Before the end of his first season on Ally McBeal, over the Thanksgiving 2000 holiday, Downey was arrested when his room at Merv Griffin's Hotel and Givenchy Spa in Palm Springs, California was searched by the police, who were responding to an anonymous 911 call.
The book Conversations with Woody Allen reports that director Woody Allen wanted to cast Downey and Winona Ryder in his film Melinda and Melinda in 2005, but was unable to do so because he could not get insurance on them, stating, "We couldn't get bonded.