Roberto Di Matteo is one of the more surprising winners of the Champions League, having only served as Chelsea's caretaker manager. He led the Blues to the trophy, overcoming Barcelona in the semi-finals and edging out Bayern Munich on penalties in a thrilling final.
Raymond Goethals became the first coach to win the Champions League after its rebranding in 1993, guiding Marseille to victory against AC Milan while overcoming disappointment from previous final losses.
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