This is why you can't trust anyone to work on your car.

Most drain plugs use a nylon, copper, or rubber gasket...

Yes, it had some type of rubber gasket mated to the flange in a slightly recessed ring. Either way, I'm glad it's off and the threads weren't stripped in the pan. I've seen plenty of DIY people screw **** up too. But I've almost always heard of or seen work a shop had done and it wasn't pretty. It just baffles me everytime. It shouldn't by now though. Haha.