Short Term Rental Riches

Tim Hubbard
  • 4.9 (148)
  • Investing
  • Updated Weekly

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. 342. Airbnb's AirCover: What It Actually Covers (And What It Doesn't)

    1d ago

    342. Airbnb's AirCover: What It Actually Covers (And What It Doesn't)

    If you're an Airbnb host, you've heard the pitch: three million dollars in AirCover protection. Sounds bulletproof. But after managing over 50,000 guests, Tim has seen why the gap between the promise and the payout catches so many hosts off guard. The claims process is more specific than Airbnb lets on, and knowing it before something goes wrong changes everything. How AirCover actually works: it is a goodwill program, not contractual insurance, and that distinction matters the moment you file a claim The 14-day filing window most hosts have never heard of, and why the old "60 days" advice is dangerously outdated The exact order of steps to follow in the Resolution Center, and why skipping any one of them can get your claim denied before Airbnb ever reviews it A real-world win: how Tim's team documented a $6,727 HVAC damage claim and recovered it in full from both AirCover and their insurance carrier Why AirCover only covers Airbnb bookings, what dedicated STR policies cover that it never will, and the one coverage gap that can easily exceed your repair costs AirCover is a valuable safety net, but it's not a substitute for real STR insurance. File claims within 14 days, document everything, and carry a dedicated policy underneath. If this episode helped save you money on a future claim, share it with a fellow host who needs to hear it. Download the AirCover Claims Checklist: https://corzly.com/aircover-claims-checklist/  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
  2. 341. 4 Best Security Cameras for Your Airbnb (Plus the One I Actually Use)

    May 26

    341. 4 Best Security Cameras for Your Airbnb (Plus the One I Actually Use)

    Most hosts put up a security camera and call it done. But the right setup does far more than watch the front door. In this episode, Tim breaks down the three features every STR camera needs, compares four popular options, and reveals how cameras can verify guest counts, catch unauthorized pets, and support your housekeeping team — all while keeping your listing fully compliant. Discover the three non-negotiable features any STR security camera needs before you spend a dollar — and the one common feature that actually does not matter Get a side-by-side comparison of Ring, Google Nest, Arlo, and Reolink, including the one Tim puts on every new property right now Learn how cameras go beyond security to help you charge for extra guests, unauthorized pets, and other policy violations through Airbnb's resolution center Find out the exact disclosure requirements every host must follow to stay compliant on Airbnb and protect their listing from being taken down Understand how to use cameras operationally to confirm check-ins remotely, support your housekeeping team, and protect guests during their stay Security cameras are one of the highest-ROI tools an STR host can add. Whether you have one property or fifty, the right setup protects your revenue, your guests, and your listing. Subscribe so you never miss an episode, and share this with a host who needs to hear it. Download the camera checklist: https://corzly.com/camera-checklist/  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/

    10 min
  3. 340. Airbnb Cheap vs. Expensive Furniture: Where to Splurge and Where to Save

    May 19

    340. Airbnb Cheap vs. Expensive Furniture: Where to Splurge and Where to Save

    Download the Furniture Checklist 👉 https://corzly.com/furniture-checklist/ Most hosts guess their furniture budget and hope for the best. In this episode, Tim shares his full real Orlando property breakdown — $40,983 in costs, by category — plus the framework he uses on every new property. From knowing where to always splurge to building your annual refresh cycle, this is the furniture episode every STR host needs. Find out why more expensive furniture does not always mean better returns — and what the difference actually comes down to when you look at the numbers Discover the $10-20 per square foot formula Tim uses to estimate any property's furniture budget before he spends a dollar Learn exactly where to always splurge (the items tied directly to your review scores) and where you can safely save without guests ever noticing Get Tim's full real Orlando property cost breakdown — $40,983 in total startup costs, category by category, including the numbers most hosts never talk about Understand how to plan your annual refresh cycle so you are never caught off guard by replacements, and how to use AI to track costs for tax purposes Smart furnishing is one of the highest-ROI decisions any STR host can make. Budget well, prioritize the right items, and your review scores and revenue will follow. Subscribe so you never miss an episode of Short-Term Rental Richest, and pass this one along to a host who needs 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/

    22 min
  4. 339. From Owner to Exit: How to 10X Your STR Value

    May 12

    339. From Owner to Exit: How to 10X Your STR Value

    Short-term rental management companies are becoming some of the most sought-after businesses in hospitality — but what actually makes one valuable? In this episode, Tim sits down with Jacobie from C2G Advisors, who has helped close over $750 million in STR business transactions. From EBITDA and profit margins to AI efficiencies and buyer demand, this conversation breaks down what operators need to know to grow smarter and potentially position their company for a future exit. Why clean financials and accurate reporting dramatically increase business value The EBITDA ranges and valuation multiples buyers are paying right now How operational systems and team structure impact profitability and sale price What buyers look for during acquisitions — and why retention matters How AI, automation, and operational efficiencies could reshape STR management margins Whether you're managing 20 properties or scaling toward hundreds, this episode offers a behind-the-scenes look at how the biggest players in the short-term rental industry think about growth, profitability, and acquisitions. If you want to build a more valuable company and stay ahead of where the industry is heading, this is an episode you won't want to miss. 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/

