Learn how the Connecticut teenager won MTV's first "I Wanna Be A VJ" contest in '98. Find out what bands he likes and what he foresees in his future.

Check out facts on the colorful MTV veejay, photos of him with Tori Amos, and memorable lines from select interviews.

Music magazine's online home provides a bio of the scruffy MTV veejay and blossoming rock musician. Watch his video "See You Around" and visit the links.

Read an article on the eloquent VJ's debut rock album, "Jesse & the 8th Street Kidz."

Sarah Vowell discusses why she likes the non-conformist MTV VJ so much.