Skip to main content
🎉 Join The Club
- Join our community
17
Member Features
24/7
Access Available
5K+
Active Members
🎯
Live Q&A Sessions
Weekly interactive sessions
🏆
Member Competitions
Win exclusive prizes
📚
Exclusive Content
Premium articles & videos
⚡
Early Access
First to see new features
💬
Private Forums
Connect with members
🎁
Monthly Rewards
Surprise gifts & perks
GET CLUB ACCESS QUICK
For the quickest way to join, simply enter your email below and get access. We will send a confirmation and sign you up to our newsletter to keep you updated on all your football news.
By submitting your information, you confirm you are aged 16 or over, have read our Privacy Policy and agree to the Terms & Conditions . Geographical rules apply.
FIND OUT ABOUT OUR MAGAZINE
Want to subscribe to the magazine? Click the button below to find out more information.
Find out more

Get Club Access Quick

Join The Club for quick access. Enter your email below and we'll send confirmation plus sign you up to our newsletter.

By submitting your information, you confirm you are aged 16 or over, have read our Privacy Policy and agree to the Terms & Conditions. Geographical rules apply.

FourFourTwo FourFourTwo FOOTBALL NEWS, FEATURES, QUIZZES
UK EditionUK AU EditionAustralia US EditionUS CA EditionCanada KR Edition대한민국 TR EditionTürkiye
Sign in
  • View Profile
  • Sign out
  • Soccer Cleat Buying Guides
  • Newsletter
  • News
  • Video
  • Features
  • Quizzes
  • Clubs
  • Membership
  • More
    • Interviews
    • The Magazine Archive
    • Subscribe
    • Lists
    • How to Watch
    • About
FourFourTwo Magazine
FourFourTwo Magazine
Why subscribe?
  • Fascinating feature articles, covering everything from grass-roots football to the international scene
  • 'ACCESS ALL AREAS' pass to exclusive interviews with the biggest and best names in the game!
From$29.99
Subscribe now
Don't miss these
Football facts
Lists 200 niche, surprising and mind-blowing football facts to help you ace pub quizzes
Old Trafford, September 2025
Player ‘To be honest, I thought I’d win the Premier League at Manchester United. Wayne Rooney, Juan Mata and David de Gea were there, Bastian Schweinsteiger had just signed…’ Red Devils flop on his expectations moving to Old Trafford
Ranked! The best left-wingers in the world
Player Ranked! The 20 best left-wingers in the world
Jamie Carragher in action for Liverpool against Tottenham in 1998.
Player ‘Jamie Carragher would be lying on the changing room floor exhausted after every game and every training session. That was something I’d never seen before’ Liverpool goalkeeper on why Carra ‘went so far’ for the Reds
Anfield, August 2025
Player Why FIFA rule could ruin Liverpool star's season
Liverpool defender Ibrahima Konate has been linked with a move away from Anfield
Transfer Liverpool report: Ibrahima Konate's shock sale could be just €15m
Florian Wirtz of Liverpool during the Premier League match between Manchester City and Liverpool at Etihad Stadium on November 9, 2025 in Manchester, England.
Transfer Liverpool could loan Florian Wirtz in January, with Christmas deadline set by German Reds hero
Yerson Mosquera of Wolverhampton Wanderers scores an own goal to make it 2-1 during the Premier League match between Arsenal and Wolverhampton Wanderers at Emirates Stadium on December 13, 2025 in London, England.
Quiz Quiz! Can you name every player to have scored five or more own goals in Premier League history?
Wolves players argue in Premier League loss to Leeds
Lists Ranked! The worst starts to a Premier League season - and it doesn't include Derby
Liverpool boss Arne Slot is facing serious pressure
Person Liverpool boss Arne Slot on the verge of sack: report
MANCHESTER, ENGLAND - SEPTEMBER 27: Erling Haaland of Manchester City celebrates scoring his team's fifth goal with teammate Oscar Bobb during the Premier League match between Manchester City and Burnley at Etihad Stadium on September 27, 2025 in Manchester, England. (Photo by Matt McNulty/Getty Images)
Competition RANKED! Every player to have scored 100 goals in the Premier League
Arsenal players celebrate with the Premier League trophy in May 2004 after winning the title without losing a single game in 2003/04.
Competition 10 more Premier League records that won’t be broken after Erling Haaland hits 100 in record time
Mohamed Salah and Dominik Szoboszlai of Liverpool stand dejected following Manchester City's third goal during the Premier League match between Manchester City and Liverpool at Etihad Stadium on November 09, 2025 in Manchester, England.
Team This Liverpool squad isn't built for the Premier League anymore - and this is why
Hill Dickinson Stadium, Everton vs Brighton Sunday 24 August 2025
Player Liverpool interested in signing Everton star following career revival: report
Arne Slot, Manager of Liverpool, arrives at the stadium prior to the Premier League match between Burnley and Liverpool at Turf Moor on September 14, 2025 in Burnley, England.
Transfers Liverpool forward pushing for January exit, following public snub: report
Trending
  • Transfers
  • Interviews
  • Messi
  • Ronaldo
  • EPL
  • Watch the UCL
  1. Person
  2. Player

