A member of the Pro Football Hall of Fame, he is widely recognized as one of the greatest tight ends in the league's history. Winslow played his entire NFL career from 1979 to 1987 with the San Diego Chargers after being selected in the first round of the 1979 NFL Draft. He played college football for the University of Missouri, where he was a consensus All-American. He was also inducted into the College Football Hall of Fame.

This San Diego Chargers mini helmet was signed in silver by Winslow and inscribed, "HOF 95." This mini helmet includes a Great Moments COA.