Honestly, you have to consider that almost always, you can expect to lose money on a resale that is purchased at boutique price, even if it's in perfect condition with documentation. These are not so limited (or expensive, in VCA terms) that there will be such a premium like a certain heritage piece would command (and only years/decades down the line). They will probably produce and release thousands more of these before the season is over. Also, you have to consider the commission fee depending on how you are selling. You would be lucky to lose only a couple hundred dollars, at very best. It's nice to try and think about what could be; ie, we all should have bought Chanel CFs a decade ago, but more often than not, you will lose this game.