It's been 20 years since "Office Space" debuted in theaters across the country. In celebration of the hilarious Mike Judge film's 20th anniversary on Feb. 19, 2019, Wonderwall.com is checking up on the cast. Keep reading to find out what the "Office Space" actors and actresses are up to today…
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Ron Livingston starred as Peter Gibbons, a software company programmer who's frustrated with his job and unmotivated, in 1999's "Office Space."
Twenty years later and Ron Livingston is a still a successful actor in Hollywood. The Iowa native has gone to star in "Band of Brothers," "Sex and the City," "The Cooler," "Boardwalk Empire" and "Drinking Buddies." He currently stars on Audience's "Loudermilk" and ABC's "A Million Little Things." Ron shares two daughters with his wife, actress Rosemarie DeWitt. The couple married in 2009 after dating for three years.
Jennifer Aniston played Joanna, a waitress who falls for Peter, in 1999's "Office Space."
Jennifer Aniston was already a huge star thanks to her gig on TV's "Friends" when she made "Office Space." She's gone on to star in "Bruce Almighty," "The Break-Up," "Marley & Me," "The Good Girl," "Horrible Bosses" and "We're the Millers." She most recently starred in and executive produced the 2018 Netflix movie "Dumplin'." Next up, Jen will appear in the Netflix movie "Murder Mystery" alongside Adam Sandler and will then return to series television for the first time since "Friends" with the Apple drama "The Morning Show" with Reese Witherspoon and Steve Carell. Jen has also made headlines in recent years for her personal life. She married fellow A-lister Brad Pitt in 2000 and went through a very high-profile divorce in 2005 that saw him move on with Angelina Jolie. Jen went on to date Vince Vaughn, John Mayer and others before she fell for actor-writer Justin Theroux in 2011. The couple married in 2015 but split two years later.
Gary Cole starred as Bill Lumbergh, a vice president at Initech who's an annoying micromanager, in 1999's "Office Space."
Gary Cole has continued to build a successful career since "Office Space" wrapped more than two decades ago. The Illinois native has appeared in several hit TV shows and films including "The Good Wife," "Veep," "Chicago Fire," "Dodgeball," "Talladega Nights" and "Harvey Birdman, Attorney at Law." Next up, he'll star on the final season of "Veep" as well as "The Art of Racing in the Rain." Gary separated from his wife, Teddi Siddall, in 2017. She sadly passed away a year later.
John C. McGinley played Bob Slydell, a consultant who's brought in to help the company downsize, in 1999's "Office Space."
John C. McGinley has built an impressive resume over the past 20 years. The New York native has been in "Ground Floor," "Stan Against Evil," "Wild Hogs," "42," "Benched" and "Are We Done Yet?" but is perhaps best known for his work as Dr. Perry Cox on TV's "Scrubs." He currently stars as Brian Kelton on "Chicago PD." John shares a son with his ex-wife, Lauren Lambert, and two daughters with his current wife, yoga instructor Nichole Kessler, whom he married in 2007. He's also a well-known advocate for people with Down syndrome, as his son has the genetic disorder.
Stephen Root starred as Milton Waddams, a meek collator who's mostly ignored by the rest of the office, in 1999's "Office Space."
Stephen Root is still the same successful actor he was back in 1999. The Florida native went on to appear in "O Brother, Where Art Thou?," "DodgeBall," "The Man in the High Castle," "Get Out," "Boardwalk Empire," "King of the Hill" and "On the Basis of Sex." In 2019, he'll be in "Against All Enemies" and "The Empty Man." Stephen married actress Romy Rosemont in 2008. He has one son from a previous relationship.
Diedrich Bader played Lawrence, Pete's next-door neighbor and eventual co-worker, in 1999's "Office Space."
Diedrich Bader's star power has only grown since his time on the set of "Office Space." The actor has appeared in several films and TV shows including "EuroTrip," "Napoleon Dynamite," "The Drew Carey Show," "Veep," "Ice Age" and "Outsourced." He currently stars as Greg Otto on ABC's "American Housewife" and will voice Bruce Wayne/Batman on the upcoming DC show "Harley Quinn." Diedrich shares two children with his wife of 22 years, Dulcy Rogers.
Ajay Naidu starred as Samir Nagheenanajar, Peter's Initech co-worker, in 1999's "Office Space."
Ajay Naidu has made a name for himself appearing in a host of shows and movies including "Bad Santa," "The War Within," "The Guru," "Waterborne," "The Sopranos," "The West Wing" and "Bored to Death." In 2019, he'll appear in "The Dark End of the Street" and "The Magnificent Meyersons" alongside Kate Mulgrew. Ajay married fellow actor Heather Burns in 2012.
David Herman starred as Michael Bolton, Peter's Initech coworker, in 1999's "Office Space."
David Herman has primarily built his career as a voice actor since "Office Space" came out in 1999. He appeared in "Dude, Where's My Car?" before voicing characters in "Bee Movie," "Futurama," "King of the Hill," "Invader Zim," "Bob's Burgers" and "American Dad." He currently voices characters on Netflix's "Disenchantment" and Kevin Crawford on Netflix's "Paradise PD." David shares two children with wife Christi Campbell.