Jose Mourinho vs Jurgen Klopp
Mourinho and Klopp will meet for the sixth time at Anfield on Monday evening. Getty

KEY POINTS

  • Liverpool host Manchester United at Anfield on Monday.
  • The Reds boss has beaten Mourinho in three of their five meetings.

There are not many managers in the game that have a better head-to-head record over current Manchester United boss Jose Mourinho. His Liverpool counterpart Jurgen Klopp is one of them.

Monday's clash at Anfield is the first meeting between the two in what is perhaps the biggest match in English football.

While Klopp suffered defeat in his first taste of the famous fixture last season, he has won three of his five meetings with the Portuguese coach, who has walked away with a win just once in that time. IBTimes UK take a look back on the early rounds of what is shaping up to be another great modern managerial rivalry.

Borussia Dortmund 2-1 Real Madrid – 24 October 2012 – Champions League group stage

In the first meeting between these two, Mourinho, having won the La Liga crown with Real Madrid the previous season, went toe-to-toe with someone who was beginning to establish himself as the best young coach in Europe. Klopp's Borussia Dortmund side took all three points in this meeting at the Westfalenstadion through goals from Robert Lewandowski and full-back Marcel Schmelzer. Cristiano Ronaldo equalised moments after Lewandowski's opener, but could not find their way back into the contest.

Real Madrid 2-2 Borussia Dortmund – 6 November – Champions League group stage

Dortmund led the group a point ahead of Real when the two sides met in the reverse fixture in Madrid a month later. The hosts needed a late equaliser from Mesut Ozil however to rescue a point and avoid a repeat of their first meeting after ending the first-half 2-1 behind.

Borussia Dortmund 4-1 Real Madrid – 23 April 2013 – Champions League semi-final first-leg

In front of Dortmund's Yellow Wall, Klopp's Dortmund tore through Mourinho's Madrid, with Robert Lewandowski producing a master class in centre-forward play as he scored all four of his side's goals. It was not only a result that saw Dortmund take a commanding step in the final of the competition, but it was also Mourinho's biggest defeat in 106 Champions League games. It also left him on the brink of a third consecutive semi-final defeat with Los Blancos in Europe's biggest club competition.

Mourinho vs Klopp
Mourinho's Real were humbled in front of the Yellow Wall in 2013. Getty

Real Madrid 2-0 Borussia Dortmund – 30 April 2013 – Champions League semi-final second leg

After a heavy defeat in Germany, Mourinho needed his side to score three without reply to progress into the next round. They were frustrated for 82 minutes against a superbly organised Dortmund, who were guilty of missing chances to put the tie to bed, until Karim Benzema found the breakthrough and pulled one back. It lit the fuse for a thrilling end to the match with Sergio Ramos adding another five minutes later. More chances came but it was the centre-half who missed the best of them, heading agonisingly wide in injury time.

It was the first time they had been defeated in Europe that season, but with a place in the final against Bayern Munich in the bag, they weren't all that fussed. While it wasn't the sole reason, another Champions League failure contributed to Mourinho losing his job at the Bernabeu the following month.

Mourinho vs Klopp
A rather glum Mourinho saw his Chelsea side defeated in Klopp's early days in the Premier League. Getty

Chelsea 1-3 Liverpool – 31 October – Premier League

By the time Klopp rocked up on these shores in 2015, Mourinho's meltdown at Chelsea was already well underway. Having suffered five defeats in their opening 10 games of the 2015-16 season, their malaise deepened when the newly appointed Liverpool boss picked up his first win in the league in west London. Brazilian midfielder Ramires looked like he had lifted the gloom after just four minutes when he headed home to give his side the lead. But two strikes from Philippe Coutinho and another from Christian Benteke ensured Klopp and his side took all three points.