Pros
Wonderful experience working on the mission to improve transparency and quality of healthcare from the current broken, closed system we have today. Most everyone at the company works openly to succeed and very hard atypical of a start up company. Midas 100 VC investment support should not be under valued, they have the funds to finance and support stability.
Cons
Arrogance is unfortunately the Achilles heal. If you don't have Ivy league academic pedigree, you will not be valued. Company has/had brilliant team that moved mountains, but unfortunately most have left due to lack of growth, alignment with Anthem (many would say Payors are the problem with Healthcare, thus remaining independent was key). Unfortunately, Castlight missed the opportunity to leverage consultants and broker relationships which were key to getting into accounts beneath the Fortune 100. Too bad, Castlight had such a great opportunity to blossom if they built a bench of talent with HC experience and that understood why Technology alone will not change healthcare.