Pros
Root offers its employees a highly collaborative environment with an adaptable and intelligent group of people. The team at Root is an energetic bunch who is eager to see the company grow and take on huge competitors by building the best product and customer experience possible and disrupting an industry that hasn't seen real change in a long time. The company/leadership team is unified by a solid vision, and given the size and rate of growth, it's easy to see your contributions to that vision in the day to day work. If you're looking for a work environment where people are energized by what they're doing and willing to work hard for positive outcomes of the company, Root would be a good fit. This is definitely the most challenging work I've done so far in my career, and has easily been some of the most rewarding.
Cons
Building a new product can often be challenging, ambiguous work that changes rapidly. Working here takes initiative and drive that some people might not be used to. The team is not afraid to experiment and iterate on pieces of the product, so if you are used to being in an environment where making mistakes or trying things out is frowned upon, or people are comfortable with the status quo, this may be a bit of a culture shock. Also if you're used to a very "polite" environment where there is no dissent or challenging of ideas, Root will also be very different (we're nice to each other, but we'll tell it like it is and think challenging ideas makes for far better solutions as we tackle important challenges).
