Well, fortunately for the 'Special One', he's not had to live without titles for too long at any stage of a glittering career that has seen him bring success and silverware to Porto, Chelsea, Inter Milan and Real Madrid.
The 2-0 win over Tottenham at Wembley was the 21st major trophy of Mourinho's career and means he has collected a winner's medal on average every 35 matches during his career.
But how does the Chelsea boss compare with the greats of football management on that score?
JOSE MOURINHO
Matches: 727 Trophies: 21 - Trophy every 34.6 matches
The Portuguese has enjoyed success everywhere he has managed, starting with delivering two league titles, the UEFA Cup and the Champions League to Porto at the beginning of his career.
Arriving at Chelsea in 2004, he proclaimed himself the 'Special One' and was able to live up to his reputation with two Premier League titles, the FA Cup and two League Cups.
Similar success followed at Inter Milan, whom he led to two Scudettos, the Coppa Italia and the Champions League in 2010.
Mourinho found things more difficult at Real Madrid but did claim the league title in 2012 and the Copa del Rey in 2011.
The Capital One Cup success last weekend was his first piece of silverware since returning to Stamford Bridge in the summer of 2013.
HONOURS
Porto: Primeira Liga 2002-03, 2003-04; Taca de Portugal 2002-03; Supertaca Candido de Oliveira 2003; Champions League 2003-04; UEFA Cup 2002-03
Chelsea: Premier League 2004-05, 2005-06; FA Cup 2006-07; League Cup 2004-05, 2006-07; Community Shield 2005
Inter Milan: Serie A 2008-09, 2009-10; Coppa Italia 2009-10; Supercoppa Italiana 2008; Champions League 2009-10
Real Madrid: La Liga 2011-12; Copa del Rey 2010-11; Supercopa de Espana 2012
Chelsea: League Cup 2014-15.
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