Hill was born in Detroit in 1975. She and her mother moved to Houston in 1980, then later back to Detroit. Hill graduated from Mumford High School in 1993, then attended Michigan State University.
Hill began her career as general assignment Sports Writer for the Raleigh News & Observer. From 1999 to 2005, she served as a Sports Writer with the Detroit Free Press, mainly covering Michigan State football and basketball. While at the Free Press, she also covered the 2004 Summer Olympics and the NBA Playoffs. Hill worked as a columnist for the Orlando Sentinel from 2005 to 2006.
Hill joined ESPN in November 2006 as a national columnist on ESPN.com. Hill made regular appearances on television, including SportsCenter and several ESPN programs, including ESPN First Take, Outside the Lines and The Sports Reporters. During the 2012 college football season, she worked on Friday nights as a sideline reporter with Carter Blackburn and Rod Gilmore.
The network drew criticism for its treatment of Hill, as another employee, former Notre Dame football coach Lou Holtz, also made a Hitler reference in 2008 and was not suspended.
In 2011, Hill and Michael Smith began the podcast His & Hers. Its popularity led to ESPN adding Hill to Smith's ESPN2 show Numbers Never Lie in 2013, which was renamed His & Hers a year later. In addition to Sports, the show covered social and relationship issues and pop culture, including favorite television shows, music and several movie spoofs. Writing at the Los Angeles Times, Stephen Battaglio contrasted Hill and Smith's style with the "vein-bulging, finger-pointing debates...filling hours of Sports talk programming." Instead, he said, "Hill and Smith often agree and never take an opposing view just for the sake of creating provocative television...They are powered by wound-up Energy." His & Hers ran through January 2017.
On October 9, 2017, ESPN suspended Hill for two weeks for a "second violation of our social media guidelines". Hill suggested fans upset with Jerry Jones's threat (to bench any player who does "anything that is disrespectful to the flag") should boycott the advertisers who support Jones and the Dallas Cowboys. On January 25, 2018, ESPN announced that Hill would anchor her final SC6 on February 2 and begin a new role at The Undefeated, the company’s website that covers the intersections of Sports and race.