Few more updates from my findings (still have leads on other stuff);
Found another Screw U patch, seems to be amongst other patches but still uber rare to find.
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The Skull sword and the 13 skull patch are from the Vietnam era as their originals are listed as Vietnam but also found on war clothing. They have their designs cleaned up and updated I'm guessing 80's which are the Marko ones. I've seen the skull sword on a jacket with other Marko patches and its a biker one, figured that these patches were potentially all in the same group since yellow boarders and skull-related, perhaps Join The Professionals is a war one too? It says 73 on it, but The Professionals band was formed late 70's.
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It seems that some of the rarer patches such as the laughing skull, live to ride seems to have stickers and pins created too, I'm guessing whoever made the design it was then just mass-produced on all biker-related items like badges/pins, patches, decals etc.
One of my leads is finding Laddies jacket which I think I've got something extremely close if not original but I'll update if it's confirmed.
Also, I've got spares of the 13 patch (gold, blue, orange metallic) that are original. I've got other lesser patches too. Looking to trade or if anyone is no longer interested in making the jacket drop me a PM.