Jose Mourinho, one of the most successful managers in modern football, is reported to have cried only once in his managerial career, according to reports.

Despite the highs and lows of his lengthy career, the Portuguese tactician has earned the nickname "The Special One" due to his impressive managerial achievements.

Over two decades, he has won a staggering 27 trophies, according to Sportbible.

Mourinho's most recent triumph came in Rome in 2022, when he helped Roma win the inaugural Europa League Conference trophy.

The Serie A giants defeated Feyenoord 1-0 in the final of the competition, marking Mourinho's fifth European title success. At the time, the 60-year-old was spotted shedding tears of joy.

Mourinho in tears after breaking win record

Although Mourinho has had many moments of success, he has also experienced disappointment throughout his career. In 2012, he watched his Real Madrid side crash out of the UEFA Champions League in the semi-final stage, causing him to cry for the first and only time after a defeat in his managerial career. Speaking to Marca in 2020, Mourinho revealed that he wept after the defeat but acknowledged that it was a part of football.

"Cristiano, Kaka, Sergio Ramos... three complete monsters of football; there's no doubt about that, but they're also human," he said. "That night was the only time in my career as a coach that I've cried after a defeat. I remember it well... Aitor [Karanka] and I pulled up in front of my house in the car, crying... It was very hard because we were the best that season."

and Sergio Ramos

In addition to his achievements on the pitch, Mourinho has a reputation for making sly comments and criticisms towards other managers. Recently, he took a dig at Maurizio Sarri, the manager of Lazio, Roma's cross-city rivals. The two teams are currently competing for a top-four finish in Serie A, and with only a handful of games left to play, the race is intense.

Mourinho and Sarri Maurizio

Mourinho's team was initially part of the top four, but that changed after Juventus' 15-point reduction was reversed by the league.

Despite his reputation for controversy, Mourinho's impressive managerial record cannot be denied. His ability to win trophies and guide his teams to success has earned him a place among the greats of modern football.

Although he may have shed tears of joy or disappointment only once in his career, Mourinho's passion for the sport and his determination to succeed remain a constant.

Mourinho began his managerial career in 2000 with Benfica, but he only spent a short time at the club before moving to Uniao de Leiria, where he spent two seasons. In 2002, he moved to Porto, where he enjoyed his first major success, winning the UEFA Cup in his first season.

After winning the Portuguese league title two years in a row, Mourinho moved to Chelsea in 2004, where he made an immediate impact. He won the Premier League title in his first season, setting a record for the most points in a season and the fewest goals conceded.

He also won the League Cup in his first season, and the following year, he won the Premier League title again, as well as the FA Cup.

In 2007, Mourinho left Chelsea and moved to Inter Milan, where he won the Serie A title in his first season. The following year, he won the treble, which included the Serie A title, the Coppa Italia, and the UEFA Champions League.

Mourinho then moved to Real Madrid in 2010, where he won the La Liga title in his second season.

After three seasons at Real Madrid, Mourinho returned to Chelsea, where he won the Premier League title in his first season back at the club.