TE Kellen Winslow Sr., San Diego Chargers:
Another Hall of Fame-worthy Chargers tight end to never win the Super Bowl, the trend-setting Winslow paved the way for players like Gates and other tight ends to become offensive forces in the league. He remarkably led the NFL receptions in back-to-back years in 1980 and 1981, only the second tight end to accomplish such a feat.
Winslow also caught five touchdowns in one game in 1981. He had three seasons of 1,000 or more receiving yards as well. Gaudy stats aside, he was never able to win the Super Bowl. He and Hall of Fame quarterback Dan Fouts fell short just like the modern Charges Philip Rivers, LaDainian Tomlinson, and Antonio Gates did in recent years. Winslow Sr. was enshrined in the HOF in 1995.