Pros: As a developer specifically, [they have a] great engineering culture. They actually care about things like testing their code, which many startups only give lip service to. Still has a startup-like atmosphere for a pretty old company. Some nice fringe benefits: health/dental/vision 100% covered, lots of cheap-to-free food.

Cons: Low salaries for a public company. Equity compensation for me was equal to about 1 year's salary but vesting over 4 years. Even including the 25% premium, it’s still low for the SF Bay Area. Required engineers to be on-call, at least on my team, but did not properly compensate. I have never worked anywhere that required engineers to be on-call unless it was shortly after a launch. Maybe they would be expected to fix their code if it failed catastrophically, but not like this. Has only half a CEO. In an extremely low-margin, competitive business with no solid plan for turning a profit. It’s the worst-kept secret of both Square and Twitter. Everyone seems to know it except him and the respective boards. Jack needs to try with one, or he will fail with both in my opinion.

Pros: Not much. You make decent pay and are fully remote.

Cons: Directionless company with incredibly weak, racially homogenous leadership. Some of the most atrocious politics I've ever seen in my career - the situation has become even worse since Jack took over as CEO of Square. New CTO is way in over their head and known to disappear for weeks on end. WLB is non-existent post-reorgs.

Pros: Everyone has a sense of ownership and is empowered to do what they need to do. Lots of room to change roles, move around, wear as many hats as you want. The stock will almost certainly be worth something. The company has a real purpose and is generally useful/applicable/liked by real people (unlike a lot of other companies you could be working for). Getting time off is as easy as chatting with your manager - typically no questions asked. The food program is amazing with very high-quality comped breakfast, lunch, and dinner. Rapid growth translates to continuous learning opportunities and a work environment that never gets boring. As an engineer, the learning opportunities never end!

Cons: Any "cons" need to be prefaced with this: remember that Square is an extremely rapidly growing company that feels like a whole new workplace every 6 months. I've tried to only list the more consistent or recurring cons here, but all of them are consistently trending positively (or I wouldn't be working here anymore, really!). Any of these cons could be gone in a month or two, or replaced with new ones. There's just no way to know! That said: * Immature leadership has been an ongoing theme for my entire tenure. It's been a problem at every level of leadership from executive on down at some point or another. On the other hand - I think this is to be expected of a company this age and size, and is usually course-corrected eventually. * Immature HR (including compensation adjustment and talent review). First iterations of talent review were downright insulting; we were rated by shape (circle, square, or star) like kindergarteners. Luckily, we acknowledged that was a horrible idea and have never done it again. But our cadence of performance feedback has remained random at best. Same goes for the cadence of compensation adjustment. If you get a job here - NEGOTIATE UP FRONT - there's no telling how many months or years it might be until someone thinks to themselves "Oh, maybe we should look at comp again!". Note: this situation has already improved immensely with the introduction of a consistent engineering ranking/ladder system - if we manage to keep it more than a year, that is. * Rampant politics and personal agendas. To be expected at any growing company. We have them too. Nothing special to see here, move along. * On-call policies. No overtime pay for brutalizing on-call shifts are the norm. No compensation for personal phone use either. Occasionally, you'll get a "thank you" from someone. * Not enough bathrooms. Not kidding. Try and find a free stall or urinal sometime after lunch. Good luck!