Pros
I've been at Square for nearly 4 years. In that time, I've seen an incredible amount of change, maturing, and growth – and all the while, it's been wonderful to see the company prioritize the things that make it a great place to work – focus on our sellers and economic empowerment, transparency, and collaboration. The executive team is unparalleled in the valley. Beyond being leaders in their respective fields, they are incredibly accessible, passionate people. And beyond the executive level, I have the good fortune to work with some of the smartest people I've met.
Cons
Some room for improvement in work / life balance as the employee population continues to mature, but I see Square thinking about this (4-month maternity / paternity benefit, flexible vacation policy, adoption benefits, etc.).