You could also look at this person and wonder how much acumen he actually has if he's the CEO of three billion dollar companies simultaneously and still has time smoke blunts on podcasts. Usually CEO is a full-time job, but for him?
Maybe he's just never sleeps. Maybe the real work is being done by others (cough Shotwell cough) and he's just takes the credit (cough Tesla founder cough). Or maybe, just maybe, CEO just isn't that hard of a job?
Well, they imply it a lot more than a person with success in zero businesses up to this point