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Gangsta

Reach a TrueSkill rank of Gangster in any multiplayer mode.

Gangsta+0.3
1 guideOnline Game Mode - These achievements require a connection to live services, such as Xbox Live, for playing an online game mode, for sharing content, accessing leaderboards, or validating data with a server.Versus - These achievements can be obtained by two or more players in a face off gamemode who have met the achievement requirements.Online Skill - These achievements require a certain TrueSkill rank or a certain position on a Leaderboard to be reached.Players Required - These achievements require a minimum number of participating players to attempt.4 Players Required - These achievements require a minimum number of participating players to attempt.
Corby20Corby20212,766
24 Feb 2009
17 2 0
As stated you need to get to a truskill rank of 26 to get this achievement. The first time you get to 26 or higher, the next game you play will unlock the achievement.

You can check your current truskill by checking your position on the leaderboards.

I have posted an indepth guide to ranking up under the Kingpin Achievement.