Manchester City crashed out of the Champions League last 16 on Wednesday - condemning Pep Guardiola to his earliest ever tournament exit as a coach.
Tiémoué Bakayoko's late goal saw Monaco beat City 3-1 at the Stade Louis II, with the 6-6 aggregate scoreline taking the Ligue 1 side through on away goals.
First time Pep hasn't got to Champions League semis
Since his managerial debut in Europe's premier club competition with Barcelona in 2008/09, Guardiola had never previously failed to reach the semi-finals.
During his four-year stint as Barça boss, Guardiola was twice a Champions League winner in 2009 and 2011, and made it to the last four in 2010 and 2012.
And in each of his three continental campaigns as Bayern Munich coach - 2013/14, 2014/15 and 2015/16 - the 46-year-old registered semi-final finishes.
City create Champions League history
In another unwanted tournament first, City became the only team so far to have lost a Champions League knockout tie after scoring five in the first leg.
Champions League and Europa League Draw Coverage
5 – Man City are the first team in Champions League history to be eliminated in a knockout tie after scoring 5 goals in the first leg. Wild.— OptaJoe (@OptaJoe) 15 March 2017