Pros
The company leadership is topnotch. They understand the market and understand the niche the company is serves in those markets. The vision and rollout of some new product areas are slightly ambitious and choppy, but Stripe continues to be fairly successful despite tech limitations and competing against behemoth payment companies.
Cons
Personally found the leadership to be unsupportive and you are very much on your own to solve problems. In certain segments, there is a lack of mutual ownership despite lots of resources focused on a customers. Tons of turnover have contributed to this and continual hiring has exacerbated this. Lastly, the comp plan was impossible to understand compared to other tech leaders. It was unclear whether you were hitting targets and bonuses were very much based on management discretion. The base salary was competitive, but the targets and accelerators were challenging to achieve.