Ranked! Liverpool's 10 worst signings of the Premier League era

Features
By Greg Lea published 13 April 2018

When you purchase through links on our site, we may earn an affiliate commission. Here’s how it works.

Worst Liverpool signings

Worst Liverpool signings

Liverpool are in their most fruitful period of transfer business for years, with the majority of Jurgen Klopp’s new arrivals delivering on the pitch and the club securing great value for their deadwood too.

Yet it hasn’t always been that way for the Reds, with their recent revival set against the backdrop of questionable deals from their past. In the Premier League era, the club have had as many misses as they have hits, no doubt setting them back in their quest for the title…

Page 1 of 11
Page 1 of 11
10. Torben Piechnik

10. Torben Piechnik

Signed from: Copenhagen (£500,000), 1992

Although Graeme Souness’ show of faith in blooding a host of youngsters including Steve McManaman and Robbie Fowler was impressive, the Scot’s forays into the transfer market were decidedly less so.

Istvan Kozma and Nigel Clough are blots on the former captain’s copybook, but Piechnik, who arrived from Copenhagen in 1992 with a glowing reputation after his performances for Denmark at that summer’s European Championship, was the worst of the lot.

Unfortunately, Piechnik’s defensive ideals jarred horrifically with those of Souness. The Dane's unwillingness to adapt meant he made just 24 appearances for the club - a paltry return on Liverpool’s investment.

Page 2 of 11
Page 2 of 11
9. Bruno Cheyrou

9. Bruno Cheyrou

Signed from: Lille (£3.7m), 2002

Gerard Houllier explained how Cheyrou “has his [Zinedine Zidane's] ability to pick a pass, and moves a little like him,” while suggesting that at five years Zizou's junior, the Frenchman could follow Robert Pires and Sylvain Wiltord in becoming a Premier League star.

He went on to feature 48 times for the Reds, scoring five goals (only two of which came in 31 league appearances), and spent half of his tenure on loan back in France.

Houllier’s misplaced faith in Cheyrou earns the latter a place on this list, as a representative of the otherwise-successful manager’s dismal attempts at cherry-picking hidden gems from his homeland (see also: Jean-Michel Ferri, Bernard Diomede, Gregory Vignal and Anthony Le Tallec).

Page 3 of 11
Page 3 of 11
8. Charlie Adam

8. Charlie Adam

Signed from: Blackpool (£6.75m), 2011

Charlie Adam's heroics in Blackpool’s promotion fairy tale of 2010 were followed up by an impressive maiden campaign in England's top flight – so much so that in the January 2011 transfer window, Liverpool made a £4.5m bid that Tangerines gaffer Ian Holloway, in his usual calm fashion, described as "disgraceful".

