Does Goog tool bar track data?

I'm using private proxies when I do some searching and other work online and lately I've been changing my user agent with about:config on firefox to confuse servers a little bit more but I'm wondering if I'm surfing "anonymously" does google keep track of my activity with the google tool bar...

Does enabling the PR tool checker matter?

is impossible to tell but I believe that Google keeps a lot of information on all the services

Google logs everyting you do. Thats why I dont use google chrome.

I know chrome tracks everything I do. Because everywhere I go I see ads related to my websites (I guess because I visit them the most).