it’s just that he could take big risks
yes, that is definitely part of his success. and since this strategy got him to position of richest person in the world, it is pretty clear that "genius at losing money" is not really accurate description of situation.
as for twitter, he clearly is not in it for the money, otherwise he wouldn't be there to begin with. he originally hoped to buy position of cheered and admired hero and when he failed, he settled for a position of hated douchebag. infamous still means people know you, i guess 🤷♂️