Adam stayed for the season but when Blackpool went down, Kenny Dalglish got his man. Although Adam possessed a strong passing range, fine set-piece delivery and the helpful knack of scoring from distance, he was better as a big fish in a smaller pond – and shortly after Brendan Rodgers' Anfield arrival, the Scot joined Stoke for £4m. He had made just 37 appearances.

Page 4 of 11
Page 4 of 11
7. Andy Carroll

7. Andy Carroll

Signed from: Newcastle (£35m), 2011

Carroll arrived at Anfield with genuine potential, even if he was unlikely to ever match the standards set by predecessor Fernando Torres – sold to Chelsea the same day for £50m. He was also a significant gamble as the club’s record signing, but at 22 and having scored 11 goals in 19 Premier League games for Newcastle, there was hope that the Geordie could become the Kop’s new hero.

However, Kenny Dalglish’s blueprint for success – shifting the ball out wide and crossing in for the big man up top – was by now somewhat dated. Carroll bagged 11 in 58 games, notably the winner in the 2012 FA Cup Semi-Final against Everton, but that summer Brendan Rodgers quickly shifted him on. West Ham bought him for £15m: a club record for them, a £20m loss for Liverpool.

Page 5 of 11
Page 5 of 11
6. Stewart Downing

6. Stewart Downing

Signed from: Aston Villa (£18.5m), 2011

Few supporters backed Liverpool’s pursuit of Downing from Aston Villa, and this only heightened the demands on Kenny Dalglish’s new winger who had been earmarked to provide for Andy Carroll in attack.

Yet Downing was a woefully uninspired signing, unable to inject flair into Liverpool’s attack and shrinking while Craig Bellamy and Maxi Rodriguez shone. He survived at the club longer than many expected, but the writing was on the wall when Brendan Rodgers began fielding him at left-back. He joined West Ham in August 2013 for around £5m.

Page 6 of 11
Page 6 of 11
5. Christian Benteke

5. Christian Benteke

Signed from: Aston Villa (£32.5m), 2015

Liverpool have made some major mistakes in the transfer market, and their failure to plan adequately for Luis Suarez’s move to Barcelona in 2014 is up there with the worst. Granted, Benteke was not brought in directly after the Uruguayan left for Catalonia – his immediate replacements were Mario Balotelli and Rickie Lambert – but his arrival was the most costly.

After the failure of Brendan Rodgers’ “calculated gamble” in signing Balotelli, Benteke was earmarked as the man who could transform the Reds’ attack. The issue was that Liverpool didn’t need a big bloke up top, but rather another fluid, adaptable forward who didn’t cost £32.5m and who wouldn’t skulk on the edge of the box berating his team-mates when they couldn’t compensate for his lack of movement.

Page 7 of 11
Page 7 of 11
4. Alberto Aquilani

4. Alberto Aquilani

Signed from: Roma (£17.1m), 2009

Aquilani’s inclusion in this list, and his lofty placing as the Reds’ fourth-worst signing in the history of the Premier League, comes with more than a tinge of melancholy. The promising Italian midfielder arrived injured, was deemed the Real Madrid-bound Xabi Alonso’s heir and inherited the No. 4 shirt previously worn by former captain and Anfield favourite Sami Hyypia.

Aquilani made his debut in October 2009, almost three months after arriving. His first start came in December, his first of two goals in March and his last appearance for the club two days removed from his one-year anniversary as a Red. Though his talent was undoubted, Aquilani just didn’t fit the billing on Merseyside and was sold to Fiorentina for just €790,000 in 2012.

Page 8 of 11
Page 8 of 11
3. El Hadji Diouf

3. El Hadji Diouf

Signed from: Lens (£10m), 2002

There are few ex-Liverpool players more universally despised among supporters than Diouf: a tragic waste of potential more notorious for spitting at the opposition and taunting injured players than for anything he did with a football.

He joined the Reds following a breakthrough tournament with Senegal at the 2002 World Cup, with Gerard Houllier buying him instead of Nicolas Anelka, who had been on loan at Anfield. Diouf was unsuccessful (five goals in 78 appearances) and unloved: Jamie Carragher said “his attitude disgusted me,” Steven Gerrard claiming that he “had no real interest in football” and “cared nothing about Liverpool”. He joined Bolton permanently in summer 2005 and, obviously, scored in his first game against his old team.

