I find Stern puts a lot of work on getting a crowd together that will gel well - it is aware of its finance background but it pushing into entertainment, luxury retail and a few oddball things. While entrepreneurial paths are there, they are clearly emphasized more at Columbia. I think for the more free spirited things Stern has strength - possibly from the fact that Columbia has a very strong path and history that gives it some access to things Stern may not (Investment Mgmt is the one I think is probably easier there).
I think merely by the location and style of school that Stern does immediately fit well with its down to earth objective. Columbia is a little village and an ivy, and it won't shake those things off (why should it?!) - it gives a different atmosphere on campus and around the actual school. It is a simple function of the schools strength and style of people they attract that adapts the environment.
The Columbia kids I know seem to make a bigger deal about the academics. I am not sure it is very much different, they suggest they have a lot more work, but I think a lot of it is the attitude and style that the school appeals to. I do really like Columbia's new case program they are working on (incomplete cases to reflect the real world) but that really matters little now - the speed they will be able to bring that in is way too slow to affect any of us.
They probably think we are drunk all the time. To be fair on an assessment of last week, that wasn't far off the mark.
Columbia also see nothing wrong with fielding a load of med school ringers in their Rugby team to help them beat Stern in the Gotham Cup. And even if that isn't true, that is my story and I am going to run with it.
I think anyone could flourish at both, but I just felt the fit was better for me personally at Stern, whereas academically I may well have preferred Columbia. Obviously in all cases of business schools you are arguing on the final 10/20% where the difference is made - the underlying is pretty much identical.