On my 28 coupe, I had to trim off a fair amount on the front of the wood header - the wood header was from Classic Wood in NC. Is the wood header original or new wood? If it is new wood, you might need to trim off enough wood to make the metal cover piece move back to the vertical metal over the windshield on the underside. Like jimsa ask, is the metal cover original or an ill fitting repro?
Rusty Nelson