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Hello Aidan,
444 pop-out quarter windows were available only as an accessory, pn#279323/4 for left and right sides, respectively. The hinge pieces of these were designed to screw directly to the B-pillar, where you're seeing the shiny black virgin paint, adjacent to the stamped flange. These windows came with their own seals and latches. If memory serves (not often, at this point) the accessory package also included a channel to help support the window seal.
Factory installed pop-out windows (544 only) were hinged via tabs on the forward edge of the chromed window frame. The tabs entered slots stamped into the B-pillar, and were attached to the body via screws through the B-pillar, visible inside the door jamb. 544 models had 2 recesses stamped into the B-pillar (see image), where these screws would locate. 444 B-pillars lack both the slots and stamped recesses, making installation of the 544 factory pop-outs rather difficult, if not impossible without minor surgery. I'm not certain, but I believe that there is also a slight difference in the window opening flange designs between the 444 and 544, so the 544 seals may not fit into the 444 openings.
Best of Luck,
Bearman
www.bearmanmotorsports.com
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