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, sup