Thanks, guys. I realized that I've seen that design before. I have a military slouch hat from Australia that came with an ANZAC sunburst on the upturned part of the brim. There are holes to attach it to the brim but I don't remember anything like cotter pins. I used safety pins to attach it to the pugarree band.
For a balmoral or glengarry, maybe 2 tiny grommets in the rosette would be the best: permanent, reinforced holes that are unlikely to unravel. The cotter pin or split ring would be hidden by the rosette and you'd have the material and lining of the balmoral between your head and the shank. Grommets would also be easier than trying to put in a buttonhole. You could also use the grommet holes for a regular pin clasp.
"Bona Na Croin: Neither Crown Nor Collar."
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