Short Term Rental Riches

By: Tim Hubbard
  • Summary

  • 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.
    Tim Hubbard
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Episodes
  • Virtual Management Evolution: Meet Tim's Partner and Find Out What's Next!
    Mar 11 2025

    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 is the key to maximizing revenue while reducing headaches.

    In This Episode, You’ll Learn:

    • Why traditional property management is outdated and inefficient

    • How virtual management increases revenue and improves guest experience

    • The key role of AI and technology in optimizing short-term rentals

    • Why big property managers struggle with guest satisfaction and reviews

    • How Corsley is reshaping the hospitality industry with a tech-first approach

    Why Listen? If you’re managing a short-term rental, boutique hotel, or vacation property, you need to hear why virtual management is the future. Tim and Justin break down how you can boost revenue, save time, and deliver top-tier guest experiences—all without the headaches of traditional management.

    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/

    Check out Justin's Hotel at https://nidoskyhotelmedellin.com/ (p.s.. we created the website for him and do for all of our partners as well)

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    30 mins
  • Hostaway's CEO Explains $924 Million Valuation & STR Industry Future
    Mar 4 2025

    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 technology is reshaping guest experiences.

    • The Evolution of PMS Software – How HostAway became a top vacation rental software.

    • The Role of Technology in Rentals – From smart locks to AI-driven guest interactions.

    • Why Direct Bookings Matter – The push towards independence from major OTAs.

    • Midterm Rentals: The Next Big Thing? – How the market is shifting to accommodate longer stays.

    • Scaling a Rental Business Successfully – Key insights for property managers and investors.

    Marcus also discusses how the short-term rental market is maturing and why now is an exciting time to get started. With competition growing, it’s crucial to adopt the right tools, optimize guest experiences, and stay ahead of industry trends.

    Plus, Marcus shares a game-changing tip that could instantly improve your guest reviews.

    If you’re looking for a property management solution, want to optimize your rental strategy, or just stay ahead of industry trends, be sure to follow along with Short-Term Rental Riches for more expert insights. Don’t forget to grab our free property management guide at strriches.com to help maximize your rental income!

    • Watch our videos on YouTube: https://www.youtube.com/@ShortTermRentalRiches

    • Looking to earn more with your property (without the headaches)? Chat with our expert management team: https://strriches.com/management-services/
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    42 mins
  • Fixing Failing Housekeeping Strategies for 5-Star Airbnb Reviews
    Feb 25 2025

    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 consider hiring their own housekeepers to maintain higher standards and create better guest experiences.

    • Housekeeping & Review Scores – Why cleanliness impacts guest ratings and revenue.

    • Large Property Managers’ Shortcomings – How inconsistent housekeeping teams hurt your rental business.

    • The Benefits of Hiring Your Own Housekeeper – Improved consistency, attention to detail, and guest experience.

    • How to Find Your Own Housekeepers – Tips for recruiting and setting cleaning standards.

    • The Financial Impact of Cleanliness – How better reviews lead to higher nightly rates and more bookings.

    By the end of this episode, you'll understand why hiring your own housekeeper is one of the best investments you can make for your rental business.

    If you’re looking for ways to optimize your rental strategy, be sure to follow Short-Term Rental Riches for more expert insights. Don’t forget to grab our free property management guide at strriches.com to help maximize your rental income!

    Looking to earn more money with less headaches? Chat with the team that manages Tim's portfolio of 46 properties: https://strriches.com/management-services/

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    11 mins

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