Jane Street has always been on my list of companies that I wanted to work for, especially since I'm in HK. But I'm mostly coming from a web development background, and reading through your interviewing posts I got a little scared. Would you recommend me applying anyway?
A web development background certainly wouldn't hurt you, and could be a slight benefit as Js_of_ocaml becomes more popular here. That said, we tend not to look for specific backgrounds as much as strong programming skills and a good foundation in CS (not to be confused with a formal education in CS).
As far as whether I'd recommend applying - that's why I posted in the first place :)