Sports
20 Football Managers With the Most Signings in History [Ranked]
Pep Guardiola, Jose Mourinho and Carlo Ancelotti are among the highest-spending managers in football history, but who has signed the most players?
In today’s game, transfers shape football almost as much as tactics – one successful summer window can completely change a club’s trajectory and transform its fortunes.
With Premier League clubs spending an unprecedented £3.087 billion on new signings in the summer of 2025, the transfer market has never been more influential, especially for managers who regularly overhaul squads rather than work with what they inherit.
As per WinSportsOnline, these are the top 20 football managers with the most signings in history, with Guardiola – the highest-spending manager in football – a notable omission.
20-11. Simeone, Emery and Conte
|
Manager |
Players Bought |
|
20. Diego Simeone |
103 |
|
19. Unai Emery |
104 |
|
18. Felix Magath |
105 |
|
17. Dan Petrescu |
106 |
|
16. Luciano Spalletti |
108 |
|
15. Walter Mazzarri |
109 |
|
14. Antonio Conte |
110 |
|
13. Manuel Pellegrini |
114 |
|
12. Francesco Guidolin |
116 |
11-10. Harry Redknapp and Steve Bruce – 117
Sitting joint-10th in this list are two long-serving English managers in Harry Redknapp and Steve Bruce.
Redknapp in particular was famed for his spending whilst in managerial positions, with his most expensive acquisition being Robbie Keane’s arrival at Tottenham Hotspur in February 2009 at around £14million. Managing over a career span of 34 years, Redknapp made 117 purchases, where he enjoyed a strong managerial career in the Premier League.
He is joined by Bruce. The former Manchester United defender made his managerial bow in 1998, and only left his most recent managerial job in October after leaving League One outfit Blackpool.
His most expensive purchase was Joelinton, whilst in charge of Newcastle, coming in at just shy of £40million.
9. Eusebio Di Francesco – 123
Eusebio Di Francesco is still only 56, but that hasn’t stopped him from managing a plethora of clubs from 2008 until now, where he is currently Lecce boss. They face a battle to stay in Serie A, though that isn’t due to a lack of bringing players in, with 13 joining the club over the course of the season.
Di Francesco has signed six more players than the rest, and he made quite a dent in Roma’s budget when he was gaffer at the Stadio Olimpico from 2017 to 2019.
His most expensive purchase was Patrik Schick, who joined for £39million back in July 2018 – only slightly less than Bruce’s major outlay.
8. Rafael Benitez – 124
Back to another boss who used to manage Newcastle United, and Rafael Benitez is seventh on this list with 124 buys, one more than Di Francesco.
Billed as one of the best young managers in the world when he moved from Valencia to Liverpool – and backing that up with a Champions League trophy – he’s since managed an array of clubs such as Inter Milan, Chelsea, Napoli, and Real Madrid.
Although his career is petering out, not least after a poor stint at Everton, he’s still bought well. Fernando Torres, Xabi Alonso and Javier Mascherano joining Liverpool remain two of his better purchases, though his most expensive was the £34.5million move that saw Gonzalo Higuain join Napoli in 2013.
7. Massimiliano Allegri – 127
Sticking to another Serie A managerial icon, and Massimiliano Allegri smashes the record set by any manager in the top ten.
Cristiano Ronaldo’s move from Real Madrid to Juventus came under Allegri’s spell, costing the Turin club £99million.
Elsewhere, he spent £75million taking Higuain to Juventus from Napoli, whilst another seven signings all cost 40 million euros or more. With 127 purchases, his list looks strong.
6. Carlo Ancelotti – 127
Carlo Ancelotti comes in next with 127. That number won’t increase due to his role as Brazilian national team coach, and although he’ll be looking to add a World Cup to his star-studded list of achievements, the Italian has brought in some top players during his managerial career.
Jude Bellingham’s £105million move from Borussia Dortmund to Real Madrid remains his most expensive, but Ancelotti boasts such an impressive CV. Gareth Bale, James Rodriguez and Arda Guler came under his watch at Real, Alessandro Nesta, Kaka and Thiago Silva joined him at AC Milan, whilst Ramires, Daniel Sturridge and David Luiz joined him at Chelsea.
5. Stefano Pioli – 128
Onto another former AC Milan manager, and Stefano Pioli remains a serial spender.
Ousting Ancelotti by just one signing, incredibly his most expensive signing was the £70million to bring Jhon Duran from Aston Villa to Al-Nassr just over a year ago.
However, the majority of his success came at AC Milan. Tijjani Reijnders, Christian Pulisic, Mike Maignan and Sandro Tonali all joined him at the San Siro – which led to Pioli winning the 2021-22 Serie A title.
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4. Jose Mourinho – 136
The self-branded ‘Special One’ was always going to be on this list, and boasting a similar career path to Ancelotti, his move to Chelsea coincided with Roman Abramovich being wiling to get the chequebook out at Stamford Bridge.
