Pros: I've worked here for a few years, and it's a pretty good place to work.

Cons: Less exciting as it grows.

Pros: People are always very nice, friendly, and helpful. As an engineer, I have a great work-life balance. When it comes to delivering on new features, Square's tooling is a bit esoteric but usually gets the job done with minimal waiting. When it doesn't, the nice, friendly, and helpful people I just mentioned will unblock you really fast.

Cons: C-Suite leadership makes bizarre decisions (e.g., renaming to Block) that somehow promise to make *them* a lot of money, but don't contribute towards better products for users (e.g., Jack's obsession with crypto). There's a mixture of new and pleasant technology, and old legacy stuff that has to continue to be supported. This would not be so bad, except there is a surprising amount of resistance if you decide not to build *new* things with the old legacy technology. "Software architecture" isn't a priority for Block's microservices. So, while everything works and individual services have unit tests, creating usable APIs for cross-team boundaries is usually an afterthought that makes it a pain to ever make new connections.

Pros: It used to be awesome?

Cons: Leadership is on a quixotic quest to AI all the things and 10x all the engineers. It's exhausting.