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Ryan began appearing in various television commercials in her early teenage years.In 2006 she made her television debut on the show Barney and Friends.Soon after that, Ryan starred in the independent theatrical film, What If..., which premiered on August 20, 2010.From 2011–2015 Ryan starred as the titular nanny on the Disney Channel original series Jessie; she also directed an episode of the series that aired on May 15, 2015.She lived in Germany until she was 10 and can speak both English and German.She started performing in professional theaters at the age of seven on an American base in Germany.
On February 17, 2012, she starred in another Disney Channel movie entitled Radio Rebel as Tara, a very shy teenage who dreads speaking to anyone in her school, but in the privacy of her bedroom, she incorporates the most famous radio persona of the internet under the nickname 'Radio Rebel'.
She starred in the 2012 Disney Channel Original Movie Radio Rebel, in which she portrayed Tara Adams, a shy high school student who adopts the radio persona of Radio Rebel. Beginning in July 2015, Ryan performed with The Never Ending as an opening act on the North American leg of Fifth Harmony's Reflection Tour.
Her father was in the military, so she moved to numerous places in Europe.
She is also known for appearing in the 2008 feature film The Longshots as Edith.
From 2008 to 2011, she starred as Bailey Pickett in The Suite Life on Deck.