The OP never said in what format the CDs were ripped into iTunes. Some of them might be in a lossless format - who knows.
I agree with a couple of posters here. You need first of all to get everything you've got onto a computer in one form or another. This is a lot of ripping if you do it manually. The CD collection is of inconsistent quality, prone to loss, damage, or destruction, and is basically illegal contraband (LOL). But there are solutions to each of these problems.
I think the best move, if you are getting a nice hifi system, would be to either use iTunes Match (as suggested above) or Spotify. You still have to rip your 7000 CDs back into iTunes to use iTunes Match, but once you do, you will enjoy a minimum of 256k quality, you can put the songs on all your (Apple) devices, and you'll have some legal cover, since iTunes Match is, in some ways, an amnesty provision, and some of what you pay goes to the artists. This programme is designed for people like yourself.
Despite that, Spotify Premium is a better choice (though more expensive). It gives you 320k quality, which is really good, you can listen to it on anything, and it gives you fully legal access to not only the stuff on your CDs but just about everything else, too. The best part is that you don't have to rip anything - it's all already there.
So to answer the original question, no, you should not buy a fancy CD player. You should buy a nice DAC. A DAC will make your computer sound like a fancy CD player. You can also, if you have a lot of bootleg or indy CDs that you need to keep, buy a cheap CD player and plug it into the DAC, and it too will sound like a great CD player.
Go for the amp though...that part is easy.
![Grin :grin: :grin:](data:image/gif;base64,R0lGODlhAQABAIAAAAAAAP///yH5BAEAAAAALAAAAAABAAEAAAIBRAA7)