In 2010, she starred in the film 16 Wishes, which was the most-watched cable program on the day of its premiere on the Disney Channel and one of the most-watched movies on television. In addition, 16 Wishes introduced Ryan to new audiences, such as contemporary adult audiences, since the movie received high viewership in the young adult demographic (18-34).
She had her own show on Disney Channel called Jessie, which follows a girl who moves from Texas to New York to become a nanny for a family of four (she also became the youngest female director of a Disney Channel production on said series). In February 2012, she starred in a movie called Radio Rebel. She also performed in the 2013 Macy's Thanksgiving Day Parade. In early 2014 she formed a band called The Never Ending. Their debut EP, One, was released on June 24, 2014.
This actress's works provide examples of:
- Actor Allusion: The Goldie & Bear episode "Thumbelina's Wild Ride" has her voice another babysitter.
- Buxom Is Better: Part of her role as Ms. Fanservice. Sometimes lampshaded in Jessie.
- Cover Version:
- Darker and Edgier:
- Her cover of "Superstition" - up to that point all of her songs have been bubbly pop songs, and even The Cover Changes the Meaning rendition of "We Are Never Ever Getting Back Together" was still a Softer and Slower Cover version of a pop song.
- Jessie. Both the character and the show itself are a little more "grown up" compared to ''Suite Life On Deck" and Disney Channel fare in general.
- Herself with her band The Neverending, pretty much amounting to a complete transformation. "Superstition" as it turned out was a preview of this "new" post-Disney Debby. In many ways parallels the transformation of fellow Kid Com actresses-turned-musicians Ariana Grande and (a softer version of) Miley Cyrus.
- Darkest Hour: "Open Eyes" is all about this, mixed with Hope Springs Eternal: The lyrics remind the listener that even though thinks might seem dark right now, the dawn always comes eventually.
- "Do It Yourself" Theme Tune: "Hey, Jessie" for Jessie.
- Large Ham: She tends to be very hammy in her comedic roles.
- Shrinking Violet: Her character in Radio Rebel (incidentally, the trope name is also the name of the source material novel).
- Softer and Slower Cover: "We Are Never Ever Getting Back Together"