Step 1) come up with decent idea for $10million company
Step 2) get offered funding for a $200million company
Step 3) accept it, because, money!
Step 4) spend money, attempting to get bigger than you can get
Step 5) implode
If you actually believe Kalanick cashed out his shares at an overvalued price, go short Uber and make tons of money. That said, you're probably wrong.