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From Landlord to Superhost: How to Maximize Cash Flow With Short-Term Rentals with Tim Hubbard

If you’ve ever dreamed of making more money from your property—without added stress—there’s an innovative approach gaining traction among real estate investors. On a recent episode of the “Raising Private Money” podcast, Jay Conner sat down with Tim Hubbard, CEO and co-founder of Corzly, to uncover how everyday properties can become high-performing, hands-off revenue streams.

As Jay shared his personal experience, he transformed his traditional rental, the Farmhouse, into a short-term rental with Corzly’s help—and quadrupled his revenue. The kicker? He got to enjoy that extra income with almost zero stress, thanks to Corzly’s full-service property management. Here’s what we learned from Tim on how investors can do the same.

The Opportunity: From Long-Term Rentals to Short-Term Wins

Traditional rentals are tried and true, but they often cap your income potential. Jay’s story is a perfect example. His four-bedroom, two-bath home would have earned about $2,200 a month as a long-term rental. After working with Corzly and converting the property to a short-term rental, he’s now projected to bring in over $60,000 to $80,000 per year—easily four times what he could expect from a long-term tenant.

What’s driving this massive leap in revenue? Shifted travel habits and a booming demand for short-term rentals. As Tim explained, it’s not just about vacationers anymore—business travelers, remote workers, and families are all turning to short-term rentals for stays of a few days, weeks, or even months. The market is larger and more dynamic than most investors realize.

Why Most Investors Miss Out: The Management Hurdle

The obvious downside of short-term rentals is the perceived management hassle: guest communication, cleaning, pricing, and round-the-clock support. This is where many investors hesitate, fearing a mountain of work or a lack of expertise.

But Tim’s team at Corzly has cracked the code on stress-free management. Their virtual, full-service system takes care of everything: listing creation, dynamic pricing (updated multiple times weekly), guest communication, coordination with housekeepers, and even hands-on strategies to win coveted Airbnb badges like Superhost status. Owners just pick their housekeeper and block off personal dates—Corzly does the rest.

The System at Work: Hands-off, High-Performing

Jay’s Farmhouse is now booked on every major platform—Airbnb, Vrbo, Booking.com, and more—with professional photos, optimized headlines, and top-notch guest experiences. Corzly’s team acts as Jay’s voice, responding to guest inquiries 24/7 within five minutes, and handling every detail from check-in codes to collecting reviews, which in turn boosts search rankings and bookings.

Key to their approach is Corzly’s revenue management team. They don’t just “set it and forget it”—they constantly analyze changes in local demand, special events, and booking windows to make timely pricing adjustments. Whether it’s maximizing rates for a barbecue festival weekend or attracting longer mid-term bookings in low season, they ensure each property achieves its full earning potential.

Common Mistakes—And How to Avoid Them

Tim shared that many new hosts make costly mistakes: relying solely on Airbnb (ignoring millions of potential guests on other platforms), mishandling payments or deposits outside known platforms, and missing out on localized pricing trends. Worse, owners who try to “DIY” with little market data often leave significant revenue on the table.

Is Your Property a Good Fit?

Wondering if your property could benefit from the short-term rental approach? Tim advises owners to first check local regulations, then use tools like AirDNA to see what similar properties earn. If the numbers look right, it’s time to consult with an expert.

Corzly’s onboarding is refreshingly simple: owners just fill out one detailed form, supply photos, and get full support setting up amenities, smart locks, and more. Properties can often go live and start earning in as little as three days.

The Bottom Line

Short-term rentals aren’t just for beachfront condos and city apartments anymore. With expert management, properties of all types—even your family farmhouse—can become high-income, hands-off assets. The secret lies in systems, technology, and proven processes. With companies like Corzly, the dream of stress-free real estate cash flow is now within reach for more investors than ever before.

