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 How sensible / feasible would it be to have a different CSS theme for each year on my blog?

So p... 
 @2fd7551e you could maintain a separate theme for each year and then use something like https://wordpress.org/plugins/jonradio-multiple-themes/ to switch between them depending on the post. It’s a bit more work maintaining themes, but maybe simpler overall than playing whack-a-mole trying to get one theme to work with multiple stylesheets?