Pros
I have never worked anywhere before where I felt like upper management cares about the employees this much. This is truly employee-centric. They strongly encourage career progression and provide opportunities to discuss your future with the company. They also care very much about their customers. If you are the sort of person who wants to believe in their company and it's mission, then this is the place for you. You can actually be proud to work here. From a compensation perspective, benefits are amazing.
Cons
A lot of the same issues that plague all SaaS start ups. Inconsistent internal processes that change from week to week. More than a dozen or so different platforms that you will need to use on a daily basis to seemingly accomplish very similar tasks. Internal communication is not very formal and mostly consists of semi-moderated slack channels. There are formal channels, but it is somewhat cumbersome. In addition, given the amount of responsibility you are given along with the levels of autonomy, the starting compensation is surprisingly low compared to similar organizations.