Broadly, Paizo’s art is pretty good, and it was pretty much best-in-class back in 2009 when it was first distinguishing itself from Wizards of the Coast. The strength of Pathfinder was, before anything else, it’s amazing art direction.
No one’s immune to the odd dud, though, and they seem to have gotten worse over time. Here’s a series of three Paizo art fails, two of which came from near the end of PF1. I haven’t looked at PF2 yet, so I can’t tell you whether this is because they had shifted their best artists over to the new edition or if it’s just because the company’s talent pool was collapsing for some reason. What I can tell you is that PF1’s art slid from “epic adventure” to “hilarious spit-take” towards the end.
We’ll start with a relatively mild fail from early on in the edition, though, my favorite Paizo monster, the Dork Wyvern: