Ranking the 5 Football Managers With the Most Wins in the 21st Century

Ranking the 5 Football Managers With the Most Wins in the 21st Century

Isaac Darko
updated at May 9, 2024 at 7:55 PM
  • Carlo Ancelotti has now reached his sixth Champions League final
  • The Italian boss has surpassed all other coaches in football history
  • Here are the five managers with the highest wins in the 21st century

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The 21st century has witnessed an abundance of world-class football managers, often serving as the defining factor between a good team and a great team.

While their philosophies and play styles may vary, a manager's effectiveness hinges on their ability to utilise available personnel for the maximum outcomes.

Carlo Ancelotti, Pep Guardiola, and Jose Mourinho are among the top managers with the most wins in the 21st century.
Carlo Ancelotti, Pep Guardiola, and Jose Mourinho are among the top managers with the most wins in the 21st century. Photos by Jean Catuffe/Chris Brunskill/Ivan Romano.
Source: Getty Images

Across Europe, numerous coaches have achieved success both domestically and in continental competitions.

Champions League fixtures are a spectacle, offering fans the opportunity to witness top managers strategise against each other.

Sports Brief highlights the five managers with the highest win counts in the 21st century.

Managers with most wins in the 21st century

Jurgen Klopp

Liverpool supporters are still grieving the news that Jurgen Klopp will be leaving Anfield at the end of the season, with the German having completely revolutionised the Reds since his arrival in 2015.

The Premier League will miss his high-energy, relentless football approach and the Reds will have a job on their hands to replace his brilliance in the dugout.

The German has secured 520 victories in his coaching career.

Arsene Wenger

Arsene Wenger revolutionised Arsenal's footballing style after taking charge in 1996.

Implementing new training, dietary, and scouting methods, he ushered in a beautiful brand of football that propelled the Gunners to their most successful era in the Premier League.

Wenger's team famously went unbeaten in the 2003-04 season, earning the moniker 'The Invincibles'. In the 21st century, the French coach managed 1,002 games for Arsenal, securing 588 wins along the way.

Jose Mourinho

Jose Mourinho made waves by winning the UEFA Champions League in 2004 before taking the helm at Stamford Bridge. Breaking the Premier League's duopoly, he transformed Chelsea into a dominant force.

The Special One later led Inter Milan to their own Champions League victory in 2010 before managing Real Madrid, Manchester United, and Tottenham Hotspur.

Recently sacked by AS Roma, he still guided them to UEFA Europa Conference League success last season, per TalkSPORT.

With 596 wins in the 21st century, Mourinho's impact on the game is undeniable.

Pep Guardiola

Pep Guardiola is hailed as one of football's greatest tacticians. He began his managerial journey with Barcelona, securing a historic continental treble in his debut season.

Despite a highly successful stint with Barca, claiming three La Liga titles and two Champions League titles, his tenure at Bayern Munich fell short of those standards despite three Bundesliga trophies.

Guardiola's current tenure at Manchester City has been remarkable, securing the Premier League title four times in the last five seasons. With 649 wins under his belt, the former Spanish international continues to leave his mark on the sport.

Carlo Ancelotti

Carlo Ancelotti, renowned for his stellar career as both player and coach, recently led Real Madrid to victory in both La Liga and the Champions League for the 2021-22 season. He's led them to another La Liga triumph and booked a Champions League final berth this season, per GOAL.

Known affectionately as 'Don Carlo', the Italian maestro has overseen numerous top clubs including Juventus, AC Milan, Chelsea, PSG, Bayern Munich, and Napoli.

With a record four UEFA Champions League titles, he is the most decorated manager in the competition's history. Having managed over 1,000 matches in the 21st century, Ancelotti boasts an impressive tally of 691 wins.

Ancelotti claps back at Thomas Tuchel

Sports Brief also recently reported that Ancelotti snapped back at Thomas Tuchel and Bayern Munich's assertions regarding the contentious offside decision during Wednesday's Champions League semi-final clash.

The veteran Italian coach, set to make a record-extending sixth appearance in the UCL final on June 1, disagreed with the insinuations and even highlighted instances where he believed decisions went against his team.

Isaac Darko photo
Isaac Darko
Isaac Darko is a La Liga, Ligue 1 and Bundesliga editor at Sports Brief with a Degree in Journalism and Communications from Ghana Institute of Journalism (2010)