Sorry.. typing fast, forgot details. This would be Zug, a fighter/barbarian. I'm guessing for some reason either those classes don't recognize "Simple" as a known weapon proficiency anymore, or maybe it's just something with dagger-type items.
I rested and still couldn't use any of the listed items. Three of them had been in the quickbar, and anytime I changed location, I would get three error messages about "You can't use that item" and those quickbar slots would be blank. It appears that the quickbar settings remembered what I had, but wouldn't place them in the quickbar since it didn't think Zug could use them.