I just swung by the machinist and got his (and another one of the old machinist that works in the shop's) opinion. They both believe it is a seat on top of a seat. They agreed that whichever shop repaired it likely didn't have a tall enough seat on hand to replace the whole original seat and bored it out for an oversized .250" tall seat. They both agreed that it would likely work as-is, but was a little wonky.
They discussed putting a top cut on the existing seat but didn't think his cutter would be able to put much of a 60* cut on it since the ID is so large.
They both thought that the chamber likely hadn't been welded on and that the exhaust seat is the original seat from trickflow. He also was looking at the valve guides and thought they all seemed to be in great shape as did the valve stems on valves that weren't replaced, though he'll do a proper mic job when they dive in.
After discussing options and looking through his seat catalog, we decided on an alternative solution. Since we have no idea of the quality of the seat install, he's going to remove the existing intake seat (top and bottom). He found a seat in his catalog that he'll install. It's got a 2.125" OD, is 7/16" tall, and has a large enough ID to open it up to the same ID as the others and match the throat in the port. He'll then do a complete valve job on both heads and cut the new seat to match. He's also going to touch up the seat surface on valves as well and deck both heads. He also said he'd polish up the chamber a bit to pretty it up and assemble the heads for the spring installed height I want. His price was very reasonable. In fact, if they look good when I pick them up, I'll probably spot him some extra cash.
It was pretty obvious to me that him and his machinist partner know what they're doing. It also gave me a chance to drop my block off for machining. I can post up a photo of the finished valve job if ya'll are interested.