I guess goals matter. What is "reputation" and what does it mean, except for your future goal execution. If you want to start more companies, meeet more people, retire, etc.

I don't understand "legacy" or "legendary" status at all. Bill Gates may get a footnote in history, but what are you really chasing after for "legendary"? Do most people even know the YouTube founders? Does being a dead artist with legions of fans mean anything?

Now I'm getting existential, but I don't understand your comment on "fame." They should break into movies with their $20MM or so, or music if they so desire "fame."