Pros
The mission is extremely inspiring, and there were many colleagues who I truly loved working with.
Cons
Castlight is the most disorganized company that I've ever worked for. The management structure is not clear, and it's very difficult to envision a path for growth, which is disappointing given it's still such an early stage company. There are a lot of politics and in-fighting between teams. Many of the teams spend a significant amount of time working on emergencies/fire-drills that are caused by lack of quality assurance and/or ownership. Many people work upwards of 60-70 hour weeks, but often that work is administrative or caused by issues with the product. While the mission has always inspired me, it's difficult to be proud of the work you're doing, when you're met mostly with frustration both internally and on the part of the customer.