Jose Mourinho is one of the most successful managers in world football, having won 25 major honours at the likes of FC Porto, Chelsea, Inter Milan, Real Madrid and Manchester United, however, despite his incredible CV, the Portuguese manager is arguably under as much pressure and criticism as ever, having gone through the longest phase of his managerial career without a trophy.
Life started well for Mourinho at Tottenham Hotspur, as he managed to get them into the Europa League last campaign, whilst this season they lead the Premier League up until their 2-1 loss at Anfield on 16th December, now, they currently find themselves in eighth position, 14 points behind league leaders Manchester City.
Since then, however, Spurs have made it to the Carabao Cup final against Manchester City, which will take place at Wembley Stadium in April. This could present itself with the best chance Tottenham have had of winning a trophy since they last won this competition against Chelsea in 2008.
The Europa League is also a competition which will become vital to Tottenham later on in the season, as due to their faltering league form since midway through the festive period, this may be their only way of qualifying for next season’s UEFA Champions League.
This season could have eerily similar comparisons to Mourinho’s first at United, where he won the Carabao Cup final against Southampton, as well as the UEFA Europa League final against Ajax, which ultimately saw United qualifying for the Champions League that season, following a sixth-placed in the Premier League.