While attending McMaster, Goldberg started to write, create films, and host and perform radio shows, stand-up comedy at clubs around Toronto, and play in his rock band called Oliver Twist.
A Clash-like foursome known for their on-stage personal tension, during one memorable New Year's Eve gig, at the reputedly mob-owned Jockey Club, Goldberg smashed his entire drum kit and broke his arm.
A multi-picture deal at Disney followed, including: I'll Be Home for Christmas starring Jonathan Taylor Thomas and Jessica Biel; a sequel to The Mighty Ducks; and the award-winning Hallmark film, A Step Toward Tomorrow, a story about two young brothers, one reliant on a wheelchair after an accident.
Premiering to rave reviews during CBS Sweeps Week in the winter of 1996, the film was also noted for a touching and memorable performance by Christopher Reeve, in his first acting role after his tragic horseback riding accident.
An hour before the event, Goldberg was asked to fill in by Clinton himself, after the Secret Service expressed concerns that Schneider's public image - he was then starring in Men Behaving Badly - might reflect unfavorably on the President.
[citation needed] Goldberg next partnered with Dana Carvey, writing and co-producing The Master of Disguise for Sony Pictures, which grossed a profitable $40 million domestically.
[citation needed] Goldberg crossed over to television writing during this period, selling pilots to HBO, CBS, NBC, ABC, TNT and USA.
Actor Matthew Perry attached himself to the project, and soon afterward Goldberg landed his feature film directorial debut with a cast that included Mary Steenburgen, Kevin Pollak, and Lynn Collins.
Shooting was completed in Los Angeles, and Patrick Fugit stars with Jennifer Morrison, Karen Gillan, Aaron Staton, Eddie Kaye Thomas, Giles Martini, JoBeth Williams and Victoria Tennant.