Apple CEO Tim Cook also cashed out all of his vested shares around the same time. Does that indicate a lack of faith in the company? No. When you have a ton of shares and the stock is at an all-time high, and you have even more shares vesting, it makes sense to sell. In fact, executives have very little say over when they can sell--as the ultimate insiders, they usually arrange to sell their stock months, if not years, in advance, by filing a plan under SEC Rule 10b5-1. These plans typically say "sell x shares whenever the stock goes above y". In this way, shares can be eventually sold, but not at the executive's discretion.