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This is a hard challenge he took to himself, but in the same time he had the advantage of his experience as a businessman from before. The true life challenge is to make it without any such knowledge and I think there is where 99% fail.
This is true. I believe that experience was one valuable asset that wasn't taken down him and that was what he probably used to build himself back up again. However he was already 55 and felt very tired and not as energetic as before, and this also slowed him down