Moved with family from Michigan to California as a young child

Guest starred on episodes of "Picket Fences" (CBS) and "Boy Meets World" (ABC)

Made film debut with an appearance in the comedy feature "It Runs in the Family"

Played a young cadet in the military school comedy "Major Payne"

Co-starred in "Angus" as the geeky best friend of the title high-schooler

Appeared in the Chris Farley/David Spade comedy vehicle "Black Sheep"

Guest starred on episodes of "7th Heaven" (The WB), "The Faculty" (ABC) and "Social Studies" (UPN)

Had a supporting role in the rodeo-themed family feature "The Ride"

Played a kleptomaniac ravaging a high school graduation party in the teen comedy "Can't Hardly Wait"

Portrayed a bully with especially nauseating tactics in "She's All That," a teen take on "Pygmalion"

Co-starred as the math whiz best friend to future astronaut Homer Hickman in the 1950s-set biopic "October Sky"

Had a featured role as 'The Sherminator' an unlikely young Casanova in the teen sex romp "American Pie"

Acted in the teen movie parody-themed introductions on the 1999 MTV Movie Awards

Co-starred with David Arquette and Ahmet Zappa in "Ready to Rumble"

Revised role as Chuck Sherman in "American Pie 2"

Played a Suicidal Freshman in "National Lampoon's Van Wilder"

Co-starred in "National Lampoon's Gold Diggers"

Reprised role of 'The Sherminator' in "American Pie 4: Band Camp," a direct-to-video spinoff to the American Pie trilogy

Co-starred in Stephen King's "The Mist"