Pros
They have all the startup'y stuff - cool office, swag, free food, etc (or at least they used to, pre down-turn). Product is something companies need to meet insurance/regulatory requirements, so there is a viable business model here. Company is financially/strategically run well by the CEO and board, so while it may mean employees are just expendable resources to be used and discarded, the metrics are king and it they will do whatever necessary to keep it that way.
Cons
Culture was difficult and toxic before the downturn/layoffs, and even worse now. You can read the many review about the cut throat sales org, so I won't speak to that. here. I'm here to give my feedback about engineering and operations, where I resided. There is a clear division here within the org layers. Bottom level are all friendly, happy, and get along well with each other. Middle management (Director/VP) are horrendous, and are way out of their leagues. GIGANTIC egos here, and you'll work here for literally a week before you start to question their decisions and whether they have actually done this before or are worthy of their roles. It's downright scary. 2wks in you'll start to question your own decisions to move here. Pay is terrible. No bonuses, equity-only raises, and sub-standard salary. Many feel stuck here, with perception that the job market is difficult and they have no options. I don't know many who are really 'happy' other than the original employees who are deep rooted in management favor. I underestimated how much happier I'd be after leaving. I really didn't appreciate how toxic this place was to my overall mental health until I was gone. Please don't learn the hard way. Read the reviews - the genuine ones - and weigh them carefully.