In 1995, after scrapping plans for his own variety show, he starred as Bill Mc Neal in the NBC sitcom News Radio.
He had voice roles on The Simpsons, from seasons 2–10 as Lionel Hutz, Troy Mc Clure, and others, and appeared in the films Houseguest, Sgt.
Bilko, Jingle All the Way, Small Soldiers and the English dub of Kiki's Delivery Service.
Hartman had been divorced twice before he married Brynn Omdahl in 1987; the couple had two children together.
Hartman met comedian Paul Reubens and the two became friends, often collaborating on writing and comedic material.
Together they created the character Pee-wee Herman and developed The Pee-wee Herman Show, a stage performance which also aired on HBO in 1981.
I wasn't as cute as the leading man; I wasn't as brilliant as Robin Williams.
The one thing I could do was voices and impersonations and weird characters, an [sic] there was really no call for that.
Before production began, however, the network decided that variety shows were too unpopular and scrapped the series.Michaels also added that Hartman was "the least appreciated" cast member by commentators outside the show, and praised his ability "to do five or six parts in a show where you're playing support or you're doing remarkable character work".Hartman won the Primetime Emmy Award for Outstanding Writing for a Variety, Music or Comedy Program for SNL in 1989, sharing the award with the show's other writers.Hartman co-wrote the screenplay for the film Pee-wee's Big Adventure and made recurring appearances as Captain Carl on Reubens' show Pee-wee's Playhouse.Hartman garnered fame in 1986 when he joined the sketch comedy show Saturday Night Live.However, their marriage was fractured, due in part to her drug use.