Lately I've been using AI to generate character portraits since I'm terrible at art. This actually came in really handy for PaizoCon, since everything was on VTTs. Here are a couple of ones that I've gotten that were good enough to keep. They're definitely not perfect, but you can upload them back into Nightcafe and have the AI keep working on them later
Hokgnath Bladegnawer (Battle Oracle/Mindsmith)
Matu'uk Bladegnawer (Giant Barbarian)
Jerhyn Skorn (Throwing Magus/Rogue)
The Pathfinder Society will automatically take care of this for you during your downtime. You can see the rules on it in the Organized Play Guide.
Note that repairing damaged gear does not include resupplying consumables such as ammunition, potions, or talismans.