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Ranked! The 12 best managers never to win the Champions League

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6. Max Allegri (Milan, Juventus)

Max Allegri

Allegri’s appointment was greeted with scratched heads – and even some chucked eggs – when he was given the Juventus job in 2014. After all, his spell at Milan had started with a Serie A win in 2011, but eventually saw him sacked with a disorganised club in 11th. Yet Allegri has extended Juve’s domestic dominance while turning them a European force.

He has masterminded wins over the best sides in Europe and led the Old Lady to two Champions League finals in 2015 and 2017, despite losing key players such as Paul Pogba. If Cristiano Ronaldo can deliver the trophy the 51-year-old craves, Allegri will take his name off this list and cement his place as one of Europe’s best modern managers.

5. Bobby Robson (Porto, Newcastle)

Bobby Robson

England’s greatest managerial export. The avuncular Robson took the Three Lions to a World Cup semi-final and won a host of competitions in England, Portugal, Spain and the Netherlands – all while not actually knowing the first names of any of his players.

His success in European competition wasn’t to be sniffed at either. A UEFA Cup victory with Ipswich in 1981 was followed by a 1997 Cup Winners’ Cup triumph through a Ronaldo-inspired Barcelona. There was a nice Indian summer to his career too, as Robson led his hometown club Newcastle into the Champions League twice, back when Mike Ashley was still in his nappy power-drinking milk.

4. Jurgen Klopp (Borussia Dortmund, Liverpool)

Jurgen Klopp

A narrative around Klopp, during his time at England at least, is that he can’t quite win the big one. Yet to lose two Champions League finals – as Klopp has done in 2013 and 2018 – you have to reach two Champions League finals. And as few were tipping Borussia Dortmund nor Liverpool for those spots when their respective seasons began, it’s definitely European overachievement.

On top of that, Klopp has proved his credentials as a winner in Germany. Back-to-back Bundesliga titles, plus a DFB-Pokal, is a hell of a feat in the (often) one-horse race that is the German league. It was also achieved with the breathtaking, heavy-metal football he’s brought to Liverpool.

As with Allegri (another double Champions League runner-up), a win in this competition will cement Klopp’s greatness.

3. Valeriy Lobanovskiy (Dynamo Kiev)

Valeri lobanovsky

“Lobanovskiy's influence on me was so profound that I still often see him in my dreams,” said Andriy Shevchenko, one of the Ukrainian master’s most famous pupils. But you could fill a library with tributes to a coach who defined that hackneyed phrase: he was ahead of his time.

A believer in science, analytics and periods of high-pressing intensity, Lobanovskiy managed the Soviet Union at two World Cups and took them to the runners-up spot at Euro ‘88. Yet it’s his three spells at Dynamo Kiev that define him, involving 13 league titles, plus two Cup Winners’ Cups triumphs.

He’d probably top this list if he’d reached a European Cup/Champions League final. However, the closest Lobanovskiy got was in 1999 when he led a brilliant Kiev side spearheaded by Shevchenko to the semi-finals, and an agonising, 4-3 aggregate loss to Bayern Munich.

2. Arsene Wenger (Monaco, Arsenal)

Arsene Wnger

Forget the last decade of slow decline at Arsenal (albeit a slump which involved three FA Cup wins): Wenger had established his greatness by then. A trio of Premier League titles – two doubles plus an unbeaten season – were achieved with dazzling elan, and on a relative budget that shamed some of Europe’s biggest spenders.

Wenger helped modernise Arsenal, yet his European record was curiously mixed. There were remarkable victories – a 5-1 destruction of Inter, a win over Real Madrid at the Bernabeu – but never a triumphant campaign.

Arsenal under Wenger reached the UEFA Cup final in 2000 (a shootout loss to Galatasaray) and the club’s first Champions League final in 2006 (a 2-1 loss to Barcelona). Close, but no cigar for a manager who's racked up more Champions League wins than anyone aside from Alex Ferguson and Carlo Ancelotti.

1. Diego Simeone (Atletico Madrid)

Diego Simeone

Simeone is 48 years old with plenty of time to define his managerial legacy. Yet, judging strictly on which managers have come closest to a Champions League victory only to have it snatched away, he tops this list at a canter.

Simeone was twice a hair’s breadth from winning Europe’s top prize (we don’t mean the song contest, although we wouldn’t put that past this fearsome competitor). In 2014, Atletico were 1-0 up over Real Madrid until Sergio Ramos equalised three minutes into injury time. A knackered Atleti were punished in extra time.

Los Colchoneros came even closer two years later, losing to Madrid on a penalty shootout. Agonising, yet Simeone has proved he’s not just a nearly man. He beat Real in the 2013 Copa del Rey Final, then broke the Spanish duopoly with a La Liga victory in 2014. A pair of Europa League wins (2011 and 2018) underline that he’s a special coach, albeit one still lacking a certain big-eared trophy for now.

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