2. Roberto Di Matteo
The former assistant of AVB and Chelsea manager, Italian Roberto Di Matteo, who won the Champions League as the Blues manager is also out of work and remains an outside bet to land himself at the helm of White Hart Lane. Going by history though, Spurs have always gone after the biggest of names, which virtually puts the Italian out of contention, Di Matteo would certainly bring with himself the lady luck and the unpredictability which might satisfy Tottenham’s aspirations come May next summer.