They will meet for the eight time at Anfield on Saturday as they bring their Liverpool and Manchester United teams together for what remains English football's most mouthwatering clash.
Reds fans will be hoping this record stays intact at Anfield although Mourinho would no doubt be happy to rack up another in the draw column.
Mourinho described some of the Champions League groups as a "joke" after watching his side lose 2-1 in Germany. "This group is very tough. Some of them are a joke but this is the group."
Klopp 1, Mourinho 0
Mezut Ozil's late free kick salvaged a point in the Bernabeu after Dortmund twice led in a game that saw Madrid substitute Gonzalo Higuaín's goal contentiously disallowed for offside.
"We scored three goals" said Mourinho while Klopp admitted: "I was told it wasn't offside." Mourinho also said though: "It was a great game. As a fan I would prefer to see a game like this than the games in some other groups that are like Europa League games" while Klopp said: "I'm sure we will still remember this game in 10 years' time." All hunky dory so far then.
Klopp 1, Mourinho 0 (1 draw)
The game which arguably put Jurgen Klopp (and Robert Lewandowski, who scored all four Dortmund goals) on the European footballing map and the one which sealed Mourinho's fate as Madrid boss as his bid to win them a fabled 'Decima' (10th) European Cup suffered a terminal blow. Temporarily at least.
Mourinho afterwards said: "Dortmund were the best team by far. Many of our boys didn’t perform, many didn’t have a good night. They were stronger collectively and in every individual duel. We had so many difficulties. We couldn’t cope with their counter attack and their transition."
Klopp 2, Mourinho 0 (1 draw)
Two goals in the last eight minutes gave Mourinho his only win over Klopp to date but it wasn't enough to stop Dortmund reaching the Wembley final against Bayern Munich, nor Madrid giving him the sack six weeks later.
Afterwards Mourinho praised his side's efforts in trying to fight back and expressed his disappointment in the failure of one of his "favourite referees" to send off Dortmund defender Mats Hummels.
Klopp 2, Mourinho 1 (1 draw)
Klopp's first league win as Liverpool manager saw Chelsea's disastrous defence of their title unravel further and the first instance of Mourinho criticising Klopp's conversations with the fourth official.
When the Reds boss angrily confronted fourth official Lee Mason after he felt Emre Can had been fouled, Mourinho told the official: “If that was me!” and then ranted “You don't like to speak with me but you like to speak with him” when later told by Mason to return to his seat.
After the match all a stroppy Mourinho would say was “There is nothing to say” and six weeks later there really wasn't as Roman Abramovich sacked him again.
Klopp 3, Mourinho 1 (1 draw)
A run of one win in four matches meant Mourinho was under some pressure ahead of the managers' first Premier League meeting but Klopp stuck up for his counterpart before the match, describing suggestions Mourinho's powers were on the wane as 'bull****'.
Mourinho before the game mocked Klopp's animated touchline manner by waving his arms around in his press conference and saying: "I'm on the touchline to try and coach.. I'm not on the touchline... [doing this]", before sending his team out in an ultra-defensive manner that secured the point they came for but had even United sympathisers questioning the negativity of their approach.
Klopp 3, Mourinho 1 (2 draws)
Zlatan Ibrahimovic's late header salvaged a point for Mourinho's men in a game that saw the two managers exchange heated words on the touchline in stoppage time after Ander Herrera's cynical pull back on Roberto Firmino sparked an altercation which saw both players booked.
“He wanted the minimum of a yellow card, I don't know.” said Klopp afterwards. “I think the ref whistled before anything else happened. In the end it was a yellow card for the guy who wanted to play football.
“He thought I was asking for his player to be sent off, I wasn't” countered Mourinho before trying to claim Liverpool had played as defensively as his side had at Anfield three months earlier.
Klopp also commented after the match: “I read the programme notes and it is the first time that there was nothing about welcome to Liverpool or something like this. That’s the first thing.
"Then I wanted a coffee and in the can was only tea. It’s started already, yeah? It’s all OK. It’s football.”
Klopp 3, Mourinho 1 (3 draws)
So it's clear to see the pot has been boiling since they first met on a touchline in 2012 and as we all know there's plenty of history between Mourinho and Liverpool.
But perhaps, despite the semi-final losses to Rafa Benitez's Reds in 2006 and 2007, it still goes back to 2005 and the 'ghost goal' that Jose still can't get out of his system.
Over the line and far away....