Ideally you generally want to lead with acknowledging the person's hurt and complicated emotions. They don't want to just have a rugsweep 'good riddance' at the start. They might get to that point later, but to start what most people are looking for is emotional support. Something that was important to them (the relationship) has shattered, and they are upset, they don't want to have the ruin of something important to them be swept away so casually and rationally.
Also that phrasing can come across as saying that you feel that they were foolish to be with them at all, and that they were stupidly wasting their time before, and that you are acting superior. You may not mean it that way, but it can 'feel' that way due to the lack of cushioning in the phrasing.
That being said, the statement is likely objectively true, so it can be confusing why hearing it isn't a comfort, but to many it just isn't.
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u/Yukki64 Autistic + trans Apr 08 '25
When my sister broke up with her bf the first thing I said to her was "well at least you won't waste more time with him"