NBA LIVE 06

This is very easy to do with simming. You will most likely get this if you choose the LA Lakers or Timber wolves. You can get this easily with a simmed season with pretty much any team, but those two you are almost guaranteed to get it. It would be wise to also trade some of NBA Live 06's best players to ONE TEAM. Here's how:

In the start menu before simming your season go to Team Management > Roster Management > Trade Player.

You can then trade Kobe Braynt, Tracy McGrady, Allen Iverson, Kevin Garnett, and Shaq all to the same team. If you then go to Season > New Seaon it will give you the option: 'YES, USE CURRENT SETTINGS AND ROSTERS.' Chose this option and you will be able to select the team you traded all the super star players to have a very stacked team.

To sim a season:
-From the opening menu go to ‘Season mode’
-Pick the team that you want
-Then when you get to the calendar of your season press . Now you should be at the last month of play.
-Navigate your way to the last game and press  over it.
-Select the option that says “simulate this game and all other up to it.”
-Now just sit back and watch the season sim. It will take about 5 minutes.

Using your super team and simming you will net you many of the season orieinted achievements.