Early in his television career, Glaser wrote and occasionally performed on the short-lived sketch comedy programs "The Jenny McCarthy Show" on MTV and "The Dana Carvey Show". He also made one appearance as a correspondent on "The Daily Show" in 2004. Glaser is also known for his comedic partnership with H. Jon Benjamin. For a number of years they hosted a live sketch show together in New York City called "Midnight Pajama Jam", and have also performed stand-up comedy together for many years, often playing characters who bicker and argue with each other while on stage. Glaser created and starred in the Comedy Central web-series "Tiny Hands", which has been shown on the channel's short film series "Atom TV" a number of times. More recently Glaser worked as a contributing writer and occasional performer on the sketch comedy programs "Human Giant", "Jon Benjamin Has a Van" and "Nick Swardson's Pretend Time", as well as providing voices in the animated film "Aqua Teen Hunger Force Colon Movie Film for Theaters". In 2009, Glaser worked as the head writer and segment producer on the HBO sports program "Joe Buck Live". Glaser also appeared on the ESPN classic show "Cheap Seats", providing such roles as "Beamy" and the "Score Settler".