Good question, a few answers:
1) I like to integrate site with software, and in Ruby that (for me) means Rake. What can I say, I'm a Maven fan in another life...
2) I wanted something with pretty much no configuration, certainly no [A-Z]*ML, just convention and Ruby code as far as possible.
3) I have my eye on some features, like unit test / code reports and stuff, that I guess will fit better with the Rake setup for integration with a project's release cycle.
4) I wrote it while learning Ruby, for my personal website, then cleaned it up a bit for release. For fun and experimentation as much as anything (it's only 300 loc) ...
Thanks for the reminder, though ... I've added a courtesy link to WebGen on the front page.
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