First off, the ‘37 still used the oval tail lights. ‘37 Cars and later pickups used the rectangular ones you have. Here is a picture of my Carter reproduction and they mount to the stake pocket like you have. If you’re just curious about the original flatbed mounting, I’m no help. I would put a rubber grommet in that frame hole for the wire to run through though.
Larry Old man᠁Old truck᠁neither one goes very fast. All you need in life is TIME, PATIENCE and MONEY. If you are missing one component, you'll need an abundance of the others two.