Pros
As the other reviews say: great benefits. Generous 403(b) donation, lots of time off, beautiful downtown office, easy 9-5 schedule. Mission of helping kids get into college taken seriously. Some super smart people hidden in different departments. Annual income guaranteed by U.S. high schools so very stable financial outlook.
Cons
Forget about upward advancement: promotions don't exist, only "reclassifications" carried out arbitrarily for teachers' pets. Org is bloated with middle-management, especially at the E.D. level, who almost universally tend to be boot-licking sycophants, not doers who lead by example. Lots of meetings, busy work and obsession over budget codes with no discernible results. CEO is immature and unprofessional, not to mention the cabal of toadies he installed in leadership positions who only manage upward and have no clue about day-to-day operations -- minus the COO, who seems to be the only adult in the group. Virtual immunity from external business pressures means plenty of venal office politicking and backstabbing, especially at the middle-management level, little to no meritocracy. A perfect place for those 10-15 years from retirement who want to operate on cruise control but performers will top out in the 3-5 year-range as they realize it's a giant dead-end bureaucracy for anyone not at the VP level.