Figured I'd close the loop on this. I got a bunch of useful suggestions here, which was really helpful.
In the end, I went with a student - the daughter of a gaming friend. I know the friend from a house con I go to every year, that I got invited to through going to EN World Gamedays back when those were a thing. So it kind of loops back around nicely.
I gave her my concept, and a rundown of the need. Showed her first pass to the GMs, got a couple of revisions form them. Sent them back to the artist, and she polished it up same day! Got GM blessing on the final version, and they told me that if I get them made, they may throw a bit of money my way to defray costs, which isn't necessary, but nice.
So now, I go source turning the art into actual patches. Having looked around, I am first trying The Monterey Company - they aren't one of the top returns when one goes to Google, but they seem to have a decent reputation for customer service and quality in various online discussions on getting smaller batches of custom work done.