Generally we don't like lots of external dependencies. External libraries do change over time - would such an entry work 10 years from now? The judges do use and test the entries using different operating systems. What will operating systems look like in 10 years?
Having said that :-), if the entry has merit on its own and not just because of the external dependency, then it might "win".
Some interesting points. If you have some better ideas about how to organize the data, please submit a proposal to the judges (info here http://www.ioccc.org/judges.html). Even better if you can volunteer the XX or probably YYY hours to actually implement it. The site is statically generated and we want it to remain that way.
As to point (3), the current logo is generated by Matt Zucker's 2011 winning entry. I (Simon) have added a link to it from the logo and a little annotation :-)
It wasn't really officially discontinued - the public silence made people assume it was done. Lots of excuses could be made, but it really just comes down to focus, energy and time. If you have any of these to spare, please contact the judges! http://www.ioccc.org/contact.html.
Having said that :-), if the entry has merit on its own and not just because of the external dependency, then it might "win".