Didier Drogba, Michael Essien, Ricardo Carvalho, Paulo Ferreira, Arjen Robben, Petr Cech – the list goes on as Chelsea stormed English football.
But delving deeper into his career, it was in the 2010s that Jose Mourinho properly spent money, especially at Manchester United. Their purchase of Paul Pogba broke the transfer record, whilst Romelu Lukaku and Fred broke the £50m barrier.
Add the signings of Luka Modric, Angel di Maria and Mesut Ozil to his Real Madrid days – and it’s no wonder everyone wanted to play for the Portuguese legend.
3. Claudio Ranieri – 139
Premier League winner with Leicester City, Italian tactician Claudio Ranieri perhaps has the broadest career path on this list, having signed 139 players across 15 different clubs.
Ranieri managed sides in England, Spain, Italy and France during his 39-year coaching career, and most recently was at Roma, where he served as a senior advisor, working alongside manager Gian Piero Gasperini.
Three of Ranieri’s most expensive signings came during his time at Monaco – James Rodriguez, Radamel Falcao and Joao Moutinho – while the remaining two were Hernan Crespo at Chelsea and Islam Slimani at Leicester.
2. Jorge Jesus – 145
Former Benfica and Sporting CP manager Jorge Jesus is now in charge of Saudi Pro League side Al-Nassr, where he coaches the likes of Cristiano Ronaldo, Sadio Mane and Joao Felix.
The 71-year-old spent most of his coaching career in Portugal, where he led Benfica to three Primeira Liga titles and won the League Cup six times – more than any other manager in history.
Unsurprisingly, all six of Jesus’ most expensive signings were made during his time at Al-Hilal, with the top five being Neymar, Malcom, Ruben Neves, Aleksandar Mitrovic and Sergej Milinkovic-Savic.
1. Gian Piero Gasperini – 172
Roma manager Gian Piero Gasperini has made more signings than any other manager – a remarkable 172 – during his three decades on the touchline.
The 68-year-old tactician has spent his entire managerial career in Italy, including nine seasons at Atalanta, where he guided the club to the Europa League title in 2023-24.
Gasperini has also managed Crotone, Genoa, Inter, Palermo and Juventus’ youth side, before being appointed Roma manager in June 2025 on a three-year deal.
His most expensive signing remains El Bilal Toure, who joined Atalanta for €30m in 2023, with Gianluca Scamacca, Mateo Retegui, Raoul Bellanova (all Atalanta) and Wesley (Roma) completing the top five.
Data via WinSportsOnline – correct as of 27/04/26
Sports
Rules Expert Casts Verdict as Scotland Are Denied Penalty vs Morocco
Scotland’s World Cup campaign suffered a setback as they were beaten 1-0 by Morocco in Boston, with Steve Clarke’s side struggling to find a way past the Africa Cup of Nations holders.
Ismael Saibari settled the contest inside the opening two minutes, lashing in what proved to be the only goal of the match and leaving Scotland chasing the game from start to finish.
Clarke’s men found it difficult to break down a well-organised Moroccan side and rarely threatened in front of goal, with clear-cut chances few and far between.
There was also drama in the box on more than one occasion, with Scottish fans believing they should have been awarded a penalty on more than one occasion. Those moments have since become the main talking point from the match, with the ITV panel left divided on whether Scotland should have had something to show for their efforts.
Christina Unkel Slams Missed VAR Call
McTominay drove into the Moroccan box before being tackled from behind by Neil El Aynaoui. VAR ruled that the midfielder had got a touch on the ball, though replays appeared to tell a different story. ITV referee analyst Christina Unkel was adamant a penalty should have been given, as quoted by The Mirror:
“The first thing you’re looking for as VAR is any touch on that ball and the answer is no.
“We saw that second replay there and exactly what I was looking for, there was no contact on that ball. There is a trip up from behind, contact on the left lower leg.
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“For this, I do think there is a missed incident from the VAR to recommend a penalty as well as the referee to not make a decision on penalty. I know this referee is calling a more physical game but it is a very clear penalty in my opinion.”
Fellow pundit Ally McCoist agreed. “I did say when I watched it second time there is a challenge on the left leg. But I did say I’m enjoying the referee allowing the game to go. However, Christina is right, he did get that one wrong.”
Roy Keane and Ange Postecoglou Disagree
Not everyone in the studio was convinced, though. Roy Keane felt McTominay went down too easily, saying:
“I don’t think it was a penalty. As simple as that. He was kind of looking to go down. I think he was looking to go down. There’s a difference.”
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Ange Postecoglou backed his fellow pundit’s view: “The Moroccan penalty gets his leg out, but I don’t think that’s enough to be a penalty. He does get across him, but not for a penalty, I think he was going down anyway.”
