Vantaggi
Speaking only for engineering: the compensation, time off, and parental leave are generous. People work between 30-40 hours a week on a lot of dev teams. The product itself is useful, automates drudge work, and is good for the environment, so it's something I'm proud to be helping deliver. We're also very proud of our sites' security and uptime.
Svantaggi
Speaking only for engineering: the organization is under-invested in tooling (prefers to re-invent the wheel badly than bother learning how to use industry standard open source tools). Doing the simplest programming tasks turns into days-long misadventures due to no serious will to pay down tech debt and lack of docs. We have slow release cycles like an old company. "Tenured" engineers tend to have a bunker mentality and hate other engineering teams the farther removed they are from them. People generally feel too far behind to put any serious effort into helping their teammates (varies by team). Companies acquired by DocuSign are often not gracefully integrated in engineering processes, and are often asked to adopt inferior practices to their own. Some people in operations work 50-80 hour weeks and work in a toxic atmosphere. People talk about diversity a lot but mostly hire white and Asian dudes. Women in engineering generally don't like working here.
