Has anyone else had issues with access not being applied when it was granted via a PSG instead of assigning the Perm Set directly?

I have two instances now where a user is assigned the PSG and can't access fields contained in one of the Perm Sets within my PSG. If I manually assign the Perm Set to the same user, the fields become accessible. I've confirmed that the Status of these PSGs is 'Updated' and I've queried to confirm that my Perm Set is indeed included in the PSG.

Any thoughts? @Sharon Liao