Pros
I've sold for a few software companies in the Bay Area and can say this is easily the best job I've had. The team is dedicated to the mission - to power more effective and accountable government, and provides huge value to a very underserved market (local government). Great product that truly wows prospects and customers. Sales leadership gives reps freedom to build out territory (not micromanaged). Very supportive team from the top down - even senior executives are open to discuss ideas or jump on calls to help with deals. Killer leadership and advisory team (Andreesen, etc) who have been successful before. All the standard Bay Area perks (catered lunch 5 days a week, sponsored gym membership, dry cleaning, etc).
Cons
Though we have thousands of customers, the company is still figuring some things out. Can't just coast to your number - need to put in some nights and weekends occasionally.