Page 9 of 11
Page 9 of 11
2. Sean Dundee

2. Sean Dundee

Signed from: Karlsruher (£1.8m), 1998

One of the worst players to ever play for Liverpool, Dundee was brought in as cover for the injured Robbie Fowler during the co-managerial reign of Gerard Houllier and Roy Evans, but was clearly not fit to lace the boots of Anfield’s ‘God’. A South African who had been scoring in the Bundesliga, Dundee played just five times for the Reds; he failed to score in any of those appearances, with a battle for fitness and off-field issues compounded by a clear lack of faith in him.

“One player I do regret signing was Sean Dundee; he was terrible on and off the pitch,” Evans has since told LFCHistory.net. “He didn't take any notice of me, did what he wanted and lacked discipline. He certainly shouldn't have joined Liverpool.”

Page 10 of 11
Page 10 of 11
1. Paul Konchesky

1. Paul Konchesky

Signed from: Fulham (£3.5m), 2010

In terms of talent, performances and a synonymity with one of the most toxic periods in the club’s history, Konchesky is the worst signing Liverpool have made in the Premier League era.

Brought in as Roy Hodgson’s new first-choice left-back, he was woefully out his depth at Anfield. Konchesky outlasted Hodgson, but not for long; he was loaned to Championship side Nottingham Forest just five months after making the move to Liverpool - three weeks after Hodgson was dismissed.

That a player of Konchesky’s calibre was playing at the club less than 10 years ago is both a damning indictment of their situation at the turn of the decade and a marker of the progress Liverpool have made since then.

Page 11 of 11
Page 11 of 11
TOPICS
Premier League Andy Carroll Charlie Adam Stewart Downing Paul Konchesky Christian Benteke El Hadji Diouf Alberto Aquilani Gérard Houllier Graeme Souness Brendan Rodgers Kenny Dalglish Roy Hodgson
Greg Lea
Greg Lea
Social Links Navigation

Greg Lea is a freelance football journalist who's filled in wherever FourFourTwo needs him since 2014. He became a Crystal Palace fan after watching a 1-0 loss to Port Vale in 1998, and once got on the scoresheet in a primary school game against Wilfried Zaha's Whitehorse Manor (an own goal in an 8-0 defeat).

Read more
Wolves players argue in Premier League loss to Leeds
Ranked! The worst starts to a Premier League season - and it doesn't include Derby
 
 
Florian Wirtz of Liverpool looks on during the pre-season friendly match between Liverpool v Athletic Club Bilbao at Anfield on August 04, 2025 in Liverpool, England.
Florian Wirtz’s Liverpool role has created more problems than it solved
 
 
Hill Dickinson Stadium, Everton vs Brighton Sunday 24 August 2025
Liverpool interested in signing Everton star following career revival: report
 
 
Florian Wirtz of Liverpool during the Premier League match between Manchester City and Liverpool at Etihad Stadium on November 9, 2025 in Manchester, England.
Liverpool could loan Florian Wirtz in January, with Christmas deadline set by German Reds hero
 
 
Crystal Palace captain Marc Guehi continues to be linked with a move to Liverpool
Marc Guehi future confirmed, as Liverpool receive green light for deal: report
 
 
Alan Shearer on punditry duties
'Liverpool won't win anything' Alan Shearer has seen enough of Arne Slot's Reds this season
 
 
Latest in Player
HONG KONG, CHINA - MAY 30: Harry Amass of Manchester United in action during the match between Manchester United and Hong Kong at Hong Kong Stadium on May 30, 2025 in Hong Kong, China. (Photo by Thomas Tang/Eurasia Sport Images/Getty Images)
Manchester United youth team player takes swipe at Ruben Amorim in social media post
 
