Pros
Great pay, stock options for all employees, and generous health insurance. Although it looks like a pretentious Silicon Valley startup on the outside most of the people are nice and down to earth. There are nice perks like a cool work space and free food (sometimes), coffee (often have barista at HQ), and free alcohol (although don't take a job based on free food/drinks). Opportunities to travel (yearly summit and "summer camp"). WeWork spends lavishly on corporate events and genuinely tries to retain the startup attitude despite being a massive corporation. Management seems genuinely nice and approachable. Their mission to make work spaces more human and communal is admirable. A lot of startups just make stuff that floats around on the internet and has questionable value, WeWork builds things in the real world.
Cons
No retirement plan. Those who don't work at corporate HQ in NY (those who run the actual WeWork's around the world) seem to be under a lot of pressure, are far from most of the exciting stuff, and seem to have a high turnover rate. WeWork is a company where everything is constantly changing which has its upside (innovation) but the constant workload/title/department/goal shifts can contribute to stress, uncertainty, wasted work, and job insecurity (people are laid off or let go very easily and with little warning). Some departments are more competent than others. Work hours are flexible but that means a lot of people, depending on their job, end up staying late or bringing their work home with them. It's nice that WeWork tries to innovate but some of their plans seem half-baked or inspired by the whims of the leadership. Finally the hip "do what you love" attitude can be a bit superficial. The best example of this is the late night TGIM (thank god it's Monday) meetings. No matter how cool your job is most people want to go home at the end of the day, not attend a dull speech, mandatory brainstorming session, or rally.