Thanks for the time with this, I’ll need to go and try this again on my end doing a plex dance when I have a free moment. For your reference here are the tags I include in my files.
The Original Value is how I have the files named now contained in a Tina Dickow folder and it matches first time. The yellow tags, which use the name Tina Dico did not match when used and contained in the artist Tina Dico folder.
Also, could you check from your test and ensure the album itself is matched ? Use the advanced filters like this.

