Pros
Above average pay for the role. Great maternity leave
Cons
Culture, environment, product, teams and management. To say this was the most dysfunctional working experience in my career is an insult to dysfunctional work environments. Complete apathy to help one another succeed. There is no real rhyme or reason behind the management and assignment of accounts. Turnover was extremely high in my time at Castlight with staff in key support, operational and client facing roles constantly leaving. The blame game is very much a part of the culture. It is not uncommon for emails to colleagues to go weeks without responses and I have known client/user issues that have stayed open for months and some times years. It seemed like no one above the customer facing team really cared. I was with Castlight for 18 months and experienced three rounds of major layoffs. When issues arise CEO and SLT go into panic mode and begin firing talented, necessary staff. The basis of their core offering is a passing fad in healthcare, so they have been scrambling for an identity that is ever changing. One of the best days of my life was my last day at Castlight. Funny anecdote: On my first day I flew to the San Francisco for my orientation. At 8:30am the office was dark and when people began rolling in at 9:00am they had forgotten I was going to be there for orientation/training.