Pros
I genuinely enjoyed working with most of my coworkers, as well as with the students. The mission of a student-driven organization is a great motivator. The benefits are pretty good, and the healthcare and work-from-home stipends really stand out as an excellent benefits (atlhough work-from-home stipends are pretty typical for remote jobs -- but a nice thing for folks new to the WFH world).
Cons
There are a lot of negatives. One of the biggest is vision and leadership. I found the leadership to be disorganized, lacking clarity and purpose of vision, and at times extremely unprofessional. You should never have to feel afraid of your superiors and how they might take out their frustration on you, and that is something I often worry about. I also feel that I am not as fairly compensated as I could be. And it makes me uncomfortable that the organization does not acknowledge diversity (e.g., noting Black History Month or Pride Month). That kind of thing is pretty much expected nowadays and it makes me worry that certain demographics of people aren't as welcome here. In terms of culture... The attitude is, unfortunately, "work harder, not smarter" -- and even hard work is not rewarded, nor is expertise respected. There is not a good work/life balance in terms of working weekends, travel, etc. (things that were not mentioned before I was hired). Also, for a remote organization, they don't really embrace remote work culture and flexible work. Everything, and I mean EVERYTHING, has to be decided by committee, in a meeting. Despite the fact that we have an international team with like a 12-hour time difference between certain people: we've got to talk about it in a meeting. As a colleague described it, "We have to have a meeting to discuss the agenda for the meeting." That just doesn't make a lot of sense to me, and it doesn't reflect the organization's stated values. I've personally seen colleagues being catty or rude behind others' backs and not supporting them in career advancement/transition. That really bothered me. Overall, I think it provides a pretty good experience for most students, but on the "back end," it's a mess.