Painting is definitely, uh, something. Finally got the black and clear on. Honestly I think I liked it better with just the primer. Feel like that showed less of my bad grain filling work and the matte look was better. Probably should have tried just spraying clear over that.

Guess I will let this sit for a while before sanding. Probably 600->800->1200(wet)->2000(wet) and see what I need to do from there.