Vantaggi
Like everywhere else, great colleagues you get to work with. Immediate managers were, for most part, great people as well - with varying degrees of greatness. Benefits were average. Equity package was unspectacular.
Svantaggi
The biggest con is that this company has 0 loyalty to employees. They talk about people being one of the most important assets, but when it comes to real action, the upper management has zero sympathy for its employees. You're just a number. Go somewhere loyal, where the company actually cares about you. When they laid off people, they kicked them out the door like an old dog. Not even as much as a thank you. Upper management is a joke. Jack keeps sitting on two chairs. Easiest fix to stock troubles would be to resign from Square. Noto took a ridiculous amount of money when he joined. And they had the audacity to vest all his stock at once "just to help him move to SF". Disgusting. Too many good people left in the last 1-1.5 years. The trend will continue - they will keep bleeding talent. Some people go *back* to the companies they left to join Twitter - how bad is that??!? Save yourself the trouble, go somewhere else.