28. Lenny Wilkens
Lenny Wilkens was one of the best point guards of his time, but he came up in a tough era. He began his NBA career during the height of the Boston Celtics run of NBA Championships. As a rookie in 1960, he put up 11 points a game. However, from 1961 to 1975, he managed to score 16 or more points a game 11 times. He was also a master at assists.
He led the league in assists, in fact, during the 1969-70 season. Lenny dished out 8 or more assists per game 6 different seasons and had 3 seasons with 9 or more per game. Lenny even retired with the second-most assists in history, only behind Oscar Robertson. This record has since been vastly surpassed. Yet he went on to become a 9-time NBA All-Star!
With his skill and accomplishments, it’s quite clear that Wilkens is one of the best players who never won an NBA Championship. Wilkens did end up winning one in 1979, however, when he coached the Seatle Supersonics to a title win. He retired from coaching with the most wins in NBA history. Lenny is now second, only behind Don Nelson.