This didn’t happen before the latest patch.
Basically if you join your condo and you have an NPC with the same workshop model, it’ll perpetually not load. Even if you re-apply the model to the NPC or change yours to something else. I have 4 different Dry Bones models and none of them load no matter how much time is spent waiting.
A different character model, same problem. This time the KOS-MOS was loaded, but not Cloud and original Dry Bones one. Cloud should be on the machine, in the background you can see KOS-MOS is back to loaded in.