20 plus years ago when I was just starting out, Craftsman was 'The Brand' for homeowner grade tools. They advertised everywhere. They didn't have the competition like they do now either with the big box home improvement stores or a Harbor Freight in every town. I remember Bob Villa doing commercials for them. Almost all my tools are Craftsman USA from that time frame.
I think it's entirely possible that Sears and Crafstman could make a comeback, but they need to find their place or niche and sell to it again. Promote online sales, promote their brands and make sure quality is there.
I was in my local Sears yesterday and it's almost a depressing place to be now. The display tool cabinets were banged up and the drawers didn't work smoothly. The tools were picked over and the loose tools were now locked up so you couldn't pick up a wrench and see how it feels (and someone had gone through and moved the few remaining USA tools to the back of the hooks).
I have a set of China Craftsman sockets and you can feel the difference between them and my 20 year old USA tools.