I really need to learn more about Seaside/SmallTalk. While I learned Scheme in school and believe Lisp is ultimately where it's at, I have a feeling that Seaside/SmallTalk would be a good waypoint between Python and the Hundred Year Language.
It's Smalltalk, learn that and then go join the Seaside-Dev list and dive it, it's fun and if you like Lisp you'll like Smalltalk, just for different reasons. Smalltalk is simple, elegant, consistent, and extremely powerful and has the same "mini language" culture the Lispers have. Smalltalk was heavily influenced by Lisp.
