Shoulda been stars: Who made the trainwreck list?
Big Break: As Preston, the graduating senior intent on professing his love to Amanda (Jennifer Love Hewitt) in "Can't Hardly Wait."
You Knew It Was All Hype When: It took him four years to land a movie gig after 1998's "Disturbing Behavior" and it was a supporting role in "Sweet Home Alabama."
Upcoming: Unclear. His last major project was as a regular on the TV series "Brotherhood" which may or may not return.