It was perhaps a fitting legacy for Pep Guardiola.
He stood on the cusp of joining a trio of greats in the pantheon on the game. Only Bob Paisley, Carlo Ancelotti and Zinedine Zidane have won this trophy three times.
So when Guardiola managed it twice, in 2009 and 2011, in the first three years of his coaching career, we imagined records would quickly be torn up and re-written by the ambitious young Catalan.
Yet it hasn't been that way. No matter the money he has the spend, no matter the size of the European giant he manages, he can't quite get over the line.