Rehab and Legal Troubles
A 59-year-old man from California was arrested on January 17, 2006 at the home of Sierra's grandmother. Tampa police reported that Daniel Young left at least 40 voicemail messages telling Sierra that he loved her and was willing to go to jail for her.Sierra was a spokeperson 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, Sierra was sentenced to 12 months probation after she pleaded "no contest" in a Tampa courtroom to charges of battery and possession of cocaine. Represented by prominent Tampa attorney John Fitzgibbons, Sierra initially entered "not guilty" pleas to both charges and missed a scheduled court appearance on August 29 because she was in a rehab facility in California. Fitzgibbons stated that she had been at the facility since July. A civil suit against Sierra is still pending in Hillsborough County; Wisam Hadad, represented by Dennis Hernandez & Associates, PA, is seeking unspecified damages for his injuries. Sierra is listed as indigent in court records.
It was later revealed that Sierra was participating in a VH1 rehab reality show being run by Dr. Drew Pinsky of Loveline. The show, Celebrity Rehab with Dr. Drew, was described by VH1 as a serious take on the difficulties of getting clean and staying sober.VH1's Celebrity Rehab with Dr. Drew, featuring Sierra and eight other celebrities, premiered on VH1 on January 10, 2008. Consisting of 9 regular episodes and a reunion show, Celebrity Rehab aired each Thursday night on VH1. Participants were actress Brigitte Nielsen, actor Daniel Baldwin, former pro wrestler Joanie Laurer (aka Chyna), Crazy Town singer Seth Binzer (aka Shifty Shellshock), Taxi star Jeff Conaway, porn star Mary Carey, former UFC Heavyweight Champion Ricco Rodriguez, and Family Matters actress Jaimee Foxworth. Sierra was unable to participate in the reunion show, aired March 13, due to probation restrictions.Jessica was featured in an article about the Celebrity Rehab show in the February 2008 edition of O Magazine. To promote the series, she also appeared on The Tyra Banks Show with Pinsky, Brigitte Neilsen, and Crazy Town singer Seth Binzer; the episode was taped in November 2007, prior to her second arrest.
On December 1, 2007, shortly before she was to return to California for continued rehab treatment, Sierra was arrested again at a Tampa bar, this time for disorderly intoxication (misdemeanor), resisting arrest without violence (misdemeanor), and violation of the conditions of her probation on the earlier felony charges. Due to the probation violation charge, Sierra was held without bond from the time of her arrest until shortly after her court hearing on January 7; she was in custody for 39 days. The police report of the bar incident states that she shouted obscenities and racial slurs at the authorities and offered the arresting officers a sexual act if they would release her.On January 7, 2008, Circuit Judge Daniel Perry sentenced Sierra to 12 months in rehab at the California treatment center run by Dr. Pinsky. Perry's sentence followed a plea to the court on her behalf from Dr. Drew Pinsky, who flew in to Tampa for her hearing. Pinsky stated in and out of court that Sierra was multi-diagnosed and had mental health issues in addition to her severe addiction issues. Her year in the treatment will be followed by three years of probation for violation of her probation for the earlier felony charges and time served for the two misdemeanor charges. Judge Perry made it clear that if Sierra violates the treatment program's rules or refuses to finish, she will be extradited to Florida and she will receive prison time. However, if Sierra successfully completes the treatment and her additional probation time, she will not be a convicted felon.On January 13, 2008, Sierra was released from jail in Tampa, Florida and flew directly to California to begin her court-ordered one- year treatment at the Pasadena Recovery Center.In March 2009, Pinsky stated in interviews and on his Twitter account that he had recently presented Jessica with her one year of sobriety celebration cake and that she was "a new woman". He also noted on his VH1 blog that court-mandated treatment had saved her life. As part of her probation terms, Sierra had been prevented from getting within 100 yards of a camera or microphone, a restriction that kept her from recording music as well as participating in the reunion episode of Celebrity Rehab 1 and American Idol Season 4's Rewind episodes. In April 2009, a Florida judge lifted this restriction. It was noted in court that she had tested clean and sober for about a year and a half

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