Pros
Zendesk is an amazing company, great product and the leadership at the very top is smart and passionate. There are a lot of really awesome people that work there that care a lot about doing a good job, as well as being good to each other. It has grown a lot, but still has a great culture.
Cons
I would not recommend working in the People Ops team. Things were great until more recently. New leadership was brought in that never worked at a company of our size, and is trying to make it corporate and "operationalize" everything. You can't automate every process, and the focus has changed from taking care of all employees to only management at the top and whatever their pain points are. There has been massive turnover in every team under People & Places and they are continuing to lose good people. Every week I hear of another friend who is leaving or getting ready to leave. Nothing is being done to try to keep people, they just replace them and hope the new person stays around longer. They tell a story that people are leaving because they have better opportunities, but people are just unhappy and leaving for the same job somewhere else, or leaving without even having a job lined up.