One could argue that while Steve Jobs made a lot of money from cofounding Apple Computer, he essentially became a failure when he was ousted from the company.

If he didn't go on to start NeXT, his failure at Apple probably would have defined him.

One might consider that Apple's failure after Jobs' departure suggested Jobs was successful. We're getting into the crux of the interplay between success and failure. They are dependent on one another, and they change with time. Again, this totally undermines any sort of binary representation one might try and espouse.