From reading your post, it looks like you already have dbPoweramp. Also, if I'm reading correctly, you are not sure what tags are. Tags are information that gets attached to an audio file to describe it. (Artist, Title, Year, Album, ets). Tags are also called metadata. It seems simple, and it is, but can be very frustrating if you are not aware of certain things. The biggest problem that people have with tags is confusing them with file names. Like most people you probably have a music folder. Inside that folder is probably folders labelled with artists. Inside artist folders, albums. You get the idea. Thats not, necessarily, what you see in the library view of whatever music player you happen to use. There can be big differences between what you see in your library and what you see in your file system. I know from experience that it can drive you crazy if you are not aware of what is going on.
I will stop here for 2 reasons. 1. You may already know this. If not, I will be glad to continue. 2. You need to decide what you want to do. Some people hear differences between different music file types. Not just from lossy to lossless, but differences between different lossless files like WAV and FLAC. In your case, flacs are much easier to tag but I know some prefer WAV for sound quality. I suggest you experiment to see if you want to change to flac or another file type fist. That will effect what you have to do with regards to tagging your music. Also, some people prefer different music players. It will be good to know what music player you will be using, as well.
I will stop here for 2 reasons. 1. You may already know this. If not, I will be glad to continue. 2. You need to decide what you want to do. Some people hear differences between different music file types. Not just from lossy to lossless, but differences between different lossless files like WAV and FLAC. In your case, flacs are much easier to tag but I know some prefer WAV for sound quality. I suggest you experiment to see if you want to change to flac or another file type fist. That will effect what you have to do with regards to tagging your music. Also, some people prefer different music players. It will be good to know what music player you will be using, as well.