10 Discussion Questions from this Episode:

  1. How did Jay Conner’s experience transitioning his “Farmhouse” property to a short-term rental model with Coorsley differ from traditional long-term renting? What was the biggest surprise for him?
  2. Tim Hubbard talks about optimizing properties and identifying target markets. What strategies does his team use to determine how to best market a specific property and set it up for higher revenue?
  3. What are the key operational tasks that Coorsley handles for property owners, and how does this “hands-off” approach benefit landlords who want more passive income?
  4. In the episode, Jay mentions converting a four-bedroom property to sleep 10 people. How important do you think flexibility and maximizing sleeping arrangements are in short-term rental success?
  5. Tim describes dividing Coorsley’s processes into three main departments: listing specialists, guest experience, and revenue management. Which of these do you think is most critical for success, and why?
  6. What kind of pricing strategies does Tim’s team employ to ensure maximum bookings and revenue? How does dynamic pricing for special events and holidays play into their overall model?
  7. Reviews and ratings (like the Airbnb Superhost status) are emphasized in the conversation. What are some of the ways Coorsley helps its partners achieve high ratings, and why is this so important?
  8. Jay notes that short-term rentals can make three or four times what a long-term rental brings in. What do you see as the risks and rewards of converting a long-term rental to a short-term model?
  9. Tim mentions that many first-time hosts make avoidable mistakes, such as not listing on multiple booking sites or mishandling payments. What other pitfalls should new short-term rental owners watch out for?
  10. Looking at the future, both Jay and Tim discuss trends in the short-term rental market and the increasing competitiveness. Where do you see the industry heading, and how can owners stay ahead of the curve?

Fun facts that were revealed in the episode:

  1. 4X the Revenue, Same Property: By turning a standard long-term rental into a short-term rental, Jay Conner was able to make four times the revenue from the same property, with the help of Tim Hubbard’s company, Coorsley.
  2. Global Management, Local Impact: Tim Hubbard and his team at Coorsley have managed properties for over 50,000 guests across 10 countries and more than 30 cities—all virtually, showing that you can have a hands-off approach no matter where you are!
  3. Superhost… by Surprise!: Jay and his wife became Airbnb Superhosts within just a few weeks of working with Tim’s team—even before they knew what a Superhost was! The Coorsley team handled everything behind the scenes to make it happen.

Timestamps:

00:01 Quadruple Rent with Short-Term Leasing

03:35 Evolving Vacation Rental Trends

09:02 Globalizing Housekeeping Management Efficiently

10:39 Short-Term Rental Market Insights

12:55 Achieving Superhost Status on Airbnb

17:25 Maximizing Property Booking Success

20:24 Switch to Profitable Short-Term Rentals

25:15 Three Key Hospitality Departments

25:59 Revenue Management Insights

31:57 Optimizing Listings on Booking Sites

32:48 Short-Term Rental Protection Tips

38:11 Rental Market Estimator Tool

42:32 Automated Security Solutions Guidance

43:38 Fall in Love with Problems

44:31 Connect with Tim Hubbard:

https://www.Corzly.com/affiliate  

47:03 Invest in Property with Tim: 

https://go.jayconner.com/shortterm






Private Money Academy Conference:

https://www.JaysLiveEvent.com

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https://www.jayconner.com/MoneyReport

Join the Private Money Academy: 

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Have you read Jay’s new book, Where to Get the Money Now?

It is available FREE (all you pay is the shipping and handling) at

https://www.JayConner.com/Book 

What is Private Money? Real Estate Investing with Jay Conner

https://www.JayConner.com/MoneyPodcast

Jay Conner is a proven real estate investment leader. He maximizes creative methods to buy and sell properties with profits averaging $67,000 per deal without using his money or credit.

What is Real Estate Investing? Live Private Money Academy Conference

https://youtu.be/QyeBbDOF4wo

YouTube Channel

https://www.youtube.com/c/RealEstateInvestingWithJayConner

Apple Podcasts:

https://podcasts.apple.com/us/podcast/private-money-academy-real-estate-investing-with-jay/id1377723034

Facebook:

https://www.facebook.com/jay.conner.marketing

Listen to our Podcast:

https://www.buzzsprout.com/2025961/episodes/17787087-from-landlord-to-superhost-how-to-maximize-cash-flow-with-short-term-rentals-with-tim-hubbard

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