Regarding the ecosystem, Common Lisp has improved a lot over the recent years. We have Clack (Equiv. of Python's WSGI/Ruby's Rack), a bunch of web frameworks, an ORM, a small set of web-related tools built around those. It's certainly nowhere near the size of the ecosystems of Ruby and Python, but I think it's acceptable given the size of the community.
I do, however, think there has to be a movement like Fare's "Lisp library consolidation"[0] to, if not expand, improve the existing libraries: Build Github Project Pages, Sphinx documentation, a better-looking wiki. Just porting old READMEs to Markdown would be an improvement.