Pros
Square is a company that strives to maintain transparency despite being public. Square has a mission that is noble and clear, but also tangible. Our leaders are stellar across the board. Square is doing things right. Anyone that has spent time at a larger company would marvel at how gracefully Square has made the transition to being as big as it is. We're moving fast, doing what feel like the right things, and have not compromised the core beliefs the company started on. The ability to work without a rule book or a guide is a must for a Square employee. The culture rewards risk-taking and thinking outside the proverbial box.
Cons
First of all, take with a grain of salt some of the reviews on here that use words like "bureaucracy". The people writing those words have clearly never seen a larger company operate. Square feels half the size it is. Second of all, I would agree with many others saying the company has perhaps grown too fast.