Is this or is this not bad chess etiqette?

Generally speaking it is bad etiquette to say something like "This is resignable for you" Under normal circumstances.

Is it always though?

Here is the exact scenario (or one similar to this):

You are a bit higher rated than your opponent. You are playing a slower time control game in the rapid / classical range. You have almost all of your clock left. Your opponent has used about half of their clock. They are moving both slowly, and making weaker moves. You win a pawn. You win another... You win a piece, then another... things are getting simplified. They are left with a very small army that has no chance of counter play. You have a million paths to victory. You have no chance of losing on time. They still have several minutes on the clock, but you have a lot more. The position is one that an engine will say you are up at least two rooks, but it does not yet announce a mate, and you figure it may take another 15-20 move if they defend properly.

You don't think they will resign on their own as they have been in a very lost position the past 20 moves already.

Is it wrong to be like "This is a resignable position for you."?

While in OTB play, chatting is not allowed - in internet play it is (unless the particular site disallows it.) Why not let the player know she/he is in a 'resignable' position if you are rated much higher and have the experience? Most of us are here to learn no matter the rating, so if it's done in a nice way, it should be taken as good advice. If it were Li'l Puppet, Li'l Puppet would take the time the opponent is using to think to let them know WHY it's a lost cause. But then again Li'l Puppet is a great sport here for the love of the game and not to amass a pile of points.

First id like to say, ive won countless games that i would have sworn there was no way to win. While i can see it being annoying (especially in classical ) a draw or maybe even a win maybe salvageable, and at the very least they are learning from watching you play for the win and trying to defend a lost position.

Second.. as long as your not badgering them about it and only make the statement once I wouldn't really consider it rude.

On the other hand, I would think it was rude for someone to make me spend 20+ mins (even 5 mins really) on K +R vs K or something won just because they dont know basic endgames.

@KingMeTaco666 Agree! Li'l Puppet will usually not resign when being pummeled in ONE MINUTE games because - a DRAW has occurred many times because of time or a blunder by the opponent trying to trap the King. Really, if one is "nice in chat" (as instructed by LC) then why should someone get disturbed? There is no room in a competitive game such as chess for those with skin thinner than the famous model Twiggy's waist line.

I feel it is wrong to chat like that. Best is to keep quiet, just like an over the board game. Best is to disable the chat to avoid all misunderstandings from both sides. There is no need to signal "This is a resignable position for you", he will find out sooner or later.

I generally say please resign. I'm up a whole [insert piece here] and you have no compensation.

@tpr I see the point and agree that nothing said is the best road. I think the problem with some of those in here is that they don't want to sit there for 20 min. when a win is cinched. But look, you sign up for the game and have to realize that time is an important factor. Just like here in these forums, sometimes there are those who just insult and produce no positive suggestions. Nothing said would be much better.

Say "offer resignation" 👌

Trying to persuade the opponent to resign is very bad etiquette - it is even worse than playing on a lost position.

People do not understand that they virtually play on monkey island when they

-chat
-offer and accept takebacks
-insist on rematch

during their games.

Get over it. Play your games like men. This is not takebackchatrematch chess.

@Sarg0n Agreed! Li'l Puppet NEVER chats DURING the game. Also detests the immature queries such as "Where are you from?" etc. In fact the proper interrogation would be not ending the sentence with a preposition. Both are abhorrent.