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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 called the series a "reworking" rather than a remake.When she came to work as an intern, Judith Fontaine thought she was so pretty, she requested Union get some photos so the agency could book her as a model. Other earlier roles included teen movies such as 10 Things I Hate About You, She's All That, and Love & Basketball.She got the photos and Fontaine did book her as a model. In 1997, Union appeared in the sixth-season episode of Star Trek: Deep Space Nine—"Sons and Daughters" as the Klingon N'Garen.She also appeared in Sister, Sister as Vanessa, in Smart Guy as Denise, and in five episodes of 7th Heaven as Keesha Hamilton. In 2000 Union performed the role of Isis in the cheerleading movie Bring It On opposite Kirsten Dunst.Bring It On helped push Union into the mainstream and she began gaining more exposure.The book will "feature personal stories and reflections on a range of topics that continue to define the contemporary landscape: sexuality, womanhood, friendship, race, marriage, and beauty." Winfrey stated that Union's Fierce and Fearless Award acceptance speech—in which Union admitted she once reveled "in gossip and rumors"—inspired her because she "had never heard anyone be that honest in public or private about the competition and fierce drive to be seen and succeed in Hollywood." Union is a spokeswoman for Neutrogena. It was reported in November 2014 that Union became ambassador for nail polish company Sensatio Nail.She became the company's first celebrity ambassador and creative advisor.
When I first toured the Nebraska campus and I saw Turner Gill walk, I freaked out.
This led to Union being cast in the CBS television drama City of Angels as Dr. Union was featured in The Brothers and was seen as having a "beguiling sincerity, even when she's fudging the truth." Union was cast in her first leading role in the 2003 film Deliver Us from Eva with LL Cool J.
This was her second time working with the rapper since making a cameo in his video "Paradise" in 2002.
Union had a prominent role as Rachel Meyers in Almost Christmas, released in November 2016.
Ariel Scotti of The New York Times panned Union's performance: "Each overused phrase that falls out of her character, Rachel's, vindictive, childish mouth takes viewers further out of the movie experience." In April 2017, Union announced her first book, a memoir, entitled We're Going to Need More Wine.
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.