Larry Siegfried took a longer way than many to get to the Celtics as he was drafted by 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 in that league but the league folded and he would sign with the St. Louis Hawks who bought his NBA right from Cincinnati.  The Hawks cut him, and with his confidence at a low, he was picked up by Boston.

When you think of Dee Brown's career, most people point to his electrifying win with the 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 60’s dynasty.  The Guard would star on the defensive side of the ball, being named a Second Team All-Defensive Selection four times as a Celtic and would have four years 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 change 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.