I got bored of the old coolnamehere pages effectively sitting outside of the site because of the way Jekyll - and pretty much every other static blogging system - treats pages as secondary to posts. It makes sense, anyways. Once you stop bikeshedding about where to put content in your elaborate directory structure, it gets easier to add stuff.
So with a bit of Ruby code, some time attempting to correct publishing dates on archive.org, scrubbing repeatedly over internal links with linkchecker, and heavy usage of the jekyll-pageless-redirects plugin, the important content of the site has a consistent presentation.
Check the coolnamehere category to satisfy your historic curiosity.
And of course there are still going to be issues with that old content.