I'm really not a huge fan of the web — insanely impoverished interface, a nuisance to debug, stateless nightmares galore. And yet I, too, am working on a web application. In November the Perseus Project (http://www.perseus.tufts.edu/) open sourced a bunch of their Greek and Latin texts along with the scary Java code that runs their site now. I'm trying to write my own stripped down interface to the texts (view, morphology and dictionary lookup) at first, then add the ability for anyone to annotate bits of text with questions, grammar comments, etc., etc., a Perseus-wiki hybrid (with fussier editorial control).
I'm a Unix sysadmin by day, and I've not yet decided to alienate my colleagues by using Lisp at work, though if I ever decide to finally revolutionize the practice of system monitoring, it sure ain't going to be in perl. That day approaches.
I use mostly SBCL on OSX and Linux, Emacs+SLIME. I, too, use a lot of Edi-ware, but thanks to the XML encoding of the Perseus texts, a lot of Lichtblau-ware, as well.