I've had this question on my mind for a while, and I searched around and found a previous question (Should you let your opponent know if they have forgotten to press their clock?) that touched on the subject. In that previous question, it was asked if one should remind one's opponent if they forget to press their clock. The general consensus in the answers seemed to be, yes, remind them - and I always have done so, myself. My question, though, is - at what point do you stop? I've played against a number of opponents who've had the habit of forgetting to press the clock after almost every move. After reminding them the third or fourth time, it starts to get annoying, and it distracts from my own concentration on the game if I have to continually watch to make sure my opponent deals with their clock as they're supposed to. At what point does one just give up, and sit there and let their clock run until they figure it out? At what point is it no longer poor sportsmanship to refrain from warning them? If I've already reminded someone four times in one game to press their clock, does it make me a bad sport if I just sit there without speaking (or gesturing towards the clock, which is what I normally do) and without making a move, and let their clock run out when they do it the fifth time?
And actually, now that I'm thinking about it - am I actually committing a rules infraction myself, by communicating with my opponent so frequently about their clock? I've always wondered about that, too.