She was eliminated on March 30, during 1990s music week after she sang LeAnn Rimes's "On the Side of Angels", surprising some fans since Simon Cowell had previously stated that she was one of the strongest female vocalists in the competition.

Jessica did concerts for charities such as the Special Olympics, and performed at numerous corporate events including shows sponsored by Kelloggs and Edy's Ice Cream.

On January 8, 2008, Verge Management released Sierra's Deepest Secret EP on iTunes, Amazon.com, and Rhapsody.

On March 14, 2008, Sierra's Deepest Secret EP was made available in CD format via her official website: http://www.jessicasierra.com/.

Tampa police reported that Daniel Young left at least 40 voice mail messages telling Sierra that he loved her and was willing to go to jail for her.

[6] Sierra was a spokesperson for the United States Department of Justice's National Stalking Resource Center, and was featured in a national campaign to promote awareness of the risks of and remedies for stalking; Diane Stuart, Director of the Office on Violence Against Women, United States Department of Justice, worked with Sierra on this project.

On November 19, 2007, after regular filming on Celebrity Rehab had ended but before the series aired, Sierra pleaded no contest in a Tampa courtroom to the assault and cocaine possession charges.

[16][17] In March 2009, Pinsky stated in interviews and on his Twitter account that he had recently presented Sierra with her one year of sobriety celebration cake and that she was "a new woman".

[20][21] On April 29, two years to the date after her initial 2007 arrest, Sierra credited Dr. Drew Pinsky with saving her life in a taped interview.

[22][23] That same year, Sierra and other alumni of Celebrity Rehab appeared as panel speakers to a new group of addicts at the Pasadena Recovery Center, marking 18 months of sobriety for her.