How Man City and Pep Guardiola are battling history to land an unprecedented quadruple

Will they win one, two, three… or all four? Manchester City are about to resume their bid for an unprecedented quadruple and one of the things on their side is that - unlike most other teams - they have been here before.

No club has ever landed the Premier League, Champions League, FA Cup and League Cup all in the same season, but this is City's fourth serious attempt at a clean sweep in the past seven years.

That experience of chasing multiple major trophies in the final few weeks of the season should help them this time, as much for what went wrong previously as what they got right - and one of the lessons learned should have been that slip-ups can happen anywhere.

Beware of banana skins
Man City's route to winning each knockout competition in 2020-21
Competition    QF    SF    Final
Carabao Cup            Tottenham
FA Cup        Chelsea    Leicester/Southampton
Champions League    Borussia Dortmund    Bayern Munich/PSG    Real Madrid/Liverpool/Porto/Chelsea
Right now, on paper, a potential Champions League semi-final showdown with Bayern Munich or Paris St-Germain probably looks like the biggest obstacle to what would be the greatest achievement in English club football's 133-year history.

City should beware of banana skins, however. They have previously appeared in some unlikely places - Wigan (twice) and Tottenham were the teams who stopped their charge on four fronts in 2014, 2018 and 2019.

The three times Man City have come closest to winning the quadruple (by date*)
Rank/Season    Premier League    FA Cup    League Cup    Champions League    Bid over
1. 2018-19    Winners    Winners    Winners    QF    17 Apr
2. 2013-14    Winners    QF    Winners    L16    9 Mar
3. 2017-18    Winners    5R    Winners    QF    19 Feb
*Not including the delayed 2019-20 season

The best news for City is probably that they don't have to play Wigan again this time, but you can still see why Pep Guardiola, who was also in charge for both of those previous two campaigns, has been at pains recently to point out that his side have not won anything yet.

That in itself is an anomaly - the coronavirus pandemic is the only reason we are talking about a quadruple now, with City's trophy cabinet still not stocked up since the start of spring.

Manchester City celebrate winning the 2020 Carabao Cup - they have won the competition in each of the past three seasons and in four of the past five campaigns
Manchester City celebrate winning the 2020 Carabao Cup - they have won the competition in each of the past three seasons and in four of the past five campaigns
The Carabao Cup would usually be done and dusted already, of course, but this year's final was rescheduled from its traditional slot in February in the hope fans would be able to attend.

City will face Spurs - yes, them again - at Wembley at the end of this month instead, hoping to belatedly bag their first trophy.

What is the closest anyone else has come?
The three times other English clubs have come closest to winning the quadruple (by date)
Rank/season    Team    PL / Div 1    FA Cup    League Cup    CL / EC    Bid over
1. 2006-07    Chelsea    2nd    Winners    Winners    SF    1 May
2. 2008-09    Man Utd    Winners    SF    Winners    Final    19 April
3. 1960-61    Burnley    4th    SF    SF    QF    15 Mar
PL = Premier League, CL = Champions League, EC = European Cup

Arriving at the start of April with your hopes alive in all four major competitions is no mean achievement, though, whatever the circumstances.

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English teams have had the chance of a quadruple since the League Cup was established in 1960-61 but, from a total of 117 attempts from 15 different clubs over the past 60 years, there have only been four other occasions when teams have got this far, date-wise, before.

They were Chelsea in 2007, Manchester United in 2009 and City in 2019 and 2020, although last summer was a little different. Guardiola's side technically had hope until Liverpool wrapped up the Premier League title in late June once the season had resumed after the coronavirus outbreak halted it in March.

Chelsea's attempt, the best so far under any normal schedule, lasted until 1 May, and a defeat by Liverpool in the Champions League semi-finals. Two years later, United fell to Everton with a penalty shootout defeat in the FA Cup semi-finals on 19 April.

That United team got to within three wins of all four major trophies, also losing to Barcelona in the Champions League final, and had to settle for 'only' two in the end.

