The 7 worst deals of Mourinho's coaching career

In his coaching career, Coach Jose Mourinho has successfully recruited many impressive names, but alongside those successes, he has also spent money lavishly on acquiring contracts that turned out to be disappointing. Here are Mourinho's worst deals.

Top 10 stars abandoned by Real Madrid

Top 10 outstanding transfers in Premier League history

Joe Rodon

When Tottenham Hotspur signed Joe Rodon from Nottingham Forest in 2020, they received positive reviews, considering it a wise investment. However, Rodon failed to shine at Tottenham as Jose Mourinho didn't utilize him regularly. The Welsh defender regained form on loan at Leeds United after an unimpressive stint in France with Rennes.

Ricardo Quaresma

The 2008 acquisition of Ricardo Quaresma was one of Inter Milan's failed signings. Struggling to secure a starting position among stars like Zlatan Ibrahimovic, Samuel Eto'o, and Wesley Sneijder, Quaresma received the "Golden Trash Can" award for the most disappointing player in Serie A at the end of the 2008/09 season. He left Italy in 2010 to join Besiktas.

Steven Bergwijn

Steven Bergwijn had a promising start at Tottenham, notably scoring against Man City and winning the Man of the Match award. However, his inconsistent performances led to his departure to Ajax in July 2022 for £26.4 million after two years with Spurs.

Rui Patricio

Rui Patricio joined AS Roma with significant experience and a strong reputation from his time with Wolves and the Portuguese national team. Despite winning the Europa Conference League in his first season at Roma, his form declined rapidly, contributing to Mourinho's dismissal. Roma aims to sell the Portuguese goalkeeper to recover funds and bolster their budget for a new goalkeeper.

Juan Cuadrado

Chelsea paid £23.3 million (potentially rising to £26.8 million with add-ons) for Juan Cuadrado in 2015 after his impressive performance for Colombia in the 2014 World Cup. Despite being one of Serie A's fastest players, Cuadrado struggled to make an impact at Chelsea, making only 13 Premier League appearances before returning to Serie A with Juventus in August.

Fabio Coentrao

Real Madrid signed Fabio Coentrao in 2011 when Marcelo was becoming one of the greatest full-backs of all time. Coentrao served as a backup in his first season but failed to stand out like Marcelo. The Portuguese left-back played a peripheral role in Real's squad. Real Madrid couldn't offload Coentrao until 2018 after Mourinho's departure.

Andriy Shevchenko

Chelsea's decision to spend big on AC Milan's second-highest scorer of all time after winning the Premier League was typical, aiming for greater success in the Champions League. However, Mourinho wasn't keen on Shevchenko; it was orchestrated by club president Roman Abramovich. The signing marked the beginning of the end. Shevchenko's disappointing performance, with 14 goals in 51 appearances in his first season, led to a loan back to Milan before leaving Chelsea in 2009 to return to Dynamo Kiev.