1) Reddit's acquisition was a cash deal, reportedly $20M. Aaron made a blog post at one point about walking out with a check with more zeroes than he ever expected to see. I think it's likely he made about $5-7M off it, given that Reddit and Infogami merged right after the SFP, before either had much success.
The same article says there were two original founders, and two later founders, which kind of tells me they didn't split that $10-20M evenly.
Even if it was all cash with no sort of vesting or earn-out, and Aaron got 10% (sounds about right for a non-true-founder), that would only be $1-2M, and that would be taxed down to six figures. All my financial speculation is based on what I find on the internet, though I have met Aaron a couple of times.
