I was thinking, perhaps after 100 reputation or something, that you should be able to post questions anonymously on security.stackexchange kind of like the way people can on quora.com
Then you would be able to delete or edit the question for say, 24/48 hours, but then after that, there would be no server-side trace of the question to that user's account, whether the user is logged in or logged out. And perhaps reputation is rewarded within the 24/48 hours, but not afterwards, due to it not being possible.
The reason for this is that, with the way things currently are, people could easily leave a Hansel & Gretel 'breadcrumb trail' of their security habits, actually making it easier for them to be attacked - the opposite of the intention of security.stackexchange!
On the other hand, I suppose people could simply use 'burner' accounts instead? Though I'd suppose those burner accounts would still have server side records of IP addresses, e-mails, etc. which introduces a point of failure?
I suppose I'm trying to find a solution to the issue of anonymity that a rewards based system such as Stack Exchange can facilitate.