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Jurgen Klopp has done a lot right at Liverpool; since the German arrived – in October 2015 – he has transformed a floundering mid-table side into European conquerors.
He has delivered Liverpool their first Premier League title, and the second Champions League title of the modern era arrived on Merseyside under Klopp's watchful eye.
However, with the good times has come some bad – and for every Champions League triumph in Istanbul, there has been a catastrophic failure in Kyiv.
And so, three years on from Loris Karius' howler, we are looking at the top five most painful moments at Liverpool under Klopp.
5 – 2018/19 season
For a moment, on the final day of the 18/19 season, Manchester City allowed Liverpool to dream.
Glenn Murray notched Brighton ahead – and combined with Sadio Mane bagging against Wolves – Liverpool were temporarily at the top of the table.
However, that lasted just 83 seconds when Sergio Aguero fired City level, and the Citizens ran away with the fixture; it wasn't the first time Liverpool had believed, and then promptly been heartbroken, with Vincent Kompany breaking Scouse hearts a couple of weeks beforehand.
Liverpool finished the season on 98 points – a total that would win the league in 25 of the 27 editions of the Premier League.
4 – Virgil van Dijk's injury
Liverpool had the best defence of the 2019/20 season, and fresh off the back of the disappointment of the previous campaign, they steamrolled the league.
This was in large part down to the efforts of Van Dijk – who can count himself as very unlucky not to be awarded the player of the year award.
However, Van Dijk's involvement in this campaign was cut short when he tore his ACL in the Merseyside derby in October.
Van Dijk is yet to return to the first team, and he will miss out on this summers Euro's as a result of the injury.
3 – Llorente sends Atletico through
"They celebrated like they won the tie after the game, so let's see," Andy Robertson told BT Sport after Liverpool and Atletico Madrid's Champions League first-leg.
"They're coming back to Anfield, we know our fans will be there."
Marcos Llorente put Liverpool to the sword as he scored a brace – thanks to a huge assist from Liverpool's Adrian – and Alvaro Morata scored the final goal of the evening.
Deflated Reds fans were left with the image of Diego Simeone charging down the sideline.
2 – Invincibles no more
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Ismaila Sarr singly handily ended Liverpool's dream of an unbeaten season with a virtuoso performance in February 2020.
He scored twice, and Troy Deeney rounded off the evening with a third, as a Liverpool side who had looked untouchable collapsed at Vicarage Road.
Liverpool had set their sites of becoming the second side ever to go undefeated, and they had the points record in their sights: however, neither came off.
1 – Karius in Kyiv
For Liverpool fans, there is one enduring image of the 2018 Champions League final: a broken Loris Karius laid on the turf.
The German made two career-defining howlers as he gifted Karim Benzema Real Madrid's opener, and he then let a soft Gareth Bale strike slip through his fingers.
However, Dr. Ross Zafonte, of Massachusetts General Hospital, suggested that Karius could have suffered a concussion in the early stages of the match.
Either way, Karius hasn't appeared for Liverpool since, however, he has remerged for Union Berlin – who became the second East German side to qualify for Europe this season since the collapse of the Berlin Wall.
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- Premier League
- Jurgen Klopp
- Liverpool FC
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