    23 min
  5. 326. 8 Airbnb Mistakes You Need To STOP Today

    FEB 10

    326. 8 Airbnb Mistakes You Need To STOP Today

    Most short-term rental hosts focus on what they should be doing, but what about the things quietly hurting your business? In this episode, we flip the script and break down eight common mistakes holding hosts and property managers back. From guest screening to tech overload, these missteps could be costing you bookings, reviews, and peace of mind, and you may not even realize it yet. • Why poor guest screening can lead to damage, bad reviews, and long-term platform risk • The hidden danger of relying too heavily on a single booking channel • Where cheap furniture costs you more in the long run, and where it doesn't matter • How shiny new tech and AI tools can quietly hurt your operations if chosen wrong • The mindset shift growing hosts must make to scale without burning out Avoiding mistakes is just as powerful as taking the right actions. These eight reminders can help you protect your properties, improve guest experiences, and build a more resilient rental business. If this episode sparked a few "aha" moments, be sure to subscribe, share it with another host, and keep learning. 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/

    13 min
  6. 325. Managing 5 Properties vs. 20: The Real Differences

    FEB 3

    325. Managing 5 Properties vs. 20: The Real Differences

    Scaling a short-term rental portfolio sounds exciting — until the cracks start to show. In this episode, Tim breaks down the real differences between managing 1–5 properties versus scaling to 10–20 units. From systems and staffing to pricing and mindset, you'll learn why growth magnifies everything — and what to fix before it costs you time, money, and sanity. Key Takeaways Why portfolios hit major breaking points between 10–20 units — and how to prepare for them The systems, SOPs, and technology you must have before scaling How delegation (and lack of it) directly impacts reviews and revenue The hidden revenue losses most hosts don't see until it's too late Why mindset shifts are just as important as tools when growing your STR business Scaling doesn't fail because of bad intentions — it fails because of missing systems. This episode gives you a real-world look at what changes as your portfolio grows and how to stay profitable without burning out. If growth is your goal, this is a must-listen. 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/

    15 min
  7. 324. The World's Most Extreme Off-Grid Airbnb's

    JAN 28

    324. The World's Most Extreme Off-Grid Airbnb's

    Ever dreamed of sleeping under a glacier or hanging off a cliffside in a glass pod? In this episode, we uncover the world's most extreme short-term rentals and explore why guests are willing to pay top dollar for once-in-a-lifetime experiences. If you're looking to stand out in the saturated STR market, this episode will spark bold ideas. Discover a floating glacier suite in Greenland that charges over $1,000 per night—and why it's worth it Hear a wild story about getting stuck in the Colombian jungle en route to an unforgettable jungle Airbnb Explore what makes guests crave "digital detox" stays and how off-grid rentals are capitalizing on it Dive into a cliffside glass pod in Peru and a shark-surrounded suite in Paris (yes, really) Learn the key factors that make or break guest expectations in extreme rental settings For any STR owner or investor curious about breaking out of the ordinary, this episode is packed with inspiration, real stories, and practical takeaways to elevate your rental strategy. Share it with a friend or leave us a review if you loved it! 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/

    14 min
  8. 323. "Airbnb Experiences" Explained: How it impacts Your Property

    JAN 20

    323. "Airbnb Experiences" Explained: How it impacts Your Property

    What if your guests' best memories outside your property could skyrocket your reviews? In this episode, we dive into Airbnb Experiences and how you—yes, you—can leverage them to boost income, deepen guest connections, and improve satisfaction. Whether you're hands-on or prefer to delegate, this is a game-changing strategy every host should know. 5 KEY TAKEAWAYS FROM THIS EPISODE • Why off-property guest experiences can impact your Airbnb reviews—for better or worse • The untapped income potential of hosting unique local experiences (without doing them yourself) • How to research, price, and market your Airbnb Experience like a pro • The key to crafting irresistible listings using guest reviews and AI tools • Why setting clear expectations is crucial—and how to ensure 5-star ratings every time Airbnb Experiences are more than just tours—they're tools to increase guest satisfaction and drive more bookings. Whether you're ready to host or simply want to recommend amazing local adventures, this episode gives you the blueprint to boost your brand. Be sure to subscribe and share with fellow hosts who want to elevate their rentals. 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/

    12 min
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4.9
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About

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.

Information

  • Creator
    Tim Hubbard
  • Years Active
    2019 - 2026
  • Episodes
    330
  • Rating
    Clean
  • Copyright
    © Tim Hubbard
  • Show Website
    Short Term Rental Riches

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