He's a clown. He'll say anything to stay relevant. He got lucky during the dot com boom by selling his garbage at the top and has done nothing since.
Imagine you took his offer on shark tank and how much of a pain in the ass he would be to work with. All he cares about his money and what you can do for him.
Isn't that all you need? Isn't that enough for anyone? Make a boatload during a cycle and retire. Take a bit of the rest and treat it as play money. Besides, the guy is not a trader, he's a VC and investor. Who the hell cares if you make a shitload in one boom-bust cycle and never enter again. That is success! I do not recall him ever saying he was going for the record of world's best trader.
How do you know? Are you one of his investments? If so, which company, and did we see you on Shark Tank?
It is his Shtick. It's like Howard Stern saying all the time that he is "King of all media". It is a very mature adult meme that takes a sophisticated mind to understand thoroughly. It is not meant to be taken seriously.