The trophy is named after Harlon Hill, who played at Florence State Teachers College (now the University of North Alabama) from 1950 to 1953, where he was named an NAIA All-American in his senior year. Hill was drafted by the Chicago Bears in the 15th round of the 1954 NFL Draft. He played for the Chicago Bears (1954–61), Pittsburgh Steelers (1962), and Detroit Lions (1962). Hill was the NFL’s Rookie of the Year in 1954 and its most valuable player in 1955, both voted by the Newspaper Enterprise Association. He was a three-time All-Pro selection between 1954 and 1956.

Through 2009, only three winners have been selected in the NFL Draft. Three-time winner Johnny Bailey was selected by the Chicago Bears in the ninth round of the 1990 draft. Bailey played six seasons in the NFL and was selected to the 1993 Pro Bowl. Ronald Moore was taken by the Phoenix Cardinals in the fourth round in 1993 and played six seasons. Bernard Scott was selected by the Cincinnati Bengals in the sixth round in 2009 and debuted during his rookie season in 2010.

Others were signed in the NFL as undrafted free agents. Two-time winner Danny Woodhead made his NFL debut with New York Jets in 2009. Ronald McKinnon signed with the Arizona Cardinals, where he played from 1996 to 2004. He played an additional season for the New Orleans Saints for a total of ten seasons in the league, recording over 1,000 tackles.

As of 2009, three winners—Johnny Bailey, Jeff Bentrim, and Ronald McKinnon—have been inducted into the College Football Hall of Fame.

Four players have won the award multiple times: Johnny Bailey in 1987, 1988, and 1989, Dusty Bonner in 2000 and 2001, Danny Woodhead in 2006 and 2007, and Jason Vander Laan in 2014 and 2015. All but one winner (Ronald McKinnon, 1995) have been offensive positions.

Nominations for the trophy are made by sports information directors (SIDs) from the 156 schools that participate in NCAA Division II football. All of the nominees are then presented to a four-member regional Advisory Committee, one for each competition region (Northeast, South, Midwest, and West). Each committee is composed of four SIDs familiar with the process, who select up to six players who they deem worthy of the award, and give their results to the Voting Coordinator.

The 24 players selected in the regional committees are referred to as “Candidates”. The regional candidates are then presented to the regions’ SIDs, who vote for a first, second, and third place. Each first place vote earns the player three points, while second place votes earn two, and third place votes one point. The top two players selected in each region are the “Finalists” and are placed on a national ballot.

The national ballot is open to all of the SIDs, who vote for first, second, and third place amongst the eight finalists. The top three finishers are invited to the awards presentation held during the Division II Championship weekend on the North Alabama campus in Florence, Alabama. Even though the D-II title game moved to Kansas City, Kansas in 2016, the award ceremony continues to be held in Florence.