It wasn’t the only contentious moment of the match either. Early in the second half, John McGinn went down under a challenge from the same Moroccan defender after breaking into the box, but referee Ilgiz Tantashev again waved play on.
Scotland now face a tough task to reach the knockout stages, with Brazil up next in their final group game on the 24th of June.
Sports
Lionel Messi’s Barcelona Goal That Thierry Henry Said ‘Was Not Normal’
Summary
- Lionel Messi’s ability to score wonder goals sets him apart from other world-class players.
- Thierry Henry considers a lesser-known Messi goal to be the best he’s ever seen.
- Messi’s unmatched control and skill make him a once-in-a-lifetime talent.
Lionel Messi has made scoring wonder goals a formality throughout his remarkable career. If you were to rank the 30 greatest goals that the eight-time Ballon d’Or winner has ever netted, you could rest assured that most world-class players could only dream of scoring one of them.
Particularly during his pomp, Messi had an uncanny ability to dribble past opponents like they weren’t even there – and that led to him scoring a truly astonishing number of individual goals. This is just one of many reasons that has led to many regarding the Argentine as the greatest player of all time. He even had some of the incredible teammates he shared a dressing room with during his career in complete awe at times.
This is proven by Thierry Henry’s recalling of his favourite goal scored by his former Barcelona colleague. The Frenchman is one of the best players to have graced a football pitch in the past 20 years, meaning his praise is hard to earn and very complimentary to earn.
Great Goalscorer and Scorer of Great Goals
Messi has scored a host of iconic stunners
Everyone remembers the Diego Maradona-esque run against Getafe and that might well endure as his finest-ever strike, but that booming zenith of Messi’s career was jam-packed full of goals where he breezed past multiple defenders. And that’s why Messi is arguably completely unique in the fact that one of his so-called forgotten goals could possibly be heralded by somebody as one of the greatest that they’ve ever seen.
Not just any old person, either, because none other than Henry considers a stunner that you don’t necessarily see populating top ten lists to be the finest Messi strike he’s ever laid his eyes upon. Yep, the man widely regarded as the greatest player in Premier League history has a slightly unorthodox choice when it comes to the GOAT’s best-ever goal – although it makes complete sense when the Frenchman breaks it down.
You scored
out of 20
Henry on His Favourite Messi Goal
Frenchman blown away by goal that wasn’t ‘normal’
Speaking during the 2018 film ‘Take The Ball, Pass The Ball,’ Messi’s former teammate recalled an astonishing finish from the Argentine wizard during a La Liga clash with Malaga in the 2008-09 season. And more so than Messi’s goal against Getafe, Henry felt particularly blown away by how Barcelona‘s all-time record scorer left everybody for dead with blink-and-you’ll-miss-it footwork.
Henry explained: “The best goal I’ve seen him score was against Malaga at home because that defied logic what he did. Diagonal ball, he controls it on his chest, runs at full speed. First player goes, the second player is just behind. He takes another step, that player can clear the ball.
“If he’s got the ball on his left foot here, how do you go back with that same leg and touch the ball in the air, in between the two to make sure that guy doesn’t touch it – and then almost fail but smash it into the top corner. That’s not normal.”
Watch the goal in all its glory below:
Leo Messi – A Once-in-a-Lifetime Talent
You know that your body of work is mind-blowing when you can score a wonder goal that simultaneously gets lost in the shuffle and is considered by Henry as the greatest he’s ever seen. And you can easily see why Henry felt particularly enamored with that often forgotten Messi strike, because to be so masterfully in control of the ball against so many opponents and with so little time is beyond our comprehension.
We really are blessed that when the sad, sad day comes when Messi hangs up his boots, we can be safe in the knowledge he’s left us with so much to remember him by that even moments of generational genius can slip our minds. He really has been a once-in-a-lifetime talent.
|
Lionel Messi’s Barcelona Statistics |
||
|---|---|---|
|
Season |
Games |
Goals |
|
2004-05 |
9 |
1 |
|
2005-06 |
25 |
8 |
|
2006-07 |
36 |
17 |
|
2007-08 |
40 |
16 |
|
2008-09 |
51 |
38 |
|
2009-10 |
53 |
47 |
|
2010-11 |
55 |
53 |
|
2011-12 |
60 |
73 |
|
2012-13 |
50 |
60 |
|
2013-14 |
46 |
41 |
|
2014-15 |
57 |
58 |
|
2015-16 |
49 |
41 |
|
2016-17 |
52 |
54 |
|
2017-18 |
54 |
45 |
|
2018-19 |
50 |
51 |
|
2019-20 |
44 |
31 |
|
2020-21 |
47 |
38 |
Lionel Messi Net Worth and Current Salary (2024)
Everything you need to know about Lionel Messi and his net worth, taking into account his current salary, endorsements and more.
