Pros
Castlight as a company truly values employees and earnestly lives by the values they instill in us. Benefits and compensation are competitive with the technology sector, which is to say generous. There is plenty of opportunity for career development, taking on projects outside of our day-to-day responsibilities. Most importantly, I've never worked with such an impressive collection of people, and am regularly delighted and impressed by the expertise and genuine concern of those I spend my weekday daytimes with.
Cons
US healthcare has no shortage of problems that we're tackling. Sometimes, this can feel overwhelming. I regularly find myself working outside of normal business hours, but to be fair, and no one is monitoring us to ensure we're at our desks M–F 9–5. What I mean is that we've all got a job to do, and we're evaluated on the output of our work rather than where and when we actually do the work.