Poindexter is a self-serving know-it-all type. He figures the best way to survive his time as a conscript in the NCR army is to play dumb and hide out in the rear at Camp Golf and earn a salary while serving. He is also very condescending to anyone he views as less intelligent than him, which is pretty much everyone.
Following Poindexter's advice and cheating the system will ultimately lead to the Misfits' laziness catching up with them when the Legion attack Camp Golf. Those who survived and fled to the Mojave Outpost will be court-martialed and hanged from the ranger monument.
Poindexter was intended to be a Caravan player at one point during development. The dialogue option for this, along with the associated voice clip, remains in the game, but Poindexter himself is not a member of the faction necessary to use the dialogue. Additionally, Poindexter does not carry any money, does not have a Caravan deck specific to him, and his remaining dialogue option does not include the script necessary to initiate a game of Caravan.