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RE: What if I told you I've uncovered a top secret community, this community is so secretive that if you want to work your way up its ladder you are going to need some very heavy pockets? Would you want to be part of this community?
Like @timcliff said, the main problem is sybil attacks. There always has to be a way to keep people from abusing the system by simply creating many many accounts; one-share-one-vote is a very simple way to make sure that happens. Here's the issue: if an account worth $100,000 has the same influence as one with $500,000, then anybody with $500,000 can simply split his account into 5 pieces and get 5 times the influence.
Damn! I knew it couldn't be that easy right :) At least I hope this post can help people see what challenges we could face in the road ahead.