Freedman won the 1994 Writers Guild of America, "Television: children's" award for his script for the TV movie A Deadly Secret: The Robert Bierer Story (1993). He is the screenwriter for the TV movie Rodgers and Hammerstein's Cinderella (1997), and received a nomination for the Writers Guild of America, "Television: children's".
Freedman is the screenwriter and producer of the television movie Life with Judy Garland: Me and My Shadows, which was televised on ABC in 2001. The movie, about the early life of Judy Garland, was based on the book Me and My Shadows: A Family Memoir by Lorna Luft. Among other awards, Freedman was nominated by the Writers Guild of America, "Adapted Long Form". He was also nominated for the Primetime Emmy Award for Outstanding Writing For a Miniseries or a Movie, a Co-Nominee for the 2001 Primetime Emmy Award for Outstanding Miniseries.
He wrote the book to a musical titled Campaign of the Century, with lyrics by Freedman and Steven Lutvak and music by Lutvak. It is based on the book by Greg Mitchell, and is about the smear campaign against author Upton Sinclair. It had staged readings at the Chicago Humanities Festival in 2004, the New York Music Festival in September 2005, and the Beverly Hills Theatre Guild in 2006.
Freedman wrote the book and lyrics to a musical version of Kind Hearts and Coronets, with music and lyrics by Steven Lutvak, directed by Ron Lagomarsino, which was presented at the Sundance Institute Theatre Laboratory, Utah, in July 2006. The musical had a staged reading in the Breaking Ground Series at the Huntington Theatre in Boston in April 2006.
He co-wrote a one-man play with Faye Greenberg titled The Beast of Broadway, which had its premiere in 2010 at TheatreZone, Naples, Florida. The play is based in part on the book The Abominable Showman by Howard Kissell, about the producer David Merrick.