Heh, this might be a little off topic but I used to do this alot with an older copy of NBA Live - basically would just put all of the best Celtics players from every era on the team and then play quarter after quarter subbing guys in and out.
I also did this for not only the Celtics, but for every team in the NBA that had retired HOFers that were unlockable within the game - with the Lakers I brought back Worthy, Magic, Kareem with Kobe, Shaq, Malone and Gasol and such.
With the 76ers I played with Allen Iverson, Barkley, Moses Malone, Dr. J and Wilt Chamberlain, and so on.
I'm pretty sure I signed every player from the "Legends Pool" back to their original teams and then traced as many players as I could back to the teams that they played on during their 'prime' and just duked it out with every team having basically the best possible rosters, taking into account the history of the NBA.
One of my favorite combinations with the Celtics was starting Nate Robinson, Ray Allen, Pierce, Larry Bird and Sheed and then just having them jack up 3's and get boards for a quarter, then the next quarter I'd put in Russell, Mchale, Robert Parish, Rondo, Cousy, Perkins etc. and just play defense for the entire quarter. By far the most entertaining method of playing that game, though sadly I'm not sure if the 'Legends Pool' is featured in the latest versions of NBA Live (I have Live 10 though I still play 2004 more often). ::shrugs::