    46 min
  5. 338. I Manage 230+ Airbnb's: Here's My Housekeeping System

    May 5

    338. I Manage 230+ Airbnb's: Here's My Housekeeping System

    Your short-term rental might look perfect online, but behind the scenes, your housekeeping system could be quietly hurting your reviews and revenue. In today's episode, we break down why cleanliness is the #1 driver of guest satisfaction and how small operational changes can create massive financial results. If you want better reviews and higher income, this is an episode you can't afford to miss… Why cleanliness, not design or location, is the biggest driver of revenue The hidden risks of hiring large cleaning companies vs. smaller teams Simple systems to organize turnovers and prevent negative reviews Key questions to ask before hiring your next housekeeper How to turn guest feedback into better cleaning performance Your housekeeping team isn't just cleaning, they're protecting your reputation and driving your revenue. Dial in your systems, set clear expectations, and build the right relationships to unlock higher reviews and stronger profits. If you found this helpful, be sure to subscribe and share it with another host looking to level up. Download the Housekeeping Questionnaire: https://corzly.com/housekeeping-questionnaire/  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/

    18 min
  6. 337. What Most Successful STR Investors Are Focussed on Today: From a 300+ Investor Meetup

    Apr 28

    337. What Most Successful STR Investors Are Focussed on Today: From a 300+ Investor Meetup

    Fresh off a high-level STR summit in Phoenix, this episode unpacks what top-performing operators are doing differently right now. With rising competition and shifting guest expectations, standing out is no longer optional. Discover the strategies driving massive revenue gaps—and the one theme everyone keeps coming back to… • Why some short-term rentals outperform others by up to 300% in the same market • The 5-step framework to confidently choose your next (or first) STR investment • Practical design tips that actually increase bookings—not just aesthetics • How top hosts use revenue pacing and data tools to stay ahead of the market • The real strategy behind direct bookings—and why social media drives demand The STR game is evolving fast, but the opportunity is still massive for those who adapt. From smarter design to stronger branding and better data use, this episode shows what's working now. If you're serious about increasing revenue and staying competitive, this is one you don't want to miss. 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/

    19 min
  7. 336. Is Your STR Actually Profitable? Use This Financial Setup

    Apr 21

    336. Is Your STR Actually Profitable? Use This Financial Setup

    Short-term rentals can generate incredible income—but are you actually keeping any of it? In today's episode, we sit down with David Richter, author of Profit First for Real Estate Investing, to uncover why so many investors feel broke despite growing portfolios. If you've ever wondered where your money is going, this conversation will open your eyes… Why doing more deals doesn't guarantee more profit—and how investors get stuck The "black hole bank account" problem silently draining your cash flow A simple system to start paying yourself consistently (even with tight margins) The PRU method to quickly identify wasted expenses and hidden profit leaks How the right financial systems (and team) can transform your entire portfolio This episode is a must-listen if you want clarity, control, and real financial freedom from your short-term rentals. Implement even one of these strategies and you could start seeing immediate improvements. Don't forget to subscribe, share with a fellow investor, and explore the resources below to level up your 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/

    31 min
  8. 335. Turning Raw Land into $865K/Year Colombia Resort

    Apr 14

    335. Turning Raw Land into $865K/Year Colombia Resort

    After three years of building a boutique hotel resort in Colombia, it's finally time to pull back the curtain. This episode dives into the real opportunities, and unexpected challenges, of international real estate development. If you've ever considered building or investing abroad, this behind-the-scenes breakdown reveals what most investors never see… and what you must prepare for. Key Takeaways: Why Colombia's tourism boom created a compelling (but competitive) investment opportunity The hidden risks of international construction projects—including permits and delays How exchange rates can significantly impact your returns (for better or worse) What makes this boutique resort uniquely positioned to stand out in a crowded market Real numbers: costs, projected revenue, and what a 20% return could look like International investing can unlock massive upside—but only if you're prepared for the long game. This episode offers a rare, transparent look at what it takes to bring a project like this to life. If you're serious about scaling your portfolio, this is one you don't want to miss.   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/

    18 min
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4.9
out of 5
148 Ratings

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
    342
  • Rating
    Clean
  • Copyright
    © Tim Hubbard
  • Show Website
    Short Term Rental Riches

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