I think another way of looking at it is that due to R Ver's really unique personal history, he was pretty much driven towards finding some kind of alternative money.

He ran into bitcoin, and since he had money via memory dealers, he could plow into bitcoin probably when the price per bitcoin was sub-penny or at least sub dollar.

So from there, a huge amount of survivor bias is in place. But, to give him some credit, he does probably know how to run a business.

I'd say from there, he's obviously tried to do things like vouch for (bankroll?) Mt Gox, probably took a big loss on that.

And I would not be surprised if in bitcoin terms he's losing 1/2 his bitcoins every 3 years or so.

On the other hand, the value of the bitcoins might be doubling every 9 months.

So on balance, he's getting richer, even if some of his ventures were sunk.

So overall ... a strange situation.

I think he might mean well but he'd honestly probably be better off finding a new identity and a new life and staying away from finance things and bitcoin.