Larry Siegfried took a longer way than many to get to the Celtics, as he was drafted 3^rd in the 1961 Draft by the Cincinnati Royals, a team the former Ohio State Buckeye surprisingly did not want to play for. Instead, he elected to play for the Cleveland Pipers of the American Basketball League and would win a title there. However, the league folded, and he would sign with the St. Louis Hawks, who bought his NBA rights from Cincinnati.  The Hawks cut him, and, with his confidence low, he was picked up by Boston.

When you think of Dee Brown's career, most people point to his electrifying no-look slam dunk that won the competition in 1991.  That is not a bad way to be remembered, but beyond that, you had a good player who split his time between Point and Shooting Guard who would have two straight years averaging over 15 Points per Game (1993-94 & 1994-95), the first of which would see him also finish 10^th in the NBA in Steals per Game with 2.0. 

Chaney was the 12^th overall pick from the University of Houston, where, as a rookie, he was part of the Celtics’ 1969 Championship win, the last of the ’60s dynasty.  The Guard would star on the defensive side of the ball, earning Second Team All-Defensive Selection honors four times as a Celtic, and would have four seasons of 10-plus Points per Game.  Chaney was with Boston for most of his career, save for a one-year stint in the ABA with St. Louis and a year and a half later with the Los Angeles Lakers, and he holds the distinction of being the only Celtic who at one time played with Bill Russell and Larry Bird.

This one can be considered a little tricky.

When Kyrie Irving surprisingly requested a trade from Cleveland (to get away from LeBron, let's be honest!), Boston arguably stole him in the deal, considering that the best player that they gave up, Isaiah Thomas, was never the same after that hip injury that took him out during the previous playoffs.  Irving wanted to prove he could lead a powerhouse team, and he did…sort of.