On September 11, 2000, in Tampa, Florida, Strawberry tried to drive to see his probation officer after taking painkillers. While driving, he blacked out, rear-ended another car, and then tried to drive away. An off-duty police officer witnessed the episode and arrested him at gunpoint. The next day, Strawberry admitted to the charges and his probation was changed to two years of house arrest. On November 21, he was sentenced to a year of probation and community service. On October 25, 2000, Strawberry left a Tampa drug treatment center to use drugs with a female friend, violating his house arrest and parole. On November 9, he was sentenced to 40 days in jail with credit for time served. On November 3, 2000, Strawberry told a judge in Tampa that he had lost his will to live and had stopped chemotherapy. On November 30, he was released from jail and sent back to rehab. On April 2, 2001, Strawberry was arrested for again disappearing from his house arrest drug treatment center in Tampa. On May 1, he was sentenced to more time at a drug treatment center.