Larry Ellison is planning to sell up to 100 million of his Oracle shares between September and June. Using the stock's $20.61 close last Friday as a yardstick, he could raise about $2.06 billion for asset diversification and sheer liquidity. Ellison also plans to gift around two million shares to the Ellison Medical Foundation, leaving him with roughly 1.173 billion shares or 22.7% of the company.