Your experience is surely the exception. When I am on jobsites all I generally see is Makita and DeWalt.
I've owned many Craftsman power tools and have had good luck with some and bad luck with others.
I own a Craftsman 16 gallon, 6.25/horsepower, Wet/Dry vacuum that may be the single most "worth the money" tool I've ever owned. I've beaten that thing to death, and sucked up things that go beyond even mentioning in polite society, and yet it still works like a champ.
But then on the other hand, I've owned a Craftsman random orbit sander that died in just a few months, and a cordless drill that lasted about six months. (Craftsman power tools are all made in China now)
I bought a Makita 633D, 1/2" chuck cordless drill after that Craftsman one died and have absolutely loved it, though I've had to replace the batteries after 5-6 years.
Two things come to mind to describe purchasing a power tool, and to some degree they are conflicting.
1) You get what you pay for.
2) It's all a crapshoot. :)
I just hope Sears stays in business. I'd hate to lose the Craftsman guarantee I've been paying for all these years. I'd bet that even if Sears goes belly up the Craftsman tool brand would continue.