The fact that those higher powered accounts are voting for Jerry's witness isn't any real surprise. That is one of the issues with Delegated Proof of Stake even though I think overall the system makes sense. It can become a little bit of a cartel.
I would like to point out this is just a fact of life and power, but with these blockchains we are able to at the least see the activity when these powers move in unison. It's a start I guess, but can't stop cartels, if people want to band together, they just will.
Yeah it is true. Monetary success attracts monetary success. They will always rub shoulders with each other.