The 15 English teams who have tried for a quadruple - and how far they got*
rank/club    Attempts    Best attempt?    Bid ended?
1. Chelsea    15    2006-07    1 May
2. Man Utd    23    2008-09    19 Apr
3. Man City*    11    2018-19    17 Apr
4. Burnley    1    1960-61    15 Mar
5. Arsenal    21    2010-11    27 Feb
6. Nott'm Forest    3    1978-79    26 Feb
7. Liverpool    23    1982-83    20 Feb
8. Tottenham    5    2018-19    24 Jan
9. Newcastle    3    1997-98    10 Dec
10. Leeds    4    1974-75    13 Nov
11. Aston Villa    2    1981-82    19 Jan
12. Blackburn    1    1995-96    29 Nov
13. Derby    2    1972-73    9 Oct
14. Leicester    1    2016-17    20 Sep
15. Everton    1    2005-06    24 Aug
*Does not include delayed 2019-20 season
When Burnley almost went the distance
Before the Premier League and Champions League era began in 1992, Burnley went closest, in 1960-61 - the very first season four trophies were up for grabs in England - when they got as far as 15 March before losing to Hamburg in the quarter-finals of the European Cup.

Back then, quadruple opportunities were far more limited - the European Cup was restricted to just the league champions or holders and, for eight out of 10 seasons between 1961 and 1971, the clubs who qualified did not enter the League Cup.

There was no chance of completing it between 1985 and 1991 either, as English clubs were barred from Europe for five years, and league champions Liverpool served an extra year's suspension in 1990-91.

Burnley were the first team to try to win the quadruple
Burnley, shown here with their trophy after winning the 1960 league title, were the first team to try to win the quadruple in 1960-61, and no other side got closer for 46 years
Some teams still had several early chances, though - notably the Liverpool side of the late 1970s and early 1980s, who had nine successive seasons in the European Cup between 1976-77 and 1984-85.

Their best effort at a clean sweep saw them complete a treble of the league title, European Cup and League Cup in 1983-84, but they went out of the FA Cup to second-tier Brighton on 29 January.

Out of a total of 23 attempts - the joint-most with Manchester United, who were denied a try in 1999-2000 when they did not take part in the FA Cup - the furthest the Merseysiders have come in terms of the date their quadruple bid ended was 1982-83, when they got as far as 20 February.

The three times Liverpool came closest to the quadruple (by date)
Rank/season    Div 1    FA Cup    League Cup    European Cup    Bid over
1.1982-83    Winners    5R    Winners    QF    20 Feb
2.1981-82    Winners    5R    Winners    QF    13 Feb
3.1983-84    Winners    4R    Winners    Winners    29 Jan
Other great teams of the modern era also fell short. United's famous Treble of 1998-99 included the FA Cup, not League Cup - they went out of that competition to Tottenham in the quarter-finals, on 2 December.

Arsenal's legendary 'Invincibles' went the entire league campaign undefeated in 2003-04, but that was the only silverware they secured that season and their quadruple hopes were ended on 3 February by Middlesbrough, who beat them 3-1 on aggregate in the League Cup semi-finals.

Manchester United's Treble-winning side celebrate their Champions League triumph in 1998-99
Three English teams - Liverpool, Manchester United and Manchester City - have done different trebles that involve winning the league title - but United's capture of the Champions League, Premier League and FA Cup in 1999 is widely regarded as the greatest yet
City's own 'Centurions' - the Guardiola side that broke the 100-point mark and set an all-time English top-flight record for most points in a single campaign in 2017-18 - had their bid ended by Wigan Athletic, of League One, in the FA Cup on 19 February.

A year later, in 2019, City became the first English men's team to do a domestic treble, but lost to Spurs in Europe on 17 April - date-wise, in a regular season, the third-best effort yet.

There have also been teams that ended up completely empty-handed - a fate that could still befall City this year, however unlikely it seems.

The Chelsea side of 2007-08 are probably the best example of that. They finished runners-up in the league by two points, lost in the final of the Champions League and League Cup, and were knocked out of the FA Cup in the sixth round.

What City n