Right after graduating in college, because of his passion for comedy, he immediately started touring the comedy club circuit. He appeared in Montreal as one of the "New Faces" at the 1998 Just for Laughs. And his act was televised in Montreal at the Theatre Saint-Denis in 2000.
In 2001, Daniel Tosh’s big break came for his appearance on Late Show with David Letterman. And eventually, he became guest on shows like Jimmy Kimmel Live!, Premium Blend, Loveline, The Bob & Tom Show, Kevin and Bean, and The Tonight Show with Jay Leno. He also appeared on Live at Gotham, Daniel Tosh: Completely Serious, Happy Thoughts, Brickleberry and Comedy Central Presents.