Heres some few absolute checks.

1. Make sure you hit the gear update button on your character sheet

2. If youve assigned a glam plate linked to your gearset, make sure all the glam items work for it.

3. Always make sure to hit the update gearset and portrait if you see a yellow triangle symbol.

4. If all else fails, delete the gearset and remake the portrait again and do the same checks as listed above

Yeah its a real pain sometimes. I hope they fix this system some day.