I did this years ago and I guess one thing you need to do is find a balance between quality and effort. I know I can no longer hear things above a certain frequency so there is no point in my trying to make hi-fi renditions. When I did mine years ago I would spend a lot of time using tools to remove every single bit of hiss and pop from a track, but I would end up taking half an hour for a single track. Not sure if I would bother with that now.
Don't forget many cassettes have Dolby Noise Reduction so you may want to make sure your player has that too, or you may wish to filter your files.
I guess the main thing is if you use some kind of digital adapter from your source to your computer you check its frequency range. I suspect many of them are fine but are really intended for modest quality work such as spoken word.
You can ask about that here but the one thing I didn't use was iTunes. I used Audacity and various other programs that probably no longer exist and certainly don't for Windows. I suspect many of their features are present in current versions of Audacity, but not 14 year ago. :-)