Is it Time to Sell Your Vacation Rental Business? With Jacobie Olin and Jason Sprenkle

Alex and Annie: The Real Women of Vacation Rentals

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In this week’s episode of Alex & Annie: The Real Women of Vacation Rentals, we're joined by two powerhouse guests in the vacation rental space - Jason Sprenkle, CEO of Keydata, and Jacobie Olin, President of C2G Advisors.

Jason has over 20 years of experience in vacation rentals, previously running 360 Blue in the Panhandle area. He has worn many hats from development to property management before spinning off software companies like Keydata.

Jacobie has been immersed in the industry since childhood, born into a vacation rental family in the Florida Panhandle. After a stint away, he returned in 2017 and now leads C2G Advisors, providing strategic consulting and M&A advising.

With their decades of combined experience, Jason and Jacobie provide valuable insights on:

📈 How the industry has shifted from the post-COVID peak, and what this "normalization" means for acquisitions

💰 Key metrics buyers evaluate when valuing a business, including growth rate, staffing margins, churn rate, and more

🏡 The concept of building an "Airbnb empire" vs a sustainable, transferable business

🏨 The emergence of "house of brands" models as companies acquire strong regional players

🤝 How long owners should prepare before pursuing a sale (hint: start tracking metrics 3 years out if possible)

🗺️ Why national branding remains an elusive goal, and regional dominance is key

Whether you're an owner considering an exit, or just want to build a stronger business, Jason and Jacobie share priceless wisdom every vacation rental pro needs to hear. Tune in for their expert perspectives on setting up your company for long-term success!

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Connect with Jason Sprenkle

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Connect with Jacobie Olin

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