After high school, Lillard was co-host of a short-lived TV show titled
SK8-TV, and afterwards was hired as an extra in
Ghoulies 3: Ghoulies Go to College (1991). In 1994, he was cast in the
John Waters black comedy
Serial Mom. The following year he was cast in five films, including
Hackers, a thriller about a group of high school kids who thwart a multimillion-dollar corporate extortion conspiracy. In 1996, he was cast as
Stu Macher in the horror film
Scream. He also played Stevo in the independent film
SLC Punk!, and supporting character Dennis Rafkin in
Thirteen Ghosts. He was originally meant to reprise his role of Stu Macher in 2000's
Scream 3 but the plans were changed. Lillard was cast as
Norville "Shaggy" Rogers in the 2002 live-action film
Scooby-Doo, a role he later reprised in the 2004 sequel
Scooby-Doo 2: Monsters Unleashed. in 2012 In 2009, Lillard directed the short film
Come Home Soon. In 2011, Lillard guest starred on the
Fox series
House. In 2011, he produced and directed his first feature film,
Fat Kid Rules the World, based on the
K. L. Going book of the
same name. Later that year, he appeared in the comedy-drama film
The Descendants. Lillard also reprised the voice role of Shaggy in the crossover episode in the television series
Supernatural in 2018. In 2012, Lillard guest-starred in the
Criminal Minds episode "
The Apprenticeship". The following year, he played the role of Daniel Frye on the American TV series
The Bridge. In 2014, Lillard starred as Peter in the animated film
Under Wraps, alongside
Brooke Shields and
Drake Bell. In 2017, Lillard starred as William Hastings in the
third season of
Twin Peaks. The next year, he began co-starring as Dean Boland on the NBC series
Good Girls. In 2016, Lillard landed the recurring role of FBI undercover agent Luke Goshen in the Amazon Series,
Bosch. In 2022, Lillard was cast for the
live-action movie adaptation of the ''
Five Nights at Freddy's''
video game series. The film came out the following year. He gained renewed recognition for his role as
William Afton, a manipulative
serial killer, in ''Five Nights at Freddy's
. U.S. entertainment publication The Hollywood Reporter'' stated that he had entered "his Renaissance era" in popular culture, noting that the movie had the third highest ever domestic box office return for a horror film during its
opening weekend. Lillard has credited his children as inspiring him both to take on the role and to give a dominating, assertive performance as the franchise's overarching villain. In January 2025, it was announced that Lillard was returning to the
Scream franchise for its
seventh entry, having previously played Stuart "Stu" Macher in the first film.
Voice acting When
Casey Kasem, who had voiced the character from the show's debut in 1969, retired in 2009, Lillard was chosen to take over and voice Shaggy in the three subsequent animated series,
Mystery Incorporated,
Be Cool Scooby-Doo!, and
Scooby-Doo and Guess Who?, as well as every animated direct-to-video film since 2010's
Scooby-Doo! Abracadabra-Doo. Lillard, however, did not voice Shaggy in the animated
Scooby-Doo reboot
Scoob!, with the character instead being voiced by
SNL alum
Will Forte. Although Lillard was disappointed with the casting decision, he still wished the film good luck. ==Other ventures==