He then appeared onscreen in The Boy Who Could Fly, Dinosaurs!, and several television shows, including The Twilight Zone and Crime Story before gaining national attention as the grandson in the 1987 film The Princess Bride opposite Peter Falk.

His first television role after high school was the NBC sitcom Working, which Savage starred in for its two-season run.

[10] Savage also had a series of guest and supporting roles in the late 1990s and the 2000s such as on the show Boy Meets World, (which starred his younger brother Ben Savage), Law & Order: Special Victims Unit, The Legend of Prince Valiant, and the film Austin Powers in Goldmember as The Mole.

[11] Savage has lent his voice to several animated projects, including Family Guy, Kim Possible, Justice League Unlimited, Oswald, and Holidaze: The Christmas That Almost Didn't Happen.

[16] Following Working, Savage began observing production on the Disney Channel show Even Stevens to further learn the craft of directing.

His credits include Zoey 101, Drake & Josh, Ned's Declassified School Survival Guide and Big Time Rush for Nickelodeon, as well as That's So Raven, Hannah Montana, and Wizards of Waverly Place for Disney Channel.

Savage has served as a producer for several episodes of It's Always Sunny in Philadelphia, Friends with Benefits, Party Down, Phil of the Future, The Crazy Ones, and Happy Endings.

[16] In 1993, Savage, then 16, and his Wonder Years co-star Jason Hervey were accused of sexual harassment in a lawsuit filed by the show's former costume designer.

Monique Long alleged the young actors "verbally and physically harassed her daily," with her complaints over their behavior ignored by the show's staff.

[19][20] On May 6, 2022, Savage was fired as executive producer and director of The Wonder Years reboot after an investigation into alleged inappropriate conduct.