Henry: Don’t Try and Copy – He is Messi
Only Messi can get away with walking during matches
Henry was asked about his experience of playing and training alongside Messi at Barcelona by Gary Lineker on the Rest Is Football podcast. The Arsenal legend, who played alongside the Argentine at Camp Nou between 2007-2010, admits the diminutive genius was on a totally different planet to everyone else.
He said: “I’ve seen a lot. I, myself, did a lot. This guy, it is not normal. I know people will say ‘he walks…’. Do you know how hard it is to carry a ball on every single action?” Lineker added: “It’s gruelling.” Henry continued: “Every. Single. Action.
“I don’t like when people don’t balance it out. He walks when he doesn’t have the ball. Maybe sometimes, maybe a lot sometimes. Can we talk about when he has the ball, then? Because every single time, he’s accelerating, turning, stopping, going, getting kicked, getting up. Do you know how hard it is on your body to do that? So, carry a ball on the grass, getting kicked, having vision, protecting it, running on one leg…. can he maybe walk sometimes? If you make me win, you can walk anywhere [laughs]. Only him, though. Youngsters, don’t do that. Don’t walk! We’re talking about Messi.”
Watch that clip below:
Messi Has no Plans to Retire
Despite his advancing years, he plans to continue playing
Messi is now 38 years old and enjoying his football again after leaving Paris Saint-Germain for Inter Miami. While Qatar 2022 was expected to be Messi’s final appearance at a World Cup, Messi was still playing at a high enough level to represent La Albiceleste at the next showpiece international tournament in 2026, which was held in Mexico, Canada, and the United States – where he now resides.
Asked about his plans for the future during a 2024 interview, per SPORT, Messi said: “I haven’t thought about it and I don’t want to think about it either. I want to continue enjoying what I do. I took an important step leaving Europe behind. I don’t want to think about the next step, I want to enjoy what I like most, which is playing. It’s a job that I love, I’m lucky. I have responsibilities. I don’t know what I will do, I like everything related to football, I like being with kids, teaching, also being a sporting director, but I don’t know where I’m going to go.”
Kevin-Prince Boateng’s Wild Story About Lionel Messi Before Barcelona Match
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All statistics in this article are courtesy of Transfermarkt. Correct as of 20/06/2026.
Sports
Mesut Ozil Named English Icon Wayne Rooney As ‘One of the Best’ Ever
For a period, there was no better playmaker in world football than Mesut Ozil. After impressing at Werder Bremen, he earned a big-money move to Real Madrid and later joined Arsenal, proving to be a true ‘assist king’ as he won major honours with the two European giants.
With the DFB-Pokal, a La Liga title, a Copa del Rey win, and four FA Cups under his belt, the best moment of his career came in 2014 as he won the World Cup in Brazil with Germany. The five-time national team Player of the Year was a key part of that team, starting every game across the tournament.
For many, he ranks among the best passers in football history, making Ozil a legend of the modern era. There was, however, one Englishman who really impressed the German over the years.
Ozil Was Impressed by 120-Cap England Hero
Across his career, Ozil took on Manchester United 14 times. Those encounters appeared to help him form a strong respect for Wayne Rooney. The iconic Englishman scored 53 goals in 120 games for the Three Lions, having also won five Premier League titles during his time at Old Trafford.
He left a big impression on Ozil, who referred to Rooney as ‘as one of the best’ ever in English football history when he decided to retire in 2021. Indeed, the German posted a picture of himself and his former rival, with the caption:
“Congrats on your incredible football career Wayne Rooney! You will always be remembered as one of the best in English football history. Good luck on your new chapter.”
That wasn’t the only time he praised the former Man Utd ace either, as he also later wrote online: “One of the greatest players in Premier League history and English national team.
“He’s been world-class at his peak. And I think he will be a great coach as well!”
Wayne Rooney Wanted Ozil at Man Utd
It turns out, the feeling was mutual as Rooney once even suggested Manchester United sign the German icon. Perhaps unsurprisingly, it didn’t go down too well with manager Sir Alex Ferguson, who didn’t like being told what to do. The iconic coach may have regretted that, but he didn’t let that show as he recalled the incident in his autobiography:
“Wayne said that we should have pursued Mesut Ozil, who had joined Real Madrid from Werder Bremen. My reply was that it was none of his business who we should have gone for.
“I told him it was his job to play and perform. My job was to pick the correct teams. And so far I had been getting it right.
“Well, he was not on our radar at the time. Ozil when at Werder Bremen played wide right, then towards the end of the season played him off the front. He went to South Africa and did very well. But wasn’t on our radar. But I explained to Wayne and we get most of our decisions right.”
It certainly would have been exciting to see Ozil share the pitch with Rooney at Old Trafford, but Arsenal fans will be delighted that Ferguson was too stubborn to take on Rooney’s advice.
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