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Re:How the Singapore Circle Line rogue train was caught with... by OJFord on Thursday December 01, 2016 @02:36PM (#13082660)
"My printer doesn't work on Tuesdays" is another good one.
Re:How the Singapore Circle Line rogue train was caught with... by ethbro on Thursday December 01, 2016 @03:49PM (#13083389)
My favorite debugging challenges are the "Pfft, computers simply don't work that way" -> user reproduces symptoms in an inarguable manner -> "Hmm..." -> "Well, apparently when thirteen levels of stacked prisms are arranged in the right way, computers do work that way. Fixed (on Tuesdays)."

Edit: Or, you know, hardware failures that nobody expects anymore.