Pros
The benefits of this company are nothing short of fantastic. 4 months paid maternity/paternity leave, open PTO, and much much more. It's a very cutting edge company to work for. The compensation is also quite good.
Kontras
While it is a lot of fun to work for Square, it sometimes feels like being in high school. Also there really isn't a lot of transparency in regards to upward mobility. Tons of possibilities are discussed but the odds of moving up are pretty slim, especially in a supporting role. The work for a supporter as to be expected is highly repetitive and can wear you down pretty quickly. Different departments in the company kind of expect support to handle the messes they create without telling us how to confidently or correctly troubleshoot some customer issues.