Really? You think that the people he's nominated for his cabinet got reach by being "successful"? I guess it depends on how you define success. If success to you is all about making money off the backs of your employees who make next to nothing, then yes, you would be right. If success means building a successful company filled with fairly-paid employees, you won't find many successful people in Trump's camp. 

Just think about his campaign and how many staffers he scammed and refused to pay. How about the polling companies he refused to pay? How about reneging on paying child performers at one of his events? How about reneging on donating money to veterans, until the media caught him red-handed in the lie?