Stay and Play Vacations: Experience 55+ Living Before You Buy

Cari Oleskewicz is a writer based in Gainesville, Florida. She has been writing about real estate, property management, travel, and active adult lifestyles for 10 years. She has delivered lectures on the importance of high-value website copy for small businesses, and has ghostwritten books for real estate investors. Before settling in Gainesville, she lived in Tampa, Florida; Baltimore, Maryland; Los Angeles, California; and Florence, Italy. Before launching her writing career, Cari was a communications and editorial strategist for a digital advertising agency in Tampa and managed the communications department of a nonprofit organization serving people with disabilities in Maryland. She has also taught middle school and writes poetry. Cari graduated from Marist College in Poughkeepsie, New York in 1994, with a BA in Communications/Journalism. She currently lives in Tampa, travels frequently, and recently helped her father find the perfect 55+ community to call home.

Deana Becker is the Senior Content Strategist at 55places.com. With an extensive editorial background, she has been writing, editing, and researching real estate topics since 2018. Her work has brought her in contact with many subject matter experts in the real estate industry, and she enjoys continually improving her SEO and content marketing skills. As a Chicago native, she’s also well-versed in the Midwestern housing market (as well as the best places for deep-dish pizza).

Amy is a freelance writer who has done it all when it comes to journalism and communications — from working in public relations for professional sports teams and creating engaging daily content as a digital producer and editor to doing contract writing for a marketing company on a project for Google. Amy has lived in Charlotte more almost a decade and her favorite neighborhood is Dilworth.