Pros
Hands down, the best thing about Castlight is the people. Most people that work here are beautiful human beings -- not only are they extremely great at what they do, they are also truly caring and genuine. On top of that, people enjoy being around one another, which makes the very often challenging work fun to tackle. There are smiles and laughters all around the office all day long. The company has a fantastic culture that it tries very hard to maintain during the hyper growth -- it's upbeat, fun, positive, family-oriented, non-judgmental, supportive, and downright genuine. The work is very challenging but extremely meaningful. We truly believe we can and will change healthcare -- there is nothing easy about that!
Cons
This is definitely not a 9-5 job. Many people work nights and weekends, but we have fun doing it. The company has extremely flexible hours as long as you do your work. Keep in mind that this is a SaaS company after all -- not a typical consumer web company. Castlight is undergoing "growing pains" as it rapidly expands. There is far less structure than mature companies (which can be frustrating to people who are used to having answers) and far more processes than startups (which can be frustrating to people who want to move fast). Communication is suboptimal sometimes. These types of challenges are nothing new to companies in the phase we're in. The salary isn't as competitive as many other bay area companies, but the company does have a generous equity program and does reward employees based on performance.