Welp, never thought this was something that would happen to me, but it did.
Finally got the the last item required for my Deal Breaker goal, the Shady Gloves, about 20 minutes ago ... only it did not register. Waited a few minutes, went out of game, went back in game, went out of game and back in game again, nothing.
Has anyone else experienced the same problem, or knows anyone who has?