I'd like to formally nominate some especially sterling examples I recently found ...:
Bubble Gum And Duct Tape category: For the most egregious fix of something that could have more easily, more quickly, and more elegantly been replaced.
Today's nominee: The header image from GotSky.com! Because nothing screams "professionalism" like taking a pre-cropped 360-pixel-wide graphic from your existing website and telling your graphics guy that that same picture has to be reused at 500 pixels for the redesign.
Nothing Beats A First Impression category: For website designs that best maximize clickthrough/visibility/search engine placement while minimizing actual utility. (Unintentional successes only. Spam sites are excluded from consideration, as they do this deliberately.)
Today's nominee: MoreMagic's incredible Google summary when you search for their company name*: "spacer graphic, spacer graphic, spacer graphic, spacer graphic, spacer graphic, spacer graphic, spacer graphic, spacer graphic, spacer graphic ..."
Get Thee Behind Me category: For superlative application of technology in a manner that is simultaneously dehumanizing, terrifying, and entirely unnecessary.
Today's nominee, and likely winner:
Any other nominees? There can't be any shortage of candidates.
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* Stumbled across while trying to reach the awesome story of the "More Magic switch" in the Jargon File.