After learning the basics of web development with CGI in Perl a year or so ago, I haven't found any of the other languages or frameworks particularly hard to get going with, except Java. For some reason, I always download a Java app server, have a brief attempt at getting it going, and then stop. I don't know why. Short attention span?
Anyway, I finally found one that just works: Resin. It seems pretty quick too; the built-in server handles 500 hits per second on simple servlets and about 250 for JSP and its own XTP. Interesting.