It doesn't matter to the code, but it matters who has access to the coins and when. Maybe he doesn't give a shit if we believe him. Maybe he was using Gavin to confirm him for his Tulip Trustee. Idk.
There are approximately seven billion candidates who could be Satoshi based on "not giving a shit". So when I hear this argument, especially regarding a man who has gone to some lengths to convince us, I picture a very leaky bucket indeed.
I think the most sensible theory going is that Kleiman was the voice of Satoshi on this forum; the times during which our Satoshi posted seems to suggest he was doing it from the states. I think Wright probably wrote the white paper and had Kleiman edit it? And it was probably Wright communicating with Gavin by email.
Or not. But it has to have been someone, and a bunch of this stuff fits. Even if CSW happens to be some kind of nut. Let's face it...
I think the least sensible theories are those based on associations made from a single, unattested, unreliable source.