‘She [took] 2 weeks prior’: Employee gladly costs freshly-vacayed manager $300-500k in unvested stock after they try canceling PTO for everyone else

When building a career, one good rule of thumb to work by is to never burn any bridges. No matter how entitled or petty your upper management is, always take the high road. We know that easier said than done, but you just never know who you are going to cross paths with again on your way up the corporate ladder. However, sometimes an opportunity comes by that is just too sweet of a revenge that you cannot pass it up—especially if you're able to do it anonymously.

In OP's case, that is exactly the opportunity he got to cease. After enduring years of working with this specific jaded manager, he got his petty revenge. While working for this manager, they were always disrespectful, always pushed their responsibilities on to him, taking vacations, and once they even tried to cancel all vacation for employees for the rest of the year right after they returns from their personal 2-week vacation. The audacity! Then the toxic manager cost OP a promotion and he had it. 

Several years later, OP had made his own way up in the company, in spite of his toxic manager. His new manager asked if he new a person applying for a position on his team and it turned out to be his old manager. He didn't hesitate to fully endorse not hiring her which cost her leaving the company and $300-500k in unvested stock. Booyah, baby! Read the entire situation below (and how vested stocks in companies work) below.