Jose Mourinho has been a thorn in Liverpool’s side since he first came to England in 2004.
The ‘Special One’ has faced Liverpool more times than he has any other club in his managerial career, a total of 28 times.
And on Saturday, he’ll go up against them once more as Tottenham entertain Liverpool.
Can Mourinho get the better of Liverpool this weekend?

  • You can listen to full commentary of Tottenham vs Liverpool LIVE on talkSPORT, kick-off 5:30pm.

Check out all the LIVE commentaries coming up on talkSPORT, below…

  • Crystal Palace vs Arsenal (Saturday, 12:30pm) – talkSPORT
  • Brentford vs QPR (Saturday, 12:30pm) – talkSPORT 2
  • Chelsea vs Burnley (Saturday, 3pm) – talkSPORT
  • Tottenham vs Liverpool (Saturday, 5:30pm) – talkSPORT
  • Cardiff vs Swansea (Sunday, 12pm) – talkSPORT 2

His record against the Reds isn’t half bad either, beating them twelve times and losing to them on seven occasions.
Getting his 13th win would arguably be his finest moment against Liverpool as they are currently in formidable form, sitting 13 points clear at the top of the Premier League table.
But whatever happens this weekend, it’s unlikely to pass off without incident.
There have been many memorable Mourinho moments against Liverpool from his rivalry with Rafael Benitez in the mid 00s to derailing their League title push in 2014.
So it would be no surprise if the self-styled Special One is the man that finally ends Liverpool’s unbeaten league run, which stands at 37 games.
talkSPORT.com has taken a look at Mourinho’s successes, failures and, of course, controversies with Liverpool over the years.
Will he add another memorable moment vs Liverpool on Saturday?
Jamie O’Hara: ‘Liverpool a bigger club than Man United, Chelsea the biggest club in London’
Shush! – League Cup final 2005
Mourinho’s rivalry with Liverpool was definitely at its most intense when he was in charge of Chelsea for the first time.
And the feud arguably started when the Blues beat the Reds in in Cardiff.
Liverpool had led from the first minute but a second-half own goal by Steven Gerrard ensured the game went to extra-time.
What Mourinho did after the equaliser incensed the travelling Liverpool fans.
The Portuguese proceeded to do a shush celebration at the Liverpool fans sat behind the Chelsea dugout.
And to rub salt in the wound, Chelsea went on to win the final 3-2 thanks to goals from Didier Drogba and Mateja Kezman to secure Mourinho’s first trophy in English football.
Mourinho couldn’t resist winding the Liverpool fans up after his side scored
He was sent off by referee Steve Bennett during the game but he had the last laugh when the final whistle went
The ‘ghost goal’ – Champions League semi-final 2005
But Liverpool got their own back later that season when they overcame Chelsea to reach the 2005 Champions League final.
After playing out a goalless draw at Stamford Bridge, Benitez’s side went through with a 1-0 win in the second leg at Anfield, but the goal was shrouded in controversy.
Luis Garcia’s early effort was adjudged to have crossed the line despite William Gallas’ clearance but replays show the whole of the ball had not actually gone over the line.
The Reds got every man behind the ball for the remainder of the tie and managed to block out Chelsea’s star-studded team thanks to Garcia’s ‘ghost goal’.
Mourinho understandably couldn’t believe that a tie of that importance was decided on a goal that didn’t even go in.
Liverpool fans still maintain the ball went over the line!
Anfield masterclass – Premier League 2005/06
Mourinho’s next trip to Anfield saw Chelsea teach Liverpool a footballing lesson as they ran out 4-1 winners in October 2005.
Didier Drogba was Liverpool’s tormentor-in-chief, playing a part in all of Chelsea’s goals, which were scored by Frank Lampard, Damien Duff, Joe Cole and Geremi.
It demonstrated just how far Chelsea were ahead of Liverpool despite the Reds’ ability to take them on in cup competitions.
And of course, the abuse Mourinho received from Liverpool fans for his over-exuberant celebrations six months earlier didn’t deter him from doing a run and punch in the air as Chelsea scored their fourth goal.
Mourinho never held back from celebrating near Rafa
‘Did the best team win? I don’t think so’ – FA Cup semi-final 2006
Mourinho did the league double on Liverpool in 2005/06 but it was the Reds who did a number on them in cup competitions.
It was the FA Cup this time as Liverpool shattered Chelsea’s dreams of a league and cup double with a 2-1 win at Old Trafford.
Mourinho refused to shake Benitez’s hand at the end of the game and reminded the Spaniard of the gulf between the two teams when speaking to the press afterwards.
He said: “Did the best team win? I don’t think so.
“In a one-off game maybe they will surprise me and they can do it. In the Premiership the distance between the teams is 45 points over two seasons.”
Mourinho came unstuck against Benitez in the Champions League and FA Cup
Stop crying! – 2014
The feud with Liverpool was put on hold after Mourinho suddenly quit Chelsea in September 2007 but he came back to Stamford Bridge six years later.
And his first match against the Reds in his second spell came in December 2013, where Chelsea won 2-1.
Liverpool might have had a penalty late on when Samuel Eto’o appeared to have upended Luis Suarez but the referee wasn’t interested, much to Reds boss at the time Brendan Rodgers’ dismay.
A few weeks later, Mourinho had a pop at ‘crying managers’ trying to influence referees into making wrong decisions.
He never actually named Rodgers, or anyone in that rant, but many viewed it as a jibe at the Northern Irishman.
Did Mourinho have a pop at Rodgers after the game?
Running up the Anfield touchline – 2014
This was the most heart-breaking defeat Mourinho has ever inflicted on Liverpool as it derailed their Premier League title push in April 2014.
Liverpool had to win their final three games to win the league as they hosted a second-string Chelsea side.
The game will always be remembered for the infamous Gerrard slip which let in Demba Ba to open the scoring.
Liverpool huffed and puffed but couldn’t blow down Chelsea’s stout defence and the visitors got them on the counter-attack with Willian sealing the 2-0 win late on.
And in true Mourinho style, he ran up the touchline to celebrate at the pocket of Chelsea fans at the Anfield Road End. Impressive work considering he had apparently been ill in the week leading up to the game…
Mourinho did his fair share of time-wasting in the match too
Klopp’s Liverpool held twice – 2016 and 2017
Mourinho then got even worse in the eyes of many Liverpool fans by joining the old enemy Manchester United in the summer of 2016.
And he frustrated Kopites hugely by grinding out two goalless draws at Anfield in 2016 and 2017.
Klopp needed five attempts before finally getting the better of Mourinho
Sacked in the morning – 2018
Klopp finally got a win at Anfield over Mourinho in December 2018 as Liverpool strengthened their title bid with a 3-1 triumph over the Red Devils.
In contrast, Man United were dropping off badly as Mourinho struggled to get a tune out of the players including star man Paul Pogba.
Chants of ‘sacked in the morning’ ring around the crowd when a manager is under pressure and that is what happened to Mourinho – although he was actually sacked two mornings after the loss.
That was Mourinho’s last match in management before he joined Tottenham in November. Can he get the better of Liverpool this time?
This defeat at Anfield spelled the end of Mourinho at Man United
Saturday is GameDay on talkSPORT as we bring you THREE live Premier League commentaries, including Tottenham vs Liverpool at 5.30pm