I will continue to think about this when not being distracted by shiny objects, but if anyone has any examples of a website that does this well, I'd be interested in checking it out. I've considered splitting the songs into two pages, one for original material and one for covers, but I don't think that is sufficient, particularly if I continue to record material.
(Thanks to boutell I do know how to create a flash player that allows someone to listen to a group of mp3s in order -- see http://killdevils.com/demo/21Jan2005/index.html for an example -- but I don't think that putting all 69 recordings into one giant playlist is very useful, although it might be marginally better than what I've currently got.)
I think my problem arises from the fact that when I first put together a site I (first of all) thought that anyone who wanted to listen to the songs would probably just subscribe to the podcast and (secondly) I wasn't playing solo shows professionally and had no real desire to ever do so. I don't think the first was ever true and the second has obviously changed.
(Apart from taming the monster of a front page, I also have to put together a page with pictures and probably a short biography.)