I reckon most of the time you hear that it means "that pilot and I have the same opinions".
I have seen pilots that are toted as being "real good pilots" do things like bust minimas and make poor in flight decisions etc but they are still talked about as "good pilots". I think this is because they are well liked and have good stick and rudder skills. I reckon that good pilots are the ones that don't stand out a lot of the time.
Another interesting thing is that we can't help judging a flight on it's landing, you may have made several astute weather related decisions and picked up an atc error and all sorts of other things, but if you thump it on everyone walks away (pilots included) with the impression of an average flight.