Yeah, if your entry guard operator was malicious, he could notice 'this guy only goes through very high bandwidth nodes', or 'only nodes that share these properties', 'let me spin up a few exit nodes that meet those requirements and pwn him'. One of the more common biases that I've seen is people don't want to use nodes in their own country, but again, if your entry guard operator is looking for suspicious people, that certainly makes you look suspicious. Someone looking for "red tape" protection is probably worried about LE. It would be ok if every Tor client behaved that way, but when only a small subset of users are doing it, they stick out of the crowd. It's interesting how studying anonymity theory improves your thinking skills -- at least it did mine -- because it forces you to think logically about a problem whose solutions are often unintuitive. Lots of people intuitively do things that they think make them safer, but actually harm their anonymity. Oh yeah. People who complain about how slow Tor is have no idea how painfully slow it used to be.