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In 2009, a fresh-faced Pep Guardiola did the unthinkable, winning the Champions League in his first-ever season as manager. Manchester United were Barcelona's victims in the final, with a toe-poke from Samuel Eto'o and a back-post Lionel Messi header seeing the Blaugrana to victory at Stadio Olimpico.
Two years later, Guardiola would lift the famous trophy for a second time as United were again their unfortunate opponents in the final. This time, Barca put on an exhibition, romping to a 3-1 victory thanks to goals from Messi, Pedro and David Villa. At full-time Sir Alex Ferguson conceded that Guardiola's side was the best he had ever faced and it seemed that the European trophies would just keep on flowing for the Catalan.
However, since that fateful night, Guardiola has had 10 attempts to clinch a third Champions League crown and failed every single season. There's been plenty of times throughout the period when it seemed certain that the drought would end, only for his teams to somehow manage to grab defeat from the jaws of victory.
His own overthinking has played a role too, with Guardiola remaining obsessed with adding another European Cup to his bulging trophy collection. Below, GOAL ranks the legendary coach's worst Champions League eliminations as he looks to avoid history repeating itself against Real Madrid on Wednesday...