Jacobson began his career as a supporting puppeteer on
Sesame Street in 1994, occasionally performing the roles of
Grover and
Bert when
Frank Oz wasn't available. Following Oz's retirement from the program, Jacobson became the characters' primary performer. Since 2005, he has performed
Guy Smiley, a role previously performed by Henson. Following
Caroll Spinney's retirement in 2018, he became the full-time performer of
Oscar the Grouch. Jacobson began performing
Miss Piggy in 2001, debuting at the MuppetFest fan convention. The following year, he began performing
Fozzie Bear and
Animal, debuting in the roles in ''
It's a Very Merry Muppet Christmas Movie.
In 2005, he began performing Sam Eagle beginning with The Muppets' Wizard of Oz''. The aforementioned characters were also previously performed by Oz, whom he consulted with to accurately maintain characterization and physicality for the characters. In 2007, he served as both a puppeteer and writer on
Playhouse Disney's
Bunnytown. ==Personal life==