i personally think the 19 will go out of style first, but if you don’t reach for the trendy cc then it might be a good idea to sell that one too. You will get more money for it now then you will a few years from now. So something to consider if the Hermes Kelly is your main goal. You can save that money aside and use that for the Kelly once you get offered it from the store. Just make sure you don’t go to an SA that will take advantage of you.

Since you are not in a rush, I would just do this. Also make sure you want the 28 size and not the 25! I personally prefer the 25 because I don’t carry a lot of things, so I regret my Kelly 28 purchase. But if you like larger bags then stick with the 28. Also it’s good to keep a few casual bags in your collection too since I feel the Kelly you probably wouldn’t use daily!