Short Term Rental Riches

Tim Hubbard
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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. 327. 25 Conferences Later: My Best STR Insights

    1D AGO

    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
  2. 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
  3. 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
  4. 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
  5. 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
  6. 322. The Smart & Easy PMS: Insights from CEO Shaun Shirazian

    JAN 13

    322. The Smart & Easy PMS: Insights from CEO Shaun Shirazian

    The short-term rental world is evolving fast, and Lodgify is helping hosts keep up. In this episode, CEO Shaun Shirazian reveals how Lodgify empowers small-scale hosts with powerful tech, AI tools, and unmatched usability. If you're ready to automate, grow, or simply do less while earning more, this is one episode you don't want to miss. 5 Key Takeaways: Learn how Lodgify's laser focus on independent hosts sets it apart from larger, less agile PMS platforms. Discover how AI is already transforming guest messaging, onboarding, and support—plus what's coming next. Why simplicity and ease-of-use are Lodgify's not-so-secret weapons in a crowded tech landscape. Insights into Lodgify's massive global user base, and how the software adapts to international markets. What the future of property management software looks like—and how Lodgify is shifting from SaaS to "service as a software". Lodgify is helping shape the future of short-term rentals by making life easier for hosts and property managers. Whether you're just starting out or managing multiple units, this conversation offers valuable insights to help you scale smarter. If you found this helpful, don't forget to subscribe and share the episode! 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/

    34 min
  7. 321. These 5 STR Shifts Coming in 2026 (Use these strategies to adapt)

    JAN 6

    321. These 5 STR Shifts Coming in 2026 (Use these strategies to adapt)

    2026 might just be the strongest year we've seen for short-term rental investing in a long time. From game-changing tax incentives to tech innovations and rising midterm rental opportunities, now's the time to gear up. In this episode, we dive into trends, predictions, and strategies to help you win in the year ahead. • Why falling interest rates and tax code changes signal a buying opportunity for STR investors • How midterm rentals are gaining momentum—and what this means for your strategy • The AI revolution: how guest communication and search visibility are being transformed • Why national property managers are losing—and how local operators can dominate • New OTA growth (Booking, Google & Hopper) and what it means for your visibility and revenue 2026 is shaping up to be a year of transformation—and profit—for short-term rental pros. Don't miss this crystal ball episode! 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/

    20 min
  8. 320. 40+ Years of Real Estate Wisdom in One Conversation

    12/31/2025

    320. 40+ Years of Real Estate Wisdom in One Conversation

    What's the one mindset shift that separates successful real estate investors from the rest? In this special episode, we welcome Robert Helms—host of one of the longest-running real estate shows—to unpack 30 years of wisdom. From syndications to short-term rentals, Robert reveals how to build wealth that lasts. Tune in to shift your investment game. • Why short-term rentals are still one of the most powerful wealth-building tools • The one mindset difference that top-tier investors always have • How equity "just happens" (if you understand this overlooked principle) • Why management is the real make-or-break for any rental property • The secret power of syndications—and how you can scale even with no capital Want to master real estate at the next level? Don't miss Robert's expert insights. 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/

    39 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
    327
  • Rating
    Clean
  • Copyright
    © Tim Hubbard
  • Show Website
    Short Term Rental Riches

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