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Debby Ryan Debby Ryan was born on May 13 1993. She stars as Bailey Pickett in the hit Disney Channel original series "Suit Life On Deck" in 2008. in 2007 Debby Ryan appeared in Barny & Friends Debby Ryan guest stared in an episode of "Wizards of Waverly Place" in "Wizards on deck with Hannah Montana" Along with her other Suit Life on Deck cast mates. In 2010, she stared in a film "16 Wishes" as Abby Jension. The Debby stared in "What if.." and "Radio Rebel" as the role or Tara Adams a shy 17 year old girl we adopts a radio personality. in 2011, Debby Ryan was back in her all new Disney Channel series Jessie as 18 year old Jessie Presscott who comes to New York City to fulfill her dream and ends p working as a nanny for Ross kids Emma, Luke, Ravi, and Zuri.