In 2003, Union landed the role of the main character Mike Lowrey's girlfriend, Syd, in the film "Bad Boys II", a box-office success grossing more than $273million worldwide. Union felt that she had been "blessed" with her role in the film, feeling it elevated her career. The following year she appeared in "Something the Lord Made". Union starred in the film "Breakin' All the Rules" in 2004. The film was unpopular with critics. She appeared in the 2005 film "Neo Ned", portraying an African-American woman with delusions that she is Adolf Hitler. She and co-star Jeremy Renner were noted by Mark Olsen of the "Los Angeles Times" as having "a strange, offbeat chemistry that drives the film". She won an award for Best Actress in "Neo Ned" at the Palm Beach International Film Festival, and the film received awards at several festivals.