He played Fred Jones in the 2002 live-action film version of the popular cartoon "Scooby-Doo", and reprised the role in the 2004 sequel, ', both alongside his wife Sarah Michelle Gellar and along with Matthew Lillard and Linda Cardellini. He guest starred on the popular NBC show "Friends" as a sensitive male nanny named Sandy on the series' 200th episode. He also appeared as Donny Crane, a character believed to be Denny Crane's son in the ABC legal drama-comedy "Boston Legal". Prinze starred in his own television sitcom, titled "Freddie". The sitcom is said to depict some actual events from his life, and was cancelled after one season in May 2006. He guest starred on "George Lopez" for a crossover with "Freddie". In 2004, Prinze accepted a special award from TV Land on behalf of his late father. He thanked his father's former co-star Della Reese for her continued advice and support. In 2006, he lent his voice to the character of Pi in the computer-animated film "Shark Bait". Also in 2007, he lent his voice to the character of Rick in "Happily N'Ever After" along with his wife Gellar, Wallace Shawn, Andy Dick, George Carlin, and Sigourney Weaver. In 2008, he auditioned for Jigsaw in ', but was not given the part at the decision of Lionsgate Studios. He later was the voice of the titular character in the animated movie "Delgo". In 2010, Prinze guest starred on "Psych" as Dennis, a grade school friend of Shawn Spencer and Burton Guster. In March 2019, Prinze was cast as Nancy Drew's father, Carson Drew, in The CW mystery pilot "Nancy Drew", but was later replaced by Scott Wolf. He also voiced Tim and Jim Possible in the "Kim Possible" movie "".