Oliver began her broadcasting career at WALB in Albany, Georgia in 1985 as a news reporter. The next year, Oliver moved to WAAY-TV in Huntsville, Alabama. After that stop, Oliver moved to WIVB-TV in Buffalo, New York in 1988. Two years later in 1990, Oliver moved to WTVT in Tampa, Florida, where she began her career as a sports anchor in 1991. Oliver moved to KHOU-TV in Houston, where she continued to be a sports anchor. In 1993, Oliver joined the sports television network ESPN. In 1995, Oliver joined Fox Sports, where she works as a sideline reporter at NFL games. In 2005, Oliver joined TNT as a sideline reporter for their NBA Playoffs coverage.