He played Adam Lippman, the Bar Mitzvah boy who liked Elaine's "Shiksa appeal", in the Seinfeld episode "The Serenity Now".
[2][3] He began his acting career at the age of six, appearing as a guest star on a 1990 episode of the Fox teen drama series Beverly Hills, 90210 as Elliott Brody.
In 2006, he made his final appearance on the CBS police procedural drama TV series Without a Trace as Jason McMurphy.
He starred in the romantic comedy-drama film Sleepless in Seattle opposite Tom Hanks and Meg Ryan as Jonah Baldwin, Sam's eight-year-old son who calls in to a radio talk show in an attempt to find his father a new wife.
His first main role was in the CBS sitcom Good Advice as Michael DeRuzza, the son of Susan (played by Shelley Long).
He appeared in a recurring role on the Fox teen drama series Party of Five as Jamie Burke, a friend and later love interest of Claudia Salinger (played by Lacey Chabert).
He then provided the voice of Spike on the 1996 adventure comedy film Homeward Bound II: Lost in San Francisco.
Malinger then began voicing gang leader T.J. Detweiler on the Disney animated TV series Recess in the same year.