Pros
Smartsheet has an unprecedented opportunity in front of us and our leadership, investors, and customers continually remind us of this. In many ways I feel very lucky to be here because of the opportunity to be challenged, learn, fail, and succeed. The culture is still very collaborative even though the company has tripled since I joined.
Cons
While the company is growing, it has been growing mostly in a flat way. There aren't a lot of career advancement opportunities emerging. We're hiring a ton of experienced executives from outside, and growing our base of individual contributors, but there hasn't been a lot of opportunities to grow your scope or move into a management role across many teams. Although the overall culture is very connected, transparent, and honest, there are certain teams that are overworked and creating silos because of it. I think there needs to be more accountability for those teams that are overworked and lack prioritization because they are a tax on other teams that are managed in a healthy way.