I understand what you are trying to get at, but the set up you give leaves out too many details. Regarding the super lottery company my questions are:
1) If you spent $100 in stuff and make 1 billion then my guess is that you are the son of a Chinese communist party official, and you made the money by graft, not business skill. I want nothing to do with you or your business. :)
2) Assuming business is honest, then my next question is if you can generate those kinds of returns, why didn't you correctly invest the $50 billion shareholders gave you? Is it because your business runs out of potential after the first billion in revenue? If yes, why did you ask shareholder for $50 billion? Shame on you, and you don't get my money. If your business can successfully invest the $50B and earn even approximately similar returns to what the first $100 got, then maybe you aren't the right manager to be running this business. What's your plan to invest that money successfully?
Assuming this was an honest business and they could convince me that the $50B was really going to be spent and earn similar returns, then of course you would want Leo's company. Personally, I'm betting Leo is either a crook, lucky, or incompetent in asking for so much capital to generate such poor returns, and he won't convince me.