For sheer bafflement it has to be Alan Ball's decision to allow some bloke with a tranny radio in the Main Stand to dictate his tactics in the course of a game we needed to win to avoid relegation.
It demonstrated (not that it was needed) why he was such a poor manager and when I say manager I mean generally, not just in footballing terms. Even then, in 1996, the stakes were high. The Sky money had just started rolling in and getting relegated had suddenly taken on even more significance than hitherto. Given the importance of results elsewhere (Coventry and Southampton iirc) how hard would it have been to enlist the help of two trusted people with mobiles (which were widely in use by 1996) at the other key games, if he was going to allow on the scores in those matches to dictate his ongoing approach to the Liverpool game.
That result had such a fundamental impact on this football club. It was, in fact, a pretty decent squad that had been playing below itself, but a subsequent fire sale ensued and a little over two years later we found ourselves in the third tier of English football for the first time. Without Horlock's last minute and Dickov's injury time goal who knows where we would be right now and it all may have stemmed from what was an utterly baffling and preposterous thing to do, which would have been completely unnecessary with a little forward planning that you would expect from a middle-manager on £30k pa.
Strange doesn't even begin to do it justice.