The 10 Strangest Premier League Transfers Of All-Time

With such unprecedented levels of money in the Premier League, it is little wonder that a fair amount of it has gone to waste on some dodgy deals.

Here are the ten most head-scratching transfers involving top-flight clubs in England since the inception of the Premier League in 1992:

10. Cuco Martina (Southampton to Everton, Free, July 2017)

After a decent first season at Goodison Park, Ronald Koeman was clearly intent on preparing Everton for a serious assault on the top four.

Hefty fees were shelled out; £30 million for Sunderland goalkeeper Jordan Pickford, £23.6 million for Ajax midfielder Davy Klaassen and £25 million for Burnley defender Michael Keane, to name only three.

Though some of Everton’s 11 incomings that season proved catastrophic, not least Klaassen, most seemed, at least on paper, relatively shrewd deals at the time. Cuco Martina, not so much.

Aside from a wonder strike against Arsenal, Martina had done precious little in his two years at Southampton to suggest he could challenge Seamus Coleman at right-back. Having also been brought to the Saints by Koeman, it bore all the hallmarks of a manager signing his mate.

Martina could rarely be faulted for effort, but in his 28 Everton appearances in 2017-18, many of which he played out of position at left-back, he rarely impressed, to the surprise of few.

Having spent this season on loan at Stoke City and Feyenoord, there is no future at Everton for Martina, who was told to stay away from first team training in July by new boss Marco Silva.

9. Kim Källström (Spartak Moscow to Arsenal, Loan, January 2014)

Arsenal were right in the thick of the title race, one point off leaders Manchester City. They just needed some extra reinforcements, ideally a striker, to cement their credentials as potential champions.

What they didn’t need was an injured 31-year-old midfielder in Kim Källström.

Just two days after the deal to bring Källström in on loan from Spartak Moscow was completed, manager Arsene Wenger admitted he did not know the veteran had a damaged back which would sideline him for six weeks, and would not have sanctioned the transfer had he been aware of it.

Källström, who argued on Swedish radio two years later that Wenger did know of his injury when he signed, did not receive his Arsenal debut until the end of March, in one of only four appearances he would make for the club.

8. Andy Kellett (Bolton Wanderers to Manchester United, Loan, February 2015)

On the deadline day of the previous transfer window, Manchester United signed Daley Blind and Radamel Falcao. This time around, they loaned a player on who had spent part of the season on loan at League Two Plymouth Argyle.

Bolton youngster Andy Kellett said he thought manager Neil Lennon was ‘winding him up’ when he told him of United’s interest, but he spent the rest of 2014-15 on loan at Old Trafford, making no first team appearances but ten showings for the under-21s.

After spells at Wigan Athletic and Chesterfield, Kellett is now with Notts County who, following their relegation from League Two, will be a non-league club next season.

7. Steven Caulker (QPR to Liverpool, Loan, January 2016)

Liverpool have just won their sixth Champions League, and finished second in the Premier League with 97 points, thanks largely to Jurgen Klopp and his excellent signings.

But it’s fair to say one of his first as Reds boss, Steven Caulker, wasn’t the most successful of the lot.

A central defender at Championship side QPR, Caulker moved to Anfield on loan for the rest of 2015-16 after his loan at Southampton was cancelled.

But he made just three league appearances for the Reds, used more as a target man up than in his natural home at the heart of defence.

The 27-year-old is now with Turkish club Alanyaspor following a spell in Scotland with Dundee.

6. Richard Wright (Free agent to Manchester City, Free, August 2012)

Seeking extra back-up for goalkeepers Joe Hart and Costel Pantilimon, Man City manager Roberto Mancini made the perplexing move to sign Richard Wright for the Premier League champions.

Wright’s first team football opportunities had been few and far between already; he had made just 15 Championship appearances in the previous three years with Sheffield United and Ipswich Town.

But he joined City in August 2012, before signing one-year extensions in each of the next three years. When he retired in May 2016, Wright had still not made his debut for the club.

It is estimated that Wright made about £1.4 million in wages while on City’s books. He remains at the club today, as a member of Pep Guardiola’s coaching staff.

5. Papy Djilobodji (Nantes to Chelsea, £2.7 million, September 2015)

Another baffling deadline day deal. Papy Djilibodji had reportedly attracted the interest of Premier League clubs Sunderland and Aston Villa in the summer transfer window of 2015, but then-champions Chelsea seemed nothing more than a pipe dream.

Yet he moved to Stamford Bridge from Nantes at the eleventh hour, only to be omitted from their 25-man Champions League squad the next day. Even in a miserable season for the Blues, in which they finished tenth, he managed just one first team appearance; a League Cup third round tie at Walsall.

