Well it was pretty clear that he knew how illegal what he was doing was, and it was clear that he knew how big of a target that SR was to law enforcement and politicians (who would put pressure on law enforcement). As a result of both of these, he should have known to keep his identity secret.
I also don't see how giving his real dox would get Ross to trust him (just look at how many newbie scammers there are in the lending section and offering ID as collateral will get exactly nothing). Plus I imagine it would not be difficult to create a dox of a fake person, even with ID.
I would imagine that VJ probably did come up with the policy to get the moderators' doxes, however I think he would have said that it should "apply to everyone but me".
I'm going off of what the chatlogs said, here's a direct quote from GX-227H
http://antilop.cc/sr/exhibits/GX-227H.pdfCimon: You know - I post up, and give you shitloads of info that could if you tried just a bit (fuck, Plural of Mongoose alone should do it!) that you could determine exactly who I am. I did that to make you feel comfortable.
I really do think VJ/PoM believed (rightfully to some extent I suppose) that he would be leading a revolution, rather than just being concerned with money. Maybe he was confident enough in his physical OPSEC to make him believe that his name alone probably won't do much.
I'm really intrigued by that varietyjones.com mention of Shadowcrew, given that he clearly has a lot of the technological prowess in areas you would expect a Shadowcrew/blackhat member to have. There were stories of him infecting people with RAT's and he also was the pentester for SR. Has there been any more info on what the fuck that site is all about?