Memorable battles with Pep Guardiola and Barcelona, falling out with the likes of Cristiano Ronaldo and storming to the La Liga title in 2011/12 with 100 points, it was certainly a thrilling ride.
However, only two signings brought in by Mourinho continue to ply their trade with Los Blancos to this very day.
The Special One made 15 signings in total at Los Blancos and some of them proved to be masterstrokes.
So let's have a look at what Mourinho's 15 acquisitions at Real Madrid are up to these days.
- The 11 CL XIs the streets won't forget
- The PL's insane fixture list on Boxing Day
- Check out our new GIVEMESPORT homepage
Angel Di Maria
A world-class player who was key to Mourinho's counter-attacking style at Real Madrid.
The Argentine is now at Paris Saint-Germain after a questionable year at Manchester United in 2014.
Ozil enjoyed the best years of his career under Mourinho, establishing himself as the best number 10 in world football and the key supply line to Ronaldo.
His move to Arsenal in 2014 was huge for the Premier League, but he now finds himself firmly out of favour in north London under Unai Emery.
Real's summer window in 2010 was certainly a good one, with Mourinho clearly impressed with both Khedira and Ozil's performances at the World Cup.
Khedira was a key man for Los Blancos for a number of years and he's now seeing out his last few years at the top with Juventus.
The Portuguese centre-back was one of Mourinho's go-to men at Chelsea, but he sadly was a little past his sell-by-date by the time he arrived in Spain.
The 41-year-old called time on his playing career back in 2017 after a short spell with Shanghai SIPG.
Injuries stopped Canales from ever breaking into the Real Madrid first-team setup on a regular basis, leading to a permanent move to Valencia in 2012.
After a promising four-year spell with Real Sociedad between 2014 and 2018, Canales is now thriving at the heart of Real Betis' midfield.
Restricted to just six senior appearances for Real Madrid, Leon sought pastures new in 2013, signing for Getafe.
Leon is now at Eibar where he's earned himself a pretty decent reputation among fans of La Liga.
Emmanuel Adebayor (loan)
The Togolese striker was signed in January 2011 and it proved to be a pretty astute piece of business, as Adebayor scored five goals in 14 appearances.
He's now playing in Turkey with Kayserispor after a decent spell at Istanbul Basaksehir.
Don't worry, you're probably not the only one who forgot the Turkish midfielder donned the famous white shirt for a season.
Altintop made five appearances for Los Blancos before moving to Galatasary and he called time on his career in 2018 after a solitary campaign with German side Darmstadt 98.
The Portuguese left-back arrived with a glowing reputation, but it just never worked out for him at Real Madrid.
With Marcelo the dominant force on the left, Coentrao never really got a run in the team and now the 31-year-old is without a club.
Following his dominant performances at the base of Borussia Dortmund's midfield under Jurgen Klopp, big things were expected of Sahin.
But he made just four senior appearances for the club before returning to Dortmund in 2014. He can now be found at Werder Bremen, where his career is continuing to stutter.
One of only two players signed by Mourinho to still be at the club.
Varane's signing from Lens was envied by the rest of Europe and he's gone on to become one of the world's best defenders - and a World Cup winner.
A decent winger who scored crucial goals for Real Madrid, but was never going to be a mainstay in the side.
But he's now a permanent fixture in Napoli's star-studded attack and is widely recognised as one of the finest forwards in Serie A.
It's always good when you sign a future Ballon d'Or winner.
Modric's first season with Spain was a tough one, but since then he has grown into one of the finest central midfielders of his generation. Well played, Mourinho.
No one ever predicted that Lopez would usurp Iker Casillas at Real Madrid, but that's what happened for a period when the latter had a falling out with Mourinho.
Lopez was more that a decent backup after being signed in January 2013, before he sealed a permanent move to AC Milan in 2014. He's now with Espanyol.
Michael Essien (loan)
Did this signing actually happen?! According to the record books, it did.
Essien spent the entire 2012/13 season in Spain, scoring two goals in his 21 appearances. Amazingly, the 31-year-old is still an active player with Sabail FK in Azerbaijan.News Now - Sport News