He was sold to Sunderland for an eye-watering £8 million the following summer, but was sacked by the club in September 2018, by then in League One, for gross misconduct.

He is now back in France with Guingamp, during which time he was given a six-match ban for breaking an opponent’s nose with a kick in the face.

4. Bebé (Vitória de Guimarães to Manchester United, £7.4 million, August 2010)

Bebé was an expensive mistake at Man Utd

Sir Alex Ferguson had never seen him play, but that seemed to matter little in Manchester United’s decision to bring 20-year-old Bebé to Old Trafford in the summer of 2010, just five weeks after he signed for Portuguese club Vitória de Guimarães.

Bebé’s four years in England involved three loan spells, seven United appearances and two goals, before he was put out of his misery and returned to Portugal with Benfica in July 2014. Not exactly Sir Alex’s finest stroke of brilliance, then.

3. Carlos Tevez and Javier Mascherano (Corinthians to West Ham United, Undisclosed, August 2006)

Perhaps the most controversial transfer in Premier League history. Almost certainly in Neil Warnock’s eyes, anyway.

It seemed scarcely believable when, on deadline day in August 2006, West Ham signed Argentinian duo Carlos Tevez and Javier Mascherano, who had both represented their country at the World Cup that summer and were said to have attracted interest from Manchester United, Arsenal and Chelsea.

It later transpired that the Hammers had signed the pair from third-party owners; the rights to both players were owned by Media Sports Investments, headed by Kia Joorabchian.

They were fined £5.5 million that same season, and while Mascherano was moved on in January 2007 to Liverpool, Tevez scored the goals which retained West Ham’s Premier League status, at the expense of Sheffield United and a seething Warnock.

2. Julien Faubert (West Ham United to Real Madrid, Loan, January 2009)

After making just 32 West Ham appearances in his first season-and-a-half with the club, the entire football world was stunned when Real Madrid loaned right midfielder Julien Faubert from the Hammers. Even Paul Merson said his agent deserved a knighthood.

Less surprising was that Faubert made just two appearances for the Galacticos, and his ill-fated spell with the club will forever be remembered for falling asleep on the substitutes’ bench and missing training for wrongly thinking he had the day off.

Then-manager Juande Ramos defended Faubert by saying ‘he got confused’. Probably not as confused as the rest of us at the sight of him at the Bernabeu, though.

1. Ali Dia (Blyth Spartans to Southampton, Free, November 1996)

The archetypal transfer flop, Ali Dia tops the list as the Premier League footballer that never was.

He had played lower-league football in France and Germany. He had failed in trials at Gillingham and Bournemouth. He did not, it is fair to say, seem destined for the top-flight.

But after just one substitute appearance for non-league Blyth Spartans, Dia joined Saints after manager Graeme Souness received a phone call supposedly from former FIFA World Player of the Year, George Weah, urging him to sign Dia, his cousin.

Of course, it was all a hoax; the call had come from a fellow university student of Dia’s, but he still moved to St Mary’s on a one-month contract, and proved horribly out of his depth.

In his only game for Saints, a 2-0 defeat to Leeds United, Dia came on as a first-half substitute, only to be taken off himself 53 minutes later. Clearly out of his depth, Southampton legend Matt Le Tissier said afterwards:  “He ran around the pitch like Bambi on ice; it was very embarrassing to watch.”

Dia was unsurprisingly released two weeks into his deal, before returning to non-league with Gateshead and Spennymoor United, where he finished his career.

But his name lives on in newspapers, magazines and websites’ ‘worst footballer of all time’ lists, which he frequently finds himself at the top of.

Read More:

