Pros
Like any company, your milage will vary by team and role, but this is by far the best job I've had and I've worked at many of the greats who supposedly have amazing cultures, but in my opinion don't live up to them.
* High trust culture
* Genuine willingness to give/receive actionable feedback without retribution (every company promises this, but ClassDojo is the only place I've seen it done successfully)
* Decent pay. You'll make more at a public company, but base is good
* Coworkers tend to be mission-driven and pleasant
* Extremely flexible working hours. As long as you're communicative and get through a decent amount of work, you'll be fine. I'm not a workhorse and I've had no complaints about my output
Cons
There's no career progression. Everyone's at the same level on paper, but for the level of seniority that you're at by the time they would even consider you, this isn't meaningfully important to your trajectory. Plus you can put whatever you want on your resume/LinkedIn (a policy officially condoned by the company).
Company focus is split way too thin. In order to succeed, we'll need to decide which bets to focus on and which to ramp down.
Because they hire senior folks, a lot of times people do their pet projects instead of what's most important to the team. This means we build a lot of cool stuff, but have struggled to make real progress in our business.