 
BRENTFORD, ENGLAND - DECEMBER 14: Dominic Calvert-Lewin of Leeds United scores the equaliser and celebrates during the Premier League match between Brentford and Leeds United at Gtech Community Stadium on December 14, 2025 in Brentford, England. (Photo by Malcolm Bryce/Leeds United via Getty Images)
Thomas Tuchel sent Elland Road invitation as Leeds United man's Borussia Dortmund connection holds key
 
 
Mohamed Salah and Arne Slot won the league title together last season but have had a harder time of things this season
Why Arne Slot's olive branch to Mohamed Salah may not make any difference to his Liverpool future
 
 
Jean-Philippe Mateta is a massive player for Crystal Palace
Is Jean-Philippe Mateta injured this weekend? Premier League injury update on Crystal Palace striker
 
 
Daniel Munoz has missed Crystal Palace's past two games
Is Daniel Munoz injured this weekend? Premier League injury update on Crystal Palace full-back
 
 
Declan Rice remains a doubt for Arsenal this weekend
Is Declan Rice available this weekend? Premier League fitness update on Arsenal midfielder
 
 
Latest in Features
FLORENCE, ITALY - DECEMBER 14: Albert Gudmundsson of ACF Fiorentina and Head coach Paolo Vanoli manager of ACF Fiorentina look dejected during the Serie A match between ACF Fiorentina and Hellas Verona FC at Artemio Franchi on December 14, 2025 in Florence, Italy. (Photo by Gabriele Maltinti/Getty Images)
Fiorentina face shocking relegation as ex-Manchester United and Everton stars bear responsibility
 
 
Yerson Mosquera of Wolverhampton Wanderers scores an own goal to make it 2-1 during the Premier League match between Arsenal and Wolverhampton Wanderers at Emirates Stadium on December 13, 2025 in London, England.
Quiz! Can you name every player to have scored five or more own goals in Premier League history?
 
 
WATFORD, ENGLAND - DECEMBER 09: A general view inside the stadium during the Sky Bet Championship match between Watford and Sheffield Wednesday at Vicarage Road on December 09, 2025 in Watford, England. (Photo by Richard Heathcote/Getty Images)
Why Watford are gambling on youth and past glories combo to free themselves from Championship purgatory
 
 
LIVERPOOL, ENGLAND - DECEMBER 13: Mohamed Salah of Liverpool sat on the bench during the Premier League match between Liverpool and Brighton & Hove Albion at Anfield on December 13, 2025 in Liverpool, England. (Photo by Robbie Jay Barratt - AMA/Getty Images)
Liverpool's 'clear the air' gesture to Mo Salah offers Arne Slot peaceful way out of delicate situation
 
 
Aston Villa defender Ezri Konsa
Is West Ham vs Aston Villa on TV? Live streams, kick-off time, how to watch as Villa look to enter Premier League title race
 
 
Tottenham manager Thomas Frank
Is Forest vs Spurs on TV? Live streams, preview, how to watch Sunday's Premier League clash
 
 
LATEST ARTICLES
  1. Manchester United forward Bryan Mbeumo
    1
    Manchester United squad for Bournemouth clash as AFCON decision looms
  2. 2
    Jurgen Klopp Real Madrid rumours heat up with Xabi Alonso STILL under pressure: report
  3. 3
    Fiorentina face shocking relegation as ex-Manchester United and Everton stars bear responsibility
  4. 4
    Manchester United report: Ruben Amorim looking to close signing for former star this January
  5. 5
    Manchester United youth team player takes swipe at Ruben Amorim in social media post

FourFourTwo is part of Future US Inc, an international media group and leading digital publisher. Visit our corporate site.

Add as a preferred source on Google
  • Terms and conditions
  • Contact Future's experts
  • Privacy policy
  • Cookies policy
  • Accessibility statement
  • Careers
  • About FourFourTwo
  • Advertise with us
  • Worldwide
  • How to pitch to FourFourTwo

© Future US, Inc. Full 7th Floor, 130 West 42nd Street, New York, NY 10036.

Please login or signup to comment

Please wait...