Mourinho recently took over his 1,000th professional game as a coach, a testament to his ability to play at the highest level. Some controversy aside, Mourinho is a championship coach who has been winning titles almost always in Portugal, England, Italy and Spain. There was so much excitement, frustration and heartache in his illustrious career.
Here are 5 of Mourinho's most iconic matches.
5. Liverpool 0-2 Chelsea, Premier League 2013/14 season
The 2013/14 Premier League title race was decided by a classic victory for Chelsea, with Mourinho building a deep defensive structure to thwart desperate Liverpool, and just as Suarez and Sturridge were about to tear apart the Chelsea defence, Anfield was held back by Gerrard's incredible missteps.
While Mourinho celebrated with the Chelsea logo, Willian helped Chelsea score another goal from a corner, putting Anfield in a desperate situation.
4. Manchester United 1-1 Porto (aggregate 2-3), 2003/04 Champions League
The game announced to the world that Mourinho would be the most special manager, as Mourinho's Porto were not out of the way against the mighty Manchester United led by Sir Alex Ferguson. Mourinho's Porto squad included Ricardo Carvalho, Deco and Benny McCarthy, who led them to a one-goal advantage to win the home game.
Despite the difficulties, Porto's Costinha pulled a goal back in the 90th minute, sparking a chaotic and frantic celebration on the sidelines at Old Trafford. Porto eventually won the Champions League, but it was at this moment that Mourinho's legend was born.
3. Real Madrid 1-0 Barcelona, 2011 Copa del Rey
As Guardiola's rival, Mourinho was invited to the Bernabeu to crush Barcelona's dominance. His bold "anti-tiki-taka" style was a success as he won an unforgettable league title.
However, his first trophy was the Copa del Rey in 2011, where they had already lost the game 0-5 in their initial meeting, with pressure on Real Madrid. Following Mourinho's classic style, Pepe, Javi Alonso and Khedira are placed as midfielders to play against Messi.
Cristiano Ronaldo jumped high and received a cross from Di Maria to break the goal and win the match 1-0. It was Real Madrid's first trophy since 2008, defeating their nemesis, meaning Mourinho's position at Real Madrid was solidified.
2. Chelsea 3-0 Manchester United, Premier League 2005/06 season
The self-proclaimed "special man" came to England and shocked the heart of English football, leading Chelsea to their first Premier League title, changing the premier league landscape.
Winning the title in the second season of the 2005-06 season is probably even more impressive, especially in their 3-0 win over Manchester United at Old Trafford.
Willian Galla's header gave Chelsea the lead, while in the second half Joe Cole and Ricardo Carvalho each scored to show Chelsea's dominance and style.
1. Barcelona 1-0 Inter Milan (2-3 aggregate), 2009/10 Champions League
Perhaps the most famous and celebrated defeat of Mourinho's career was Inter's 1-0 loss to Barcelona. However, Mourinho's Inter won the 2010 Champions League semi-finals on aggregate (2-3).
Facing his philosophical nemesis, despite taking a 3-1 lead, Motta's red card means Inter will take on a 10-man clash against a determined Barcelona. Inter milan united in their efforts to face the Cosmos team, they struggled to break through and finally won the victory, this season, Inter won a historic treble.
Mourinho's all-day celebrations infuriated an angry Camp Nou, whose defensive master-like performance quieted the entire stadium.