James Gordon is one of Batman's first supporters, helping him fight against crime and corruption in Gotham City. He eventually rose to the rank of Commissioner in the Gotham City Police Department, and continues to be one of Batman's greatest allies.
Let's see in Legends of the DC Universe #10-11 they pretty much confirm it, that he knew her secret almost immediately but didn't tell her that he knew. Then in Batgirl Year One #8 he pretty figures it out, and she tries to trick him into thinking otherwise but I totally think he knows then too. I'm pretty sure he figured it out in "The Silver Age" too, but I totally don't know the issue.
I don't see how he doesn't know...it's the same with people wondering if he knows that Bruce is Batman...he's to good of a detective to not have figured it out by now but he respects Batman enough to pretend that he doesn't know
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