I’m immediately suspicious of the 100x01
episode numbering, and if that will be matched. I’m pretty sure the legacy scanner didn’t accommodate 3-digit seasons with that format.
If you renumber those to sXXXeYY
does that help?
You could also test the new beta TV Series scanner and give feedback there.
(Edit - your filenames don’t conform to Plex’s recommended naming, but I think the big problem is the episode numbering scheme.)