Changing iCloud status from "Waiting" to "Purchased"

I swear, Apple products are the only ones in which you can literally spend hours trying to fix an issue and still get nowhere. That cheery note being said 🙂

I've seen previous posts on here and tried several remedies, with no success. Issue is that I've just successfully synched iTunes (new computer) with my phone.

The problem is, my Music library, half the tunes say "Purchased' and half say "Waiting". This is unfamiliar to me but assuming that it may be b/c I imported these "Waitings" off of CDs. (It's been some time since I did that and the list is extensive).

How do I change the status of "Waiting" to "Purchased"? How do I push these up to the "Cloud"? Or is this the point at which someone shows up on my doorstep and attempts to sell me a year's subscription to Match (which I do not have and am not interested in) -

I do right-click on the "Waiting" and there no option to push to the Cloud. I've also tried removing the MP3s from the folder that they're in, and putting them in "Automatically Add to iTunes", with no avail, have tried to change the extension to .mp3, .mp4, nothing works.

Any suggestions appreciated! I may have already tried them but I appreciate anyone offering a fresh perspective on this! Thanks- 😕