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She appeared in the ABC series Flash Forward alongside John Cho and Joseph Fiennes as Zoey Andata, a role for which she was nominated for an NAACP Image Award for Outstanding Supporting Actress in a Drama Series in 2010.In June 2011, Union defended the music video for the Rihanna single "Man Down" after it sparked controversy for Rihanna depicting a rape victim shooting and killing her attacker.This was her second time working with the rapper since making a cameo in his video "Paradise" in 2002.
In 2013, Union began starring as lead character in the BET drama series Being Mary Jane, for which she has received critical acclaim and an NAACP Image Award.She appeared in the 2005 film Neo Ned, costarring Jeremy Renner and portraying an African-American woman with delusions that she is Adolf Hitler.They were noted by Mark Olsen of the Los Angeles Times as having "a strange, offbeat chemistry that drives the film." Union starred in the short-lived ABC series Night Stalker. She began her career in the 1990s, appearing on television sitcoms, before landing supporting roles in teenage comedic films She's All That and 10 Things I Hate About You (1999).Her breakthrough role was in the 2000 film Bring It On.