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"The best rival I ever had in my life” is how Pep Guardiola has described Jurgen Klopp in the past but <a href="https://www.goal.com/en-gb/lists/pep-guardiola-man-city-jealous-jurgen-klopp-liverpool-positive-press/bltdde033de97364422" target="_blank">Sunday's top-of-the-table Premier League showdown between Liverpool and Manchester City</a> could be the last time they ever meet on the sidelines.Guardiola and Klopp's relentless competitiveness has enriched the Premier League and the competition will not be the same when the avuncular German walks into the sunset in May after nine eventful seasons at Anfield.But how does the Liverpool and City coaches' rivalry compare to the other great managerial clashes that the Premier League has witnessed?<script type="application/json" data-placement="fcplayer-semantic">{"type":"fcplayer-semantic","data":{"embedCode":"//cdn.fcp.codes/embed-code-template/embed-code-template.js#SEMANTIC_5704afb8-c10b-4ba5-9cb4-d7fb6098ef90"}}</script>

Jurgen Klopp vs Pep Guardiola and the greatest Premier League managerial rivalries of all time - ranked

Premier League

Tottenham

Southampton

Allardyce was never going to rival Wenger when it came to winning trophies but he sure enjoyed getting one over the Frenchman, who often spoke in patronising terms whenever he faced Big Sam's uncompromising sides. Bolton dealt Arsenal a huge blow in the 2002-03 title race when they came back from two goals down to draw 2-2. And Allardyce pulled off another big result over Arsenal while in charge of Blackburn, a 2-1 win in 2010 also effectively ending the Gunners' title charge."I enjoyed beating Arsenal more than anyone when I was in charge at Bolton. We'd really got to them and Arsene Wenger hated us," Allardyce wrote in his autobiography. "We drew with them or beat them more often than expected and Wenger couldn't handle it. There was one time he wouldn't shake hands with me at Highbury because we got a draw. I saw him ripping his tie off and throwing it on the floor in anger. He takes it all very personally and has an air of arrogance."

Arsene Wenger vs Sam Allardyce

Mourinho and Guardiola were once contemporaries at Barcelona but became bitter opponents as managers. They first came up against each other in an <a href="https://www.goal.com/en-gb/lists/volcano-sprinklers-jose-mourinho-inter-took-down-pep-guardiola-barcelona/bltbc042ec0cb548474" target="_blank">unforgettable Champions League semi-final tie between Inter and Barca</a> while their rivalry became even more toxic when Mourinho took charge of Real Madrid. The most scandalous incident was when the Portuguese poked Guardiola's assistant Tito Vilanova in the eye during an ill-tempered Clasico in 2011.More fireworks were expected when Guardiola became City boss in 2016 and Mourinho was appointed as United manager. However, the truth is the rivalry never truly crackled as City romped to the Premier League title, finishing on 100 points. United did ruin City's planned title celebrations by coming back from 2-0 down to win 3-2 at the Etihad Stadium but it was a rare victory in an era of dominance for the Blue half of Manchester.

Pep Guardiola vs Jose Mourinho

Mancini was City's first high-profile managerial appointment after Sheikh Mansour and he did not take long to rub Ferguson up the wrong way. United saw off City in their first few exchanges but the tide began to turn when the Blues won a 2011 FA Cup semi-final at Wembley, which they followed up by pipping United to the Premier League title in 2012. City's 1-0 win over the Red Devils in April was key to that triumph and Ferguson and Mancini clashed on the sidelines during the game, having to be separated by officials.When United emphatically reclaimed the title the following season, Mancini accused other teams of not giving their all against Ferguson's side. The Glaswegian, naturally, did not agree, accusing the Italian of talking "absolute nonsense".

Roberto Mancini vs Sir Alex Ferguson

Conte and Mourinho are often compared due to their reactive approaches to tactics and their volcanic personalities. Yet despite their similarities, they do not get on. The antagonism began when Conte's Chelsea thrashed a Manchester United side coached by Mourinho 4-0 in 2016, and the Portuguese accused his opposite number of "humiliating us" with his exuberant celebrations.Conte then riled the Special One by saying he did not want his Chelsea side to have 'a Mourinho season' after winning the 2017 Premier League title, referring to how the Blues had capitulated after becoming champions under the Portuguese in 2015. Mourinho responded by saying "I'm not going to lose my hair about Antonio Conte", a not-so-subtle reference to the fact the Italian had a hair transplant.Mourinho turned up the heat by later talking about Conte's alleged involvement in a match-fixing scandal in Italy, leading to the coach describing him as "a little man".

