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One of the original reasons why he didn't want to connect his old wallet was fear of a bug which would empty his bitcoins.

Hence the whole original claim where he needed to use his own laptop and software to sign a phrase using a satoshi key.

I don't quite understand what that means but assuming it's accurate, why hasn't he done that yet?

Hasn't he been claiming he's Satoshi for years?

He makes a lot of money pretending to be Satoshi, so it’s in his interest to stay with his fake persona. Since he can’t prove it, he doesn’t.