Thx Jim & Brian,
Ive gone back thru the beginning stages, rechecking the file names.
Turns out I did the same thing the other dude did in the example given, I expected iTunes to org my files for me.
Here is the deal:
1. I can play songs that I downloaded from a digital file in an email. (Old Willie Nelson concert).
File Path here: /Users/ddub/Music/iTunes/iTunes Media/Music/Willie Nelson/Live Willie 05-11-2019 Santa Cruz/01 01 Whiskey River _ Still Is Still Movin _ Beer For My Horses.mp3
2. I cannot play songs that I downloaded from SD cards. All those 2300 songs - I can see in my MC library, but I get that popup again about files not matching b/w HD and library files.
2a. I went into Rename, Move, Copy and renamed some files/file path that came from the SD Cards.
Those file paths were like this with the type of SD card/storage first, then audio info:
/Volumes/256GB PNY/Compilations/The K&D Sessions [Disc 1]/1-02 Jazz Master.wav
These files would ALSO not play with the above file path, and also would NOT play when I renamed them to be likethe Willie file above that played fine.
-I renamed some of the files from the SD card import to make them the same as my iTunes Media folder audio info: But those renamed files would not play. I don't have those SD cards with me right now.
Maybe I need to reimport the SD card files to rename the file path to get them playing?
Lord, I hope that's all it takes.
Does that sound about right for troubleshooting?
Any other suggestions?
THANKS!
-Those SD cards I used before are at home, so I will reinsert them