Some people find their way into the short-term rental industry. Jodi Cleer built her entire career inside it and has seen every angle of the business from the vendor side, the property management side, and now private equity and M&A. Matt and Austin sit down with Jodi Cleer, equity partner of Deal Sourcing at AwayDay and former CMO of I Love Vacations, for one of the most wide-ranging and candid conversations the show has produced.

Jodi started in hotels in 2010, transitioned to the vacation rental space as a vendor at RealVoice in 2014, and eventually made the rare leap from vendor to property manager by joining the team at Park City Rental Properties. She helped grow that operation from 235 properties to over 800 across Park City, Sedona, Scottsdale, Whitefish, Montana, and right here in the Texas Hill Country before the company was acquired by AwayDay in 2024. She also personally owns 18 vacation rentals across several of those markets and serves on the board of the VRMA, where she is currently running for election to the board of directors.

Here is what you will learn:

Why the leap from vendor to property manager almost never happens and how Jodi pulled it off, the genius strategy of buying a home in every new market you expand into and why it creates instant credibility with homeowners and communities, how social media went from pretty pictures to a serious demand generation engine and what viral content actually means for your bottom line, what the M&A process looks like from the inside when you are on the buy side at a private equity backed company, why being an owner but not an operator with 18 properties is actually a smart positioning move even for someone with Jodi's experience, what it takes to get a vacation rental company acquisition-ready and what buyers like AwayDay are actually looking for, and why the VRMA conference is a must attend for any serious STR operator or property manager.

Jodi also shares her unfiltered take on the "coopetition" culture in the STR industry and why she counts her competitors as some of her closest allies.

Find Jodi on LinkedIn by searching Jodi Cleer, the only one in the world, and reach out directly. She responds to every message.

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