Pros
The people are HelloSign's biggest strength. It has the most diverse, fun-loving, hard-working, intelligent, friendly, curious employees I've worked with. If that's not enough for you, compensation, work-life balance, great benefits, and an awesome office are on my top list as well.
Cons
As a start-up, this company is not for everyone. My lesson was that I had to be a self-starter to really make this job work for me. That being said, once I figured that out, I was able to go wild -- formalizing the processes that worked for me and my team, wearing multiple hats and learning about other roles and the company in general. Also, while I love my team mates, they sometime work too hard and come in when they're sick. We've had a few instances where a cold will sweep the office. Which shouldn't be a problem because HelloSign has a liberal telecommuting policy!