Jose Mourinho vs Antonio Conte

The Premier League's first proper managerial rivalry. Man United were determined to reclaim their crown after surrendering it to Blackburn Rovers while Keegan's Newcastle were on course to win a first league title in 69 years. Newcastle had led the race by 12 points earlier in the season but found themselves trailing the Red Devils going into the final few games of the season.And Ferguson had got into Keegan's head by declaring that some opponents were going easy on Newcastle. After a hard-fought win over Leeds, Keegan let rip at his rival. "You can tell him now, we're still fighting for this title and he's got to go to Middlesbrough and get something," he said. "And I'll tell you, honestly, I will love it if we beat them. Love it."Fergie won the battle of the mind games, however, and picked up his third title. Keegan left Newcastle the following year, although the rivalry was renewed when he took over at Manchester City in 2001.

Sir Alex Ferguson vs Kevin Keegan

Benitez and Ferguson had rarely seen eye-to-eye and the ill-feeling between the pair reached boiling point when Liverpool were seriously rivalling United for the title in the 2008-09 season.Benitez's claims that Ferguson spent too much time talking about referees and trying to influence decisions led to an unforgettable press conference, when Benitez presented a number of 'facts' to illustrate how United were benefitting from favourable decisions.The tirade was instantly compared to Keegan's "I'll love it" rant and interpreted as a sign that Ferguson was getting inside Benitez's head. The result was the same as with Keegan, with United outlasting Liverpool in the title race.

Sir Alex Ferguson vs Rafa Benitez

Mourinho and Benitez began their war of words in 2005 because of a controversial decision by the linesman during a Champions League semi-final tie between Liverpool and Chelsea, with Mourinho refusing to accept his team being knocked out.The pair continued the rivalry both in the Premier League and the Champions League and it quickly turned personal. “If she takes care of her husband’s diet, she will not have any time to talk about me," Mourinho said of Benitez's wife, after the Spaniard had said he was called upon to "clean up Mourinho's messes" at previous clubs.

Jose Mourinho vs Rafa Benitez

Wenger had led Arsenal to the Premier League title in a historic unbeaten season in 2004 but there was soon a pretender to his crown, one who was flashier, louder and represented everything the Frenchman disliked.Wenger railed against Chelsea's ability to sign any player they wanted and Arsenal soon became victims of the Blues' new-found wealth when Ashley Cole left the Gunners for Stamford Bridge. Mourinho relished winding Wenger up, famously calling him a "specialist in failure" during his second spell with Chelsea in 2014.

Jose Mourinho vs Arsene Wenger

When Guardiola learned that<a href="https://www.goal.com/en-gb/lists/jurgen-klopp-shock-decision-quit-liverpool-fans-manchester-utd-city-dancing/blte86ff5db347056f2"> Klopp was stepping down at the end of the season</a>, his first thought was that he would be getting <a href="https://www.goal.com/en-gb/lists/i-will-sleep-better-pep-guardiola-reacts-to-jurgen-klopp-shock-liverpool-departure/bltf7770e088b076c2a">a better night's sleep</a> as he acknowledged that the days before facing his old adversary were "almost a nightmare". The statistics back him up. Klopp has beaten Guardiola 12 times, and is the only coach who has faced the Catalan on four occasions or more and won more games than he has lost.But Guardiola has outshone Klopp in trophies, with 16 gongs to the German's eight. And his City twice pipped Liverpool to the Premier League title by a single point. There is set to be a third chapter of this compelling title rivalry this season and although Arsenal are likely to make it a three-horse race, it would be fitting if Klopp's final Premier League match has him going against Guardiola for the league crown one last time.

Jurgen Klopp vs Pep Guardiola

Guardiola and Klopp's sides may play more thrilling football and earn more points than any other teams in the Premier League, but when it comes down to tension and mutual hate, no rivalry can compare to Ferguson and Wenger.Ferguson took an instant dislike to Wenger when he arrived on English shores in 1996 and earned admiration for his new ideas on nutrition and tactics. And his feelings of contempt only grew when Arsenal dethroned United and won the Premier League title in 1998. The Red Devils avenged that defeat by winning the treble in 1999 and knocking Arsenal out in a classic FA Cup semi-final replay. But the Gunners enjoyed a symbolic victory when they took the title back in 2002 at Old Trafford of all places.The battle between Ferguson and Wenger peaked in 2004 when Cesc Fabregas comically threw a slice of pizza at the Scot in an incident that went on to be known as The Battle of the Buffet, after United had ended Arsenal's 49-game unbeaten run in controversial fashion.

Sir Alex Ferguson vs Arsene Wenger

Jurgen Klopp vs Pep Guardiola and the greatest Premier League managerial rivalries of all time - ranked | Goal.com Uganda

As Pep Guardiola and Jurgen Klopp prepare to do battle for potentially the last time, GOAL looks at the most compelling clashes of coaches in Premier League history