Blender doesn't even list md2 files for import anymore.   I could try a very old version, but it was a long time ago when their md2 import/export actually worked.  Since I'm not particularly busy at the moment being it's winter,  I may give it a try if no one else volunteers.   Even then, I've never been any good at textures as you may have noticed.

Looks good.  Are you going to have a weight limit then?   I kind of always like that, but some don't.

Making any progress?

Great!  Just took a few tries.
This has been a learning experience for me.  I generally just let Blender do the texturing.  People in Wisconsin would definitely feel at home shooting signs.  All the ones around here are full of bullet holes from hunting season.

Hmm.  That wasn't supposed to happen.  I mean, the lower left was right, but it should have done the same thing for both sides.  I've saved your texture and I'll try again.  However, I would have liked it better if the colored print wasn't there to do the other parts of the sign.  Because the sign is elongated, the middle part will have to take up nearly all of that middle section so it doesn't stretch the print too badly.

I'm not much good at making words that aren't words.  Are you using the same wood texture I sent?  The texture would have to be modified.  Actually, if you could modify it the way you want it like in the bottom corner, I could reset the UV's for it.

Very nice.  The whole thing works pretty good, I think.  Reminds me of those older rpg's a little, like Betrayal at Krondor, but clearer.  I love that game.

OK, I'll do a simplified version of that.