Collabos happened organically
These days a new collabo drops practically every other day. Back then, it was a very organic process. When Stussy opened its first New York store in 1990, it had already begun to build a cult-like presence with people all over the world. This particular Carhartt jacket came about through mutual friends at Stussy and Tommy Boy Records, just two minds coming together and thinking "wouldn't it be cool if we made this?" Today, collabos are all but expected in the streetwear world, with larger brands and smaller brands trying to build off the cachet of the other's name, whether it's to build exposure or strengthen street cred. Back then, it was just about making cool shit with your friends.