A supporting role in the 1995 feature "Mallrats" marked Suplee's feature debut. In this comedy directed by Kevin Smith, Suplee played Willam, a young man determined to crack the mystery behind the mall's Magic Eye poster. Next up for the actor was "Chasing Amy" (1997) another Smith film. In 1998 Suplee turned heads with a role that showed off his impressive acting chops in a way that the amusing cameos in the Smith comedies couldn't. Tony Kaye's "American History X" featured Suplee as brutal white supremacist, an unrepentant blowhard so convinced of his racist beliefs at such a young age as to be considered a hopeless case. His performance was powerful and terrifying, and marked the young actor as one to watch. Roles in that year's small town-set independents "Tyrone", "Desert Blue" and "Dante's View" reached fewer people and were less of a stretch for the performer.
In 1999, Suplee reunited with Smith for "Dogma,” where he voiced the costumed Norman the Golgothan. The following year, roles in "Road Trip,” "Takedown" and "Remember the Titans" exposed the actor to a larger audience, with the actor most impressing in the latter, singled out by many critics as a fresh and welcome presence onscreen, making the most of his somewhat stereotypical overweight nice guy role. "Blow" (2001) saw Suplee continue to raise his profile, playing Tuna, the best friend of Johnny Depp's new to the drug trade dealer. Later that year he was featured in the sci-fi comedy "Evolution,” a drab, unfunny take on the "Men in Black" theme and co-starred in the View Askew production "Vulgar,” in which he plays an unsettlingly villainous character. Nick Cassavetes' hospital-set drama "John Q" (2002) was also enhanced by Suplee's presence, as was the comedy adaptation "The First 20 Million is Always the Hardest" (2002).
With Suplee's profile on the rise and his talent and versatility beginning to get notice from both Hollywood productions and independent films, it was a safe bet that the actor would stay in the business for some time with a long and consistent film career. A brief appearance in “Cold Mountain” (2003) led to a minor role as a Goth college student into S&M coeds in “The Butterfly Effect” (also 2003), starring Ashton Kutcher as time-traveling psychology student trying to reclaim his forgotten memories. In “Without A Paddle” (2004), Suplee appeared as a mentally deficient hillbilly who, along with his psychotic brother (Abraham Benrubi), tend a secluded pot farm stumbled upon by three childhood friends (Matthew Lillard, Dax Shepard and Seth Green) on a quest to find the rumored stash of a legendary bank robber. He then landed a regular role on “My Name Is Earl” (NBC, 2005- ), a comedy about a dimwitted miscreant (Jason Lee) who has an epiphany after winning the lottery to rectify all the mistakes he’s made throughout his life.
Suplee had a meatier role in “Art School Confidential” (2006), playing an obnoxious, wannabe director struggling his way through a fictional art school along with his talent artist roommate (Max Minghella). After a bit part as an anonymous teen in Kevin Smith’s woeful sequel, “Clerks II” (2006), Suplee was barely visible in “The Fountain” (2006), Darren Aronofsky’s bizarre and confounding time travel yarn following a 16th century Spanish conquistador (Hugh Jackman) looking for the fabled Fountain of Youth and a modern-day scientist (Jackman again) desperately seeking a cure for the cancer killing his wife (Rachel Weisz).