Jimmy Kimmel

Pudgy, surly and deliberately lowbrow, this native New Yorker honed his comic skills at radio stations across the country before becoming the cohost of the unconventional game show Win Ben Stein's Money in 1997. During his tenure, Kimmel and his former radio cohort Adam Carolla created their own signature series, The Man Show in 1999, which celebrated drinking beer, watching sports and ogling well-endowed women on trampolines. In 2003, Kimmel made the leap from cable to network TV, with his own eponymous late-late-night talk show. Although he looked slightly ridiculous in the customary suit jacket, his coarse humor remained intact. Off-screen, this divorced father of two is involved with hipster comedienne Sarah Silverman.