Can’t be Olly for me, he walked into an absolute mess under Milan and his agents, inherited a disastrous squad that Mandaric kept adding shite to and dismantling behind his back. I think I saw an Iain Hume podcast a little while back describing the set up and Holloway got completely shafted, it was all on Milan.
Maybe that’s my Bristolian roots kicking in however!
Worst has to be Peter Taylor, RVN and Paulo Sousa.