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Every Tottenham manager of the 21st century ranked by win percentage, including hero some fans want back

Billy Meyers

Wed 12 February 2025 16:40, UK

Tottenham have employed a fair few managers throughout the 21st century so far.

Daniel Levy🌊 has been involved at Spurs for most of this time – when ENIC purchased 29.9% of Tottenham from Alan Sugar in 2001 before a full takeover in 2007 – but the vast turnover of coaches in the dugout has only yielded one trophy, the League Cup in 2008 with Juande Ramos at the helm.

On that note, let’s take a look at every manager Tottenham✤ have employed since the end of the 20th century – ranked by their win percentage.

George Graham

• Games: 108
• Wins: 40
• Win ratio: 37%

🌜George Graham actually won Tottenham a trophy – the League Cup – in 1999 just before the 21st century began.

💯The man from Scotland – who managed Arsenal before arriving in N17 – led Spurs into the 2000s but was sacked on 16th March 2001 for an alleged breach of contract.

🌸Graham’s 40 wins from 108 games earned him a 37% win ratio.

Jacques Santini

• Games: 13
• Wins: 5
• Win ratio: 38.46%

๊Jacques Santini arrived at Tottenham in 2004 immediately after managing France at UEFA Euro 2004.

ꦐThe Frenchman only oversaw 13 games before resigning for personal reasons, but won five to secure himself a 38.46% win ratio.

Juande Ramos

• Games: 54
• Wins: 21
• Win ratio: 38.89%

The aforementioned Ramos – who rates Gareth Bale highly𒊎 – remains the only Tottenham manager to win a trophy in the 21st century.

🍨Arriving in October 2007 after leaving Sevilla, the Spaniard left just 12 months later in October 2008 with 21 wins in 54 attempts, resulting in a 38.89% win ratio.

Glenn Hoddle

• Games: 104
• Wins: 41
• Win ratio: 39.42%

Glenn Hoddle๊ oversaw 104 games as manager of Spurs – after racking up 377 appearances for the north Londoners as a player.

🔜The Englishman won 41 of these 104 outings to cement a 39.42% win ratio.

Martin Jol

• Games: 148
• Wins: 67
• Win ratio: 45.27%

🀅Martin Jol took over in November 2004 after the aforementioned Santini’s resignation.

𝓡The Dutchman remained in the role for almost three years – departing in October 2007 – with a 45.27% win ratio following 67 wins from 148 games.

Nuno Espirito Santo

• Games: 17
• Wins: 8
• Win ratio: 47.06%

Nuno Espirito Santo is currently sitting third in the Premier League🧔 with Nottingham Forest – but was not given much of a chance to impress at Tottenham after his appointment in June 2021.

Position	Team	Played MP	Won W	Drawn D	Lost L	For GF	Against GA	Diff GD	Points Pts
3	Nottm ForestNottingham Forest	24	14	5	5	40	27	13	47

🥀The man from Sao Tome won all three of his first three Premier League games in charge at Spurs – securing the Manager of the Month award for August 2021 – before things turned sour.

🍨Nuno was sacked after just 17 games at the helm – leaving with a 47.06% win ratio following eight victories.

Ange Postecoglou

• Games: 80
• Wins: 39
• Win ratio: 48.75%

Ange Postecoglou🐭 is currently under pressure with Tottenham sitting 14th in the Premier League.

Position	Team	Played MP	Won W	Drawn D	Lost L	For GF	Against GA	Diff GD	Points Pts
14	TottenhamTottenham	24	8	3	13	48	37	11	27

𒈔However, the Australian still boasts an impressive record overall with 39 wins from his 80 games in charge, which have earned him a 48.75% win ratio at the time of writing.

Harry Redknapp

• Games: 198
• Wins: 98
• Win ratio: 49.49%

Tottenham paid £5m to take Harry Redknapp♑ from Portsmouth in October 2008 – and he turned out to be a fine appointment.

﷽The Londoner brought the likes of Jermain Defoe and Peter Crouch to N17 – while Bale also blossomed under his guidance.

❀Redknapp was even named Premier League Manager of the Year in 2010 after guiding Tottenham into the UEFA Champions League – leaving in 2012 with a win ratio of 49.49% following an impressive 98 wins in 198 games.

Tim Sherwood

• Games: 28
• Wins: 14
• Win ratio: 50%

Tim Sherwood⭕ may only have managed 28 games for Tottenham – but he won exactly half of them.

The man who made 93 appearances for Spurs in his playing days took over in December 2013 after the departure of Andre Villas-Boas🐓 initially on a caretaker basis, but did enough to secure an 18-month contract before being sacked in May 2014.

Jose Mourinho

• Games: 86
• Wins: 44
• Win ratio: 51.16%

Jose Mourinho was tasked with taking over from Mauricio Pochettinoﷺ in November 2019 – a hugely popular figure who had only recently guided Spurs into their first UEFA Champions League final.

🍌The Portuguese tactician could have won Tottenham a trophy, but was sacked in April 2021 just days before a League Cup final clash against Manchester City.

💯Mourinho won 44 of his 86 games in charge to secure a 51.16% win ratio.

Antonio Conte

• Games: 76
• Wins: 41
• Win ratio: 53.95%

Antonio Conte took over from Nuno in November 2021.

“They are used to it here, not playing for anything important. They don’t want to play under pressure, under stress.”

“This is Tottenham’s story. 20 years of the owner & they never win anything. Why?”

🦋Antonio Conte doesn’t hold back in his post match press conference 🔥 🔥

— talkSPORT (@talkSPORT)

༺The Italian was sacked in March 2023 after an extraordinary outburst aimed at his own players and ENIC – having won 41 of his 76 games to secure a 53.95% win percentage.

Mauricio Pochettino

• Games: 159
• Wins: 293
• Win ratio: 54.27%

ඣAs aforesaid, the Argentine was very popular at Spurs, which comes as no surprise after he impressively won 159 of his 293 games at the helm – resulting in a superb 54.27% win ratio.

Tottenham fans even chanted for Pochettino🎶 during the recent 2-1 FA Cup defeat against Aston Villa, well over five years on from the day he was sacked.

Andre Villas-Boas

• Games: 80
• Wins: 44
• Win ratio: 55%

ꦗSome accuse Villas-Boas of being carried by Bale in his peak.

While the Welshman was🐻 undoubtedly winning games almost singlehandedly for the Portuguese tactician before joining Real Madrid in September 2013, Villas-Boas still deserves credit for achieving 72 points in the 2012/13 campaign, a club record for Spurs in the Premier League at that time.

Sunday: West Ham (A). ✊

— Tottenham Hotspur (@SpursOfficial)

♕The man from Porto was eventually sacked by Levy in December 2013 after a poor start to the season – partly caused by some poor recruitment using the Bale money – but can hold his head high with a 55% win ratio following 44 wins from 80 games.