Tosh's first big career break came in 2001 with his performance on the "Late Show with David Letterman". His first attempt to appear on the show was cut short, though, due to time limits caused by the star guest, Eric Kraff, overlapping with his segment. He followed with appearances on programs such as "The Tonight Show with Jay Leno", "Jimmy Kimmel Live!" and Comedy Central's "Premium Blend". In 2003, he performed in his own thirty-minue special on "Comedy Central Presents". On June 17, 2007, Comedy Central aired a stand-up special featuring Tosh, "Daniel Tosh: Completely Serious". He also hosted an episode of Comedy Central's "Live at Gotham". Tosh is also a regular guest on "The Bob & Tom Show". He had a small part in the feature film "In the Army Now" starring Pauly Shore and Andy Dick. He also had a bit part in "The Love Guru",