Pros
This is a fast-growing company in the health and wellness category which has been growing very quickly. Mindfulness has got a lot of interest recently and Headspace has been right there to ride that wave. Lots of talented, smart and hard working people. Incredible executive bench strength from leading companies. Awesome mission to "improve the health and happiness of the world", good mindfulness practices at work. Great brand that is reinforced every time you tell people where you work and get enthusiastic responses.
Cons
Lots of change - the company has grown from 50 to 200 in about two years. Projects are started, changed and killed. This is a fast-growing company, so this isn't unique. More seasoned management has been added that should help with this. The only constant is change.