I appreciate your input, but I still don't get it since the buggered up hole still needs to be drilled out and tapped for the mating flange to bolt to. Unless you mean to drill and tap, then put in a threaded stud to bolt to instead of bolting through the top flange. Either way would work, but it seems like the bolt is the simplest solution.View attachment 227765
The above two flanges are held together by nuts and bolts.
Your flanges were held together with one of the flanges having two threaded holes.
Convert the buggered up hole in the flange to be held together with a nut and bolt.