Jose Mourinho and Jurgen Klopp will face off for the sixth time when Liverpool take on Manchester United on Monday night, with Klopp winning three of their five previous meetings, compared to Mourinho's one. In fact, the only match Mourinho has won was when Real Madrid were 4/7 favourites in the second leg of a Champions League semi-final, having lost the first leg 4-1.
Assuming a £25 stake, if you would have bet on Mourinho's teams in all five of those matches against Klopp you would have made a loss of £85.72. Delving slightly deeper than that, your Return on Investment (ROI) would be a massively unhealthy -88.58%.
Based on those matches, Klopp seems to have the upper hand over Mourinho - in all of them, Klopp's teams were pre-match underdogs.
The first was a Champions League match between Dortmund and Real Madrid in October 2012. Klopp's tactics came out on top that night, with Mourinho's side having more possession but Dortmund eventually coming out on top thanks to goals from Lewandowski and Schmelzer.
Their second meeting was the return match between the two sides in Group D, just one month later. They shared the spoils in that match, producing a hugely entertaining 2-2 draw at the Bernabeu.
Next were the two Champions League semi final legs in the same season. The home leg went Klopp's way with Dortmund demolishing Real Madrid's vulnerable defence, running out 4-1 winners.
In a match where Real threatened to do the hugely improbable, ultimately they fell short with a 2-0 home win in the second leg of that tie.
Mourinho and Klopp's most recent meeting was at Stamford Bridge in October 2015, with Liverpool winning 3-1. Chelsea opened the scoring with Ramires but Liverpool turned on the style in the second half and inflicted more pressure on the beleaguered Chelsea manager.
Putting aside the manager records, Liverpool have been in stunning form in recent weeks and go into the match as best odds 5/4 favourites at Anfield. Man United will be looking to get thir title challenge back on track and go into the match at best odds 13/5, while the draw is also 13/5.