Business practices: Square leverages its name to their advantage and to the disadvantage of everyone else. This is manifested in poor compensation for all people outside of engineering and getting out of paying for recruiting and / or sponsorship privileges for their brand. Contractors are treated as second class citizens and must be willing to work for very little pay. Full time roles are advertised as available but I know for a fact there was never headcount to begin with. All this makes the company seem disingenuous as they are constantly trying to convince people that they're the "good guys" in merchant services.
Business health: Cost cutting is apparent throughout the organization (not that this is a bad management style, but it seems to be a signal something more). Sometimes it feels like some people are shoving the proverbial company "kool-aid" down people's throats; I think anyone with a discerning eye knows what's going on.
Working environment: The company is large now so there is a lot of red tape and channel conflict. Be prepared to manoeuvre a highly political environment. Your experience largely depends on your team and manager (like every other corporate) and culture is obviously much less cohesive than at smaller companies. Tricky thing is even if you get onto a great team, I guarantee that team will not stay that way long.
Churn is very high at this company (for many reasons) so don't count on anyone sticking around for very long. 4 months in and you're considered a veteran! Most people come in and realize it's only a stepping stone.
There are lots of intelligent people here; most are not humble. There are also lots of ambitious people here but they're more likely to push you down than help you up.
Expect to work long and hard hours. Don't expect to make friends.
