Harvard Man is a 2001 film written and directed by James Toback. It had only a limited distribution (and that not until 2003), and received little critical or popular acclaim, although it achieved some success when it was released on video and DVD.

The story concerns Harvard student Alan Jensen (Adrian Grenier), the point guard of the Harvard basketball team, whose parents lose their house in a tornado. Desparate for $100,000 to replace their home, Alan is approached by his girlfriend Cindy Bandolino (Sarah Michelle Gellar), whose father is a mob boss, to throw the game for the money. She tells Alan that Daddie is doing the deal, but actually she goes to her father's associate, Teddy Carter (Eric Stoltz), and Carter's assistant, Kelly Morgan (Rebecca Gayheart) for funding. What she doesn't know is that Carter and Morgan are undercover FBI agents. Alan throws the game, then trips out on a mega-dose of LSD. There follows a long stretch of the film during which morphing special effects demonstrate Alan's altered state as he is pursued by Carter, while Cindy is collared by Morgan. Just when it looks like a toss-up as to what will prove his downfall first, the bad trip, the FBI, or the mob, Alan's OTHER girlfriend, Chesney Cort (Joey Lauren Adams), his philosophy lecturer (!), saves the day. Not only does she get Alan to a doctor who can bring him down from his monumental high, she reveals that she is in a sexual threesome with Carter and Morgan. Once he gets some photographic evidence for blackmail, Alan is undeservedly free and clear.

Grenier seems as lost and confused in this production as Alan is in his altered state. Adams is oddly cast as a Philosophy don. Gellar's performance may be startling to those who know her only as the virtuous Buffy the Vampire Slayer, here playing a dope-smoking, gutter-mouthed criminal. The actress has played other bad girls (All My Chidren, Cruel Intentions), but never one as tacky as Cindy.