Pros
Plenty of of both intelligent and nice colleagues. Not too many underachievers, and everyone does seem to strive to do their best work. The market opportunity for the company is huge, and they're the leader in the space, just a matter of execution. Compensation is relatively competitive (but do negotiate). Starting to get some better enterprise collaboration tools, but those are still relatively immature in their implementation.
Cons
Definitely feels more like a Seattle company than a SF Bay Area company. They'll tell you that they're HQ'd in SF, but a sizable chunk (maybe even half) are still in Seattle where they started, so don't expect to work face-to-face with a lot of colleagues. Video conferencing is in its infancy here, so it makes dealing with remote folks even more difficult, especially since the rooms aren't enabled for VC and nothing is integrated. Similarly, if you're expecting large, Silicon Valley company-like perks and benefits, look elsewhere. Healthcare is decent, but really for employee-only -- definitely gets more expensive if you try to add children or a spouse. Additionally, they don't provide any kind of meals so you'll be on your own for that. Likewise, they still use PTO instead of unlimited time off, and that includes your sick days. There are no company shutdowns either so expect to have to use all of your PTO and have a full inbox waiting for you when you return. For a company as small as it is there's an incredible amount of red tape surrounding processes and technology -- to the point where it can make it very difficult to get actual business done. Definitely a squeaky wheel gets the grease/escalation culture, so be on the lookout for that.
