For all the talk of self-repair and the wonders worked by tailors, there’s something missing from the style conversation: it’s ok to get rid of old clothes.
In a perfect world—the world we try to inhabit as often as possible—everything you bought would be sturdy enough to last forever, your seams would never decay and you’d never spill red wine on yourself. If your suit had a negative experience with a cab door, you’d whip out your sewing kit (which you’ve been practicing with all year, of course) and no one would be the wiser.
But as you’ve probably guessed, we don’t live in that world—and when the magic between you and your jacket is well and truly over, there’s nothing else to be done. If you love your wingtips, get them rehabbed, by all means. But if not, don’t be afraid to send them on their way.