User blog comment:TVthePunisher/Chapter 415 - Deicide 17...and Kubo trolled again.../@comment-1405841-20100804200243

Looking over the whole situation, I had previously been pondering on Gin's status as good or bad. I'm convinced he's good masked as bad so that he could get close in with Aizen. It makes sense...if those shinigami raped/beat her (and possibly kicked his ass too), he vowed revenge right then and there...realizing (or mistaking) Aizen as the boss, he wanted to get close to him so he could kill him later on. He realized Aizen's power, so he'd have to stay in the shadows...

As I said before, Aizen was always around someone else...whether it be the Soul Society itself, the Arrancar, or even Tosen...he was ALWAYS around someone. The only time he wasn't was in the real Karakura town, just those kids and Rangiku. He got Rangiku out of the way (I do NOT believe he killed her, despite what the "status" says) so he could make his move, destroy the Hogyoku and I'm assuming take off somewhere. He wanted to make sure this would go out as he planned, without ANY interruptions...

This would rule out an undercover operation, meaning that regardless if Gin succeeded the Soul Society would still view him as an enemy...and he probably did what he did to Rangiku for this very reason:

He wanted her to hate him so she'd move on.

It's not impossible to believe that's the reason he attacked her, I do not believe he killed her but he attacked her to both protect her from Aizen and to make her forget about him, because he knew that once he succeeded in killing Aizen he'd have to run for it...and he didn't want her to follow, to get dragged into the life of a refugee.

Sadly...his plan didn't work...and now Gin is possibly on the way to death.