Massimiliano Allegri: £494m
The Italian was the last manager to guide AC Milan to a Serie A title. However, despite his success at San Siro, he was criticised for letting go of Andrea Pirlo. He was further ridiculed as Milan lost plot following sales of Ibrahimovic and Thiago Silva. Nevertheless, Allegri took over from Antonio Conte at Juve. He has since established Juventus as one of the strongest sides in Europe, masterminding them to their second Champions League final in three years. Allegri has spent more than 400 million Euros in his managerial career with his most expensive signing being Gonzalo Higuain, as the Argentine joined the Old Lady for a whopping 76 million Euros from rivals Napoli last summer.
Louis Van Gaal: £542m
One of the most decorated managers of all time, Louis Van Gaal has managed some of the Europe’s top clubs. He was the manager when Ajax won their last Champions League title. The Dutchman gave the likes of Iniesta and Xavi their debuts. Despite his success in Barcelona and Bayern, he was never away from controversy. He famously fell out with Rivaldo at Barca and with Luca Toni and Miro Klose at Bayern. Van Gaal’s ill-fated tenure at Manchester United came to an end last summer as he was sacked after winning the FA Cup. His most expensive signing, Di Maria, failed to settle in at Old Trafford and left the club after just one season.
Rafael Benitez: £567m
Regarded as one of the best managers during his time at Valencia and Liverpool, Benitez has endured a poor last few years. Just as Napoli were settling in under him, he left the club when Real Madrid came calling. Emotions got the better of Spaniard as he was sacked after just six months, which included a 4-0 thrashing at the hands of Barcelona. He has since guided Newcastle United back to the Premier League after just one season in the Championship. His most expensive signing was Gonzalo Higuain, as Napoli spent 34.5 million Euros for the Argentine.
Roberto Mancini: £580m
Another Italian manager in our list, Roberto Mancini is most known for his time at Manchester City, as he guided the Citizens to their maiden Premier League title in an entertaining fashion. The likes of Aguero, Dzeko, and Toure were the marquee signings under Mancini. However, after a below-par season in 2012-13, he was shown the door. The Italian has also won three Serie A titles with Inter Milan. Since his sacking at Manchester City, Mancini has failed to find stability. He has had brief spells with Inter and Galatasaray. His most expensive signing till date has been Sergio Aguero, who joined from Atletico in a deal worth 38 million Euros.
Claudio Ranieri: £591m
Claudio Ranieri has been at the helm of some of the top clubs in Europe. He has had brief spells with Juventus, Atletico Madrid, Roma and Inter among other clubs. However, it is only at Leicester City did he truly made a name for himself. A club, which nearly escaped relegation a season before, against all the odds went on to win the most competitive league on earth. Ranieri was the mastermind behind the Foxes’ success; however, he was shown the door halfway through the season as Leicester again flirted with relegation. He has overseen the signings of Lampard, Kante, Falcao during his career; however, his most expensive signing is that of James Rodriguez, who joined Monaco from Porto for 38 million Euros.
Arsene Wenger: £626m
Post Sir Alex’s retirement, Arsene Wenger is the most senior manager in English football at the moment. The Frenchman has in many ways changed the face of Arsenal football club since joining the club in ’96. Wenger led the club to successive Premier League titles, including the invincible season of 2003-04. However, a move to Emirates crippled Arsenal’s resources, with Wenger forced to promote youth. With the recent TV deals, Wenger has again been able to spend. The club broke their transfer record when they signed Ozil for 42 million Euros.
Pep Guardiola: £644m
One of the most successful managers of the modern generation, Pep Guardiola has so far won 21 trophies in his career. The Spaniard led Barcelona to a treble in his very first season at the club. He revolutionised the playing style instilling a tiki-taka style, which inspired Spain as they won the World Cup and the Euros. He won a double in two of his three seasons at Bayern. Now at Man City, Guardiola had his worst season as a manager as he finished without a trophy for the first time. His most expensive signing was Zlatan Ibrahimovic, with whom he fell out after just one season.
Manuel Pellegrini: £794m
Manuel Pellegrini oversaw the era of Galacticos at Real Madrid, as the club brought in Kaka, Ronaldo and Xabi Alonso to end Barca’s dominance. The club finished with 96 points, three behind eventual champions Barcelona. Naturally, Pellegrini was sacked. He joined Malaga and guided them to quarter-finals in the Champions League. At Manchester City, the Chilean enjoyed instant success as the club won Premier League in his first season. However, a failure to keep up the impressive performances cost Pellegrini his job as he paved the way for Guardiola. His most expensive signing is Cristiano Ronaldo, who joined from Manchester United for 80 Million Euros.
Carlo Ancelotti: £876m
Ancelotti holds the unique record of having won the league titles in five different nations. After winning two Champions League titles with AC Milan, Ancelotti joined Chelsea. He led the club with a double in 2009/10. However, he was sacked the next season after failing to win a trophy. He later had a brief spell with PSG, before leading Real Madrid to an elusive La Decima. However, to everyone’s surprise, he was sacked. He has since been at Bayern and won the Bundesliga in his first season. His most expensive signing was the then world record signing of Gareth Bale.
Jose Mourinho: £1.08bn
The self-proclaimed ‘Special One’ has had a rough couple of years. Despite winning the Premier League title with Chelsea a season before, he was sacked in January last year as Chelsea struggled to perform. The Portuguese player is known for his pragmatism. Despite his success, there have been qualms about Mourinho’s tactical prowess as he failed to turn around Chelsea’s disastrous run and has even struggled for consistency with United in the Premier League. Paul Pogba is the most expensive player Mourinho has brought, as United paid a staggering 89 Million Euros for his signature.