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
Exclusive Newsletters
Football news direct to your inbox
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 agree to the Terms & Conditions and Privacy Policy and are aged 16 or over.
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.

Background
Welcome to Fourfourtwo club !
Hi ,

Your membership journey starts here.

Keep exploring and earning more as a member.

MY ACCOUNT

Badge picture
Earn your first badge
Complete 1 quiz to unlock your first badge.
Keep earning badges
Explore ways to get more involved as a member.
Football Quizzes

Football Quizzes

Quick quizzes for football fans.

Read Now
Football Crosswords

Football Crosswords

Football-themed crossword challenges.

Read Now

See what you’ve unlocked.

Explore your membership benefits.

Explore
Member Exclusives

FREE World Cup Predictor

£5 FREE BET. 8+ Gamble Aware. GAMBLINGCARE ©️ Bet Responsibly

Make your predictions!

Sign Out
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
    • Opinion
    • The Magazine Archive
    • Subscribe
    • How to Watch
    • About
    • Lists
FourFourTwo Magazine
FourFourTwo Magazine
Why subscribe?
  • Subscribe today and save 36%
  • 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
Save 36%
Subscribe now
Trending
  • Prime Day World Cup Party Deals
  • 🇺🇸 USA route to semi-final
  • Ronaldo
  • EPL
  • Interviews
  • Transfers
  • Messi
  1. Competition
  2. Premier League

The 10 worst Premier League deadline day deals

Features
By Alasdair Mackenzie published 30 January 2019

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

Deadline disasters

Deadline disasters

You never really know what you’re going to get on deadline day – but hurried deals aren’t usually the best ones, as this lot proved.

From bizarre gambles and overpriced mistakes to established stars wildly underperforming, there have been all sorts of examples of moves going south over the years...

Page 1 of 11
Page 1 of 11
10. Eric Djemba-Djemba – Man United to Aston Villa, 2005 (£1.5m)

10. Eric Djemba-Djemba – Man United to Aston Villa, 2005 (£1.5m)

Manchester United fans famously joked that the midfielder was “so good they named him twice”. By the end, though, they weren't laughing.

The Cameroonian was awful in his 20 top-flight outings for the Old Trafford side, but nevertheless did enough to merit a move to Villa in January 2005.

David O’Leary couldn’t get a song out of the struggling player either and he was eventually sent on loan to Burnley after making just 11 appearances for the Birmingham club. His deal was eventually terminated at the end of the 2006/07 season, before he disappeared into obscurity.

Page 2 of 11
Page 2 of 11
9. Benni McCarthy – Blackburn to West Ham, 2010 (Undisc.)

9. Benni McCarthy – Blackburn to West Ham, 2010 (Undisc.)

To be fair to West Ham, they had no reason to suspect that this wouldn’t be a successful deal, given McCarthy’s track record of 52 goals in 140 Blackburn appearances on top of the Champions League winners’ medal he earned at Porto.

However, the Hammers ended up forking out £1.5 million to cancel the South African’s deal early, just 14 months after signing him, after he had failed to score any goals in 13 matches and regularly struggled with injury issues.

He ended up verbal jousting with Karren Brady, and later reflected: "She started throwing blows at me and I can step into the ring with anyone. I wasn’t going to stand there as she spanked me in public, so I hit back."

Page 3 of 11
Page 3 of 11
8. Andre Santos – Fenerbahce to Arsenal, 2011 (£6.2m)

8. Andre Santos – Fenerbahce to Arsenal, 2011 (£6.2m)

Arsenal fans were hoping Santos could follow a long line of iconic Brazilian attacking full-backs like Roberto Carlos, Cafu and Maicon when he was brought in from Fenerbahce in 2011.

As it turned out, his nationality appeared to be the only trait he shared with those greats during a rotten 18-month spell in north London, in which he was criticised not only for his poor performances, but for trying to swap shirts with ex-Gunners favourite Robin van Persie at half-time of their league meeting with Manchester United.

Santos was eventually sent back to Brazil with a loan to Gremio, before cutting ties completely at the end of his contract when he joined Flamengo.

Page 4 of 11
Page 4 of 11
7. Paul Konchesky – Fulham to Liverpool, 2010 (£3m)

7. Paul Konchesky – Fulham to Liverpool, 2010 (£3m)

Roy Hodgson’s 2010 summer transfer window was one to forget, and ended up costing him his job at Anfield after Konchesky had followed the likes of Christian Poulson, Danny Wilson and Milan Jovanovic through the door.

