Interesting question. Any comment I would make would be heavily influenced by a few things. 1) do they like the system? If so then I would be complimentary. If they like it then that is all that matters. Peoples ears and listening habits are different so don't judge. 2) Are they asking for my advice? I would try to determine what they wanted to improve and make a suggestion. Tread lightly unless they are really unhappy.
I am pretty open minded and have had people listen to my system plenty of times. For many it's amazing, but for some with high level equipment I could tell they might think something here or there could be improved. Buddy of mine up the street has some Klipsch Heresys hooked up to a vintage Marantz with a VPI table and Ortofon Black cartridge. He loves it. I have a hard time with horn loaded speakers, especially in nearfield listening but it works for him. I think he views my main stystem as being a little lacking on the top end but good otherwise. He is younger than me though and I am sure his hearing is probably less sensitive. Lots of variables as to what sounds good to some and not others.