I guess most of the weird patterns I've observed would probably be pool payouts and such then. Kind of a hit for anonymity.
I don't think so. Nobody really know who owns those addresses. And while mining standalone, anybody can watch your mining income, too, because once you spend some coins, they are connected together in the spending transactions.
If you care about anonymity, you can use pools over Tor as some people do.
Is the 1000 BTC that remains probably Tycho's profit, then?
Probably not, the rest on the account are payouts for people which don't cross their withdrawal limits.