Pros
The people, overall, are good to work with. The free snacks and drinks are nice. The benefits (for those without families) are quite good. If you can survive the initial shellshock, it is possible to move up quickly. Just don't expect that advancement to come with any real boost in pay.
Cons
The training is laughably inadequate and disorganized. No one is in charge of it and it shows. The customers (Hosts and Guests) are combative and frequently horrible. Expect to spend a majority of your day getting yelled at and insulted via email or phone calls. You will deny at least half the claims you handle due to policy exclusions or material misrepresentation. Plan to work 50-60 per week until you either quit or achieve competence through sheer repetition. If you take any PTO, expect to come back to an enormous backlog. Policy and protocol are constantly changing and the only notice (if any) we receive as handlers is a Slack message blasted across one of the general channels. Stock options are available for purchase, but handlers don't get paid enough to afford them. You're working for salary and the salary is mediocre.