1) 2014 Champions League title
In the first Champions League final that would be battled out by two teams from the same city, neither team disappointed in putting on a show.
Ancelotti’s nerves were almost definitely jangling throughout this game, but they got there in the end, achieving La Decima-- his most iconic moment as a coach.
36 minutes in, Diego Godin gave Atletico the lead with a header, meaning they would now sit back for the rest of the match, something Atletico do, and did spectacularly again that night. They kept out Madrid for the whole match, defending for their lives, until the third minute of stoppage time when a magnificent header from Sergio Ramos rustled the bottom left corner of the net.
They would then go on to score three more in extra time through Bale, Marcelo and a Ronaldo penalty, to defeat their rivals and win their first Champions League trophy since 2002, because of Ancelotti.
Thus the Italian worked his magic in Europe once again winning the Champions League with Los Blancos, in what was his most iconic moment as a manager.