The left-back pulled on a red shirt just 18 times before being shipped off to Nottingham Forest in the Championship on loan once Kenny Dalglish replaced Hodgson.

He never played for Liverpool again, departing for Leicester in 2011 for £1.5 million, where he eventually went on to appear in the top flight once more.

Page 5 of 11
Page 5 of 11
6. Xisco – Deportivo La Coruna to Newcastle, 2008 (£5.7m)

6. Xisco – Deportivo La Coruna to Newcastle, 2008 (£5.7m)

Newcastle decided to add the promising Xisco to their bulging line-up of strikers that already included Michael Owen, Obafemi Martins and Mark Viduka, having seen him impress for Spain U21s and in La Liga.

Lo and behold, he couldn’t get a game ahead of the more established names and was eventually loaned back to Spain with Racing Santander, having barely featured as the Magpies were relegated in 2008/09.

Upon his return, he still couldn’t find a way into the first team and his contract was eventually ripped up in January 2013 following another loan, this time at Deportivo. He scored just once for Newcastle.

Page 6 of 11
Page 6 of 11
5. Afonso Alves – Heerenveen to Middlesbrough, 2008 (£10m)

5. Afonso Alves – Heerenveen to Middlesbrough, 2008 (£10m)

Middlesbrough needed goals as they battled the drop in 2007/08, and in Alves they'd secured a Brazil international who was banging in a goal a game in the Netherlands.

What could go wrong? Well, almost everything, it transpired. Boro did manage to stay up initially – capped with a stonking 8-1 win over Manchester City in which Alves plundered a hat-trick – but their striker's return of four goals in 31 league games the following season wasn’t enough to keep them up at the second time of asking.

In September 2009, they cut their losses and sent him to Al-Sadd in Qatar, where he remained until retiring in 2013.

Page 7 of 11
Page 7 of 11
4. Radamel Falcao – Monaco to Man United, 2014 (£6m)

4. Radamel Falcao – Monaco to Man United, 2014 (£6m)

After prolific spells with Porto and Atletico Madrid, Falcao’s arrival at United promised great things as he was added to an attacking roster that already boasted the likes of Robin van Persie, Angel Di Maria and Wayne Rooney.

However, the Colombian couldn’t get up and running, and his return of four goals in 29 games fell way below what had been hoped for and expected at Old Trafford.

The option to make the loan move permanent was therefore turned down and he went on to suffer similar problems at Chelsea, before returning to peak form once he left English football for Monaco.

Page 8 of 11
Page 8 of 11
3. Chris Samba – Anzhi Makhachkala to QPR, 2013 (£12.5m)

3. Chris Samba – Anzhi Makhachkala to QPR, 2013 (£12.5m)

Just a month after Harry Redknapp had complained “there are a lot of players at this club who earn far too much money”, the QPR boss sanctioned the £12.5 million signing of Chris Samba on a £100,000 per week salary.

What’s more, the Congolese centre-back did nothing to improve an awful Loftus Road side and a few months after his arrival he told supporters to “get over” his sky-high earnings after an awful display against Fulham.

After 10 games and one relegation, QPR sold him back to Anzhi for £12 million.

Page 9 of 11
Page 9 of 11
2. Andy Carroll – Newcastle to Liverpool, 2011 (£35m)

2. Andy Carroll – Newcastle to Liverpool, 2011 (£35m)

On a frantic deadline day, Liverpool signed Newcastle’s ponytailed striker Carroll to replace the departing Fernando Torres.

A combination of poor form and injury problems ensured that his time at Anfield wasn’t memorable, with the former England striker mustering 11 goals in 58 games over two-and-a-half campaigns.

He was sent to West Ham on loan at the start of the 2012/13 season, a move that became permanent the following summer for about half the fee that the Reds had shelled out for his signature.

Page 10 of 11
Page 10 of 11
1. Fernando Torres – Liverpool to Chelsea, 2011 (£51.5m)

1. Fernando Torres – Liverpool to Chelsea, 2011 (£51.5m)

Towards the end of his time at Liverpool, Torres was struggling with injury and confidence issues, which only worsened once he'd moved to Chelsea for an eye-watering fee.

After losing to his former club on his debut, the Spain international went 903 minutes and two months without scoring, and the strike which ended that run turned out to be his only goal of the season.

