There isn't much, if anything, that Mourinho hasn't won in his 22 years as a manager so far but on Thursday night he had a very unique opportunity.
Having drawn 1-1 in the first leg of the Conference League semi final with Leicester, Mourinho knew that a win at home would secure a place in the first ever final of the competition.
The Conference League is new this season, and the third tier of UEFA's competitions, and thanks to Tammy Abraham's first half goal on Thursday, Mourinho could be the first winner.
For someone who has won so much, fans might have been forgiven for thinking the 'Special One' had no interest in the competition but at full time against Leicester he was visibly emotional and began crying.
Ещё видео!