Docusign

Great work-life balance. High degree of work autonomy. Challenging and high-visibility projects. Relaxed culture.

Open office format with lots of background noise, even on engineering floors. You'll be buying headphones by week 2.

Any internal process that requires signatures will require constant reminders and follow-ups to see it go through. Like any enterprise software company that's been around for a decade, there are isolated pockets in the codebase that are unmaintainable, lack ownership, and you'll eventually have to cross your fingers and modify at some point.

Figure out a risk-based approach to give software teams the ability to manage end-to-end delivery without lowering the audit/compliance bars.

It takes longer and requires more effort than it should to ship.