His plight continued in subsequent seasons, although it didn’t stop Chelsea enjoying a good run during his time at Stamford Bridge; Torres left the Blues with FA Cup, Champions League and Europa League winners’ medals. Unsurprisingly, Chelsea found it hard to find a buyer in 2014, with Milan eventually swooping before he returned to boyhood team Atletico Madrid.

Page 11 of 11
Page 11 of 11
Alasdair Mackenzie

Alasdair Mackenzie is a freelance journalist based in Rome, and a FourFourTwo contributor since 2015. When not pulling on the FFT shirt, he can be found at Reuters, The Times and the i. An Italophile since growing up on a diet of Football Italia on Channel 4, he now counts himself among thousands of fans sharing a passion for Ross County and Lazio. 

Latest in Competition
Egypt's Mo Salah in action at the 2026 Africa Cup of Nations
Competition Who are the BBC pundits, commentators and presenters for Egypt vs Iran?
 
 
Lionel Messi of Argentina celebrates scoring his team's first goal during the FIFA World Cup 2026 Group J match against Algeria at Kansas City Stadium on June 16, 2026 in Kansas City, Missouri
Competition The Most goals scored by a player at a single World Cup
 
 
Romelu Lukaku of Belgium celebrates an own goal against Egypt
Competition Who are the BBC pundits, commentators and presenters for New Zealand v Belgium?
 
 
Marcelo Bielsa, Head Coach of Uruguay, poses, head down, for a portrait during the official FIFA World Cup 2026 portrait session on June 10, 2026 in Cancun, Mexico
Competition Why is Marcelo Bielsa known as 'El Loco'?
 
 
Spain's Lamine Yamal and Rodri celebrating at World Cup 2026
Competition Group H Standings: Live standings and permutations as Spain, Uruguay, Cape Verde and Saudi Arabia all still competing for round of 32
 
 
Kylian Mbappe celebrates scoring his team's first goal during the FIFA World Cup 2026 Group I match between France and Iraq at Philadelphia Stadium on June 22, 2026 in Philadelphia, Pennsylvania
Competition Group I Standings: Live standings and permutations as France, Norway, Senegal and Iraq battle for places
 
 
Latest in Features
FOXBOROUGH, MASSACHUSETTS - JUNE 26: Guy Stéphan, assistant coach of France stepping in for Didier Deschamps Manager / Head Coach of France during the FIFA World Cup 2026 Group I match between Norway and France at Boston Stadium on June 26, 2026 in Foxborough, United States. (Photo by Catherine Ivill - AMA/Getty Images)
Team Who is Guy Stephan, Didier Deschamps replacement in the France World Cup dugout
 
 
Scotland fans at Glasgow airport jetting off to the World Cup
Team Are Scotland out of the World Cup?
 
 
England players line up for a team photo during the FIFA World Cup 2026 Group L match between England and Croatia on June 17, 2026 at Dallas Stadium in Arlington
Player England World Cup 2026 Squad: Thomas Tuchel’s team make final preparations ahead of final group game vs Panama with O'Reilly and Rashford in contention to start
 
 
Harry Kane celebrates after scoring England's fifth goal against Panama at the 2018 World Cup.
Quiz Quiz! Can you name the England line-up that beat Panama in 2018?
 
 
Sergio Ramos celebrates Spain's Euro 2012 final win over Italy at the final whistle.
Quiz Quiz! Can you name every Spain player with over 50 caps?
 
 
A man rides a scooter past giant cutouts of Portugal's Cristiano Ronaldo and Argentina's Lionel Messi displayed along a roadside in Kochi, India, on June 9, 2026, ahead of the 2026 FIFA World Cup
Competition What needs to happen for Lionel Messi and Cristiano Ronaldo to renew their rivalry at the World Cup?
 
 
LATEST ARTICLES
  1. Host Semra Hunter during the FIFA World Cup 2026: European Qualifier Draw at the Home of FIFA on December 13, 2024 in Zurich, Switzerland
    1
    Semra Hunter: ten things you should know about ITV's American broadcaster
  2. 2
    ‘Fabio Capello stopped us from going swimming with sharks. I was fuming!’ Joe Cole on the England squad’s boredom at the 2010 World Cup
  3. 3
    The Most goals scored by a player at a single World Cup
  4. 4
    ‘Zinedine Zidane was supposed to take the corner in the World Cup final, not head it in. But I said, “No, let me take this one, you stay in the box”’ Youri Djorkaeff on his part in France’s 1998 World Cup final win
  5. 5
    Quiz! Can you name the England line-up that beat Panama in 2018?

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 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...