DISCOVER: Best Gifts for Football Fans

Bestseller No. 1
Football 3D Illusion Lamp, Football 3D Night Light for Kids with 16 Colors Changing and Remote, Football Toys Gift for Boys Girls
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Bestseller No. 2
Toyk Boy Toys - LED Hover Football - Air Power Training Ball Game - Football Gifts for Boys Kids 3 4 5 6 7 8-12 Year Old Toys
  • Be easy to use,be like real soccer !A powerful fan floats allows it to glide across most flat surfaces, like hard wood floor,tiles,carpet.Be a good parent-kid interaction toy as you can play with kids together.Provide time for enjoyment and exercise for all ages.
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  • Toy size: 7 x 7 x 2.5 in, Required 4 x AA batteries (not included) - For Age 3 year old +
Bestseller No. 3
Himozoo 'Do Not Disturb I'm Watching Football or Rugby' Socks Novelty Funny Socks for Men Women Rugby Lovers Gifts (Grey-football)…
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SaleBestseller No. 4
Smart Ball SBCB1B Football Gift for Boys Girls Age 3,4,5,6,7,8,9,10,12+ Years Old Kick Up Counting Power Ball with Glow Lights and Sounds Training Kids, White & Blue
  • AMAZING COUNTING FOOTBALL: Introducing the latest innovation in football, Smart Ball Kick up Counting Football with lights and sounds This amazing counting football allows you to challenge yourself and your friends to see who can achieve more tricks Use your feet, legs, knees, chest and shoulders to keep the Smart Ball from hitting the ground and it will count each time it makes contact with you.
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  • PERFECT GIFT FOR FOOTBALL FANS: Whether you are looking for a Birthday gift, Christmas gift or other event, the Smart Ball Kick Up Counting Football is the perfect gift for football fans aged 6 years and over
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Bestseller No. 5
Tottenham Hotspur FC Official Football Gift Kids Graphic T-Shirt Navy 10-11 Yrs
  • Official THFC kids graphic T-shirt
  • Large club crest print to front; small crest print to sleeve
  • Garment Size (Chest): 2/3yrs 25"; 4/5yrs 27"; 6/7yrs 29"; 8/9yrs 32"; 10/11yrs 34"; 12/13yrs 36"
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Bestseller No. 6
Uloveido Training Recreation Practice Indoor Outdoor Sports Soccer Balls for Boys Teens Kids Football Gift To My Son Y594
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SaleBestseller No. 7
Kids Water Bottle by elefunkie – Football Gifts for Boys – Unique Water Bottle for Kids, Collapsible - Childrens Water Bottle, BPA Free - Boys Water Bottle 500ml, Free eBook Name Tag…
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Bestseller No. 8
Kids Night Light Football 3D Optical Illusion Lamp with Remote Control 16 Colors Changing Soccer Birthday Xmas Valentine's Day Gift Idea for Sport Fan Boys Girsl
  • ❤[3D Visual Football Lamp] Using a creative laser engraved optical acrylic plate,Football Night Light looks like a 3D etched line when lit at night and The-three dimensional illusion effect makes your room more unique and warm,helping you to sleep better.
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Bestseller No. 9
Smart Ball Speed Football, Talking Soccer Ball, Measures and Tells You Your Kick Speed, Great Quality, Innovative Design, Ideal Gift, Aged 6+
  • Measure the speed of your kick! Hi-tech smart ball can measure kick speeds of up to 100 kph. Can you reach the max?
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  • Easy to use. Put the ball on the kick-off base, just one click and it’s time to kick! Ideal Gift
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  • High quality and great value. Tough enough for the hardest kicks. Offers outdoor fun for everyone
SaleBestseller No. 10
FunKitZ by AToZ UK Football Water Bottle - Unique Football Gifts for Boys and Girls - Cool Kids Water Bottle, Collapsible, Leakproof - Boys Water Bottle - BPA Free - 550 ml
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Bestseller No. 11
Eat Sleep Football Repeat Funny Unisex Kids Adults Hoodie Jumper Sport Royal Blue
  • Premium 80% Cotton 20% Polyester
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  • Great Value With No Compromise
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Bestseller No. 12
Football 3D Optical Illusion Night Light for Boys,Besrina 7 Color Changing Touch Table Desk Lamp for Kids Bedroom, USB Charger Pretty Cool Gifts for Birthday X-mas Holiday Valentine's Day
  • 7 Colors Night Light: The football night light has 7 colors change- Red, Green, Blue, Yellow, Cyan, Pink, White,it can gradually change one color or 7 colors auto changing.
  • Flat Arcylic Night Light: The Football night light is a flat arcylic panel, but it is a 3D illusion effect, beautiful and special design in the night, best gifts for home decor.
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Bestseller No. 13
Football 3D Lamp, QpenguinBabies 3D Night Light for Boys, Football Bedside Light 7 Colors Change, Football Lamp for Boys Kids Adults
  • ❤CREATIVE 3D VISUALS ROOM DECOR: This is a 3D illusion light that displays football when it lights up, and an optical acrylic flat board carved with laser light gives you amazing 3D visuals. The 3d night light itself actually is flat but can creates an innovative 3D visual artistic atmosphere light. This is sure to surprise and impress your children and guests. Amazing optical visual illusion home football lamp makes your room more interesting.
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  • ❤A GUARANTEE OF QUALITY SLEEP: The kids lamp adopts newly designed ABS lamp holder and environment-friendly acrylic material, which is strong and high in toughness. 3D illusion lamp football is the most suitable bedside decoration lamps for infants and children. The light of table desk lamp is soft and bright, let your lovely child feel warm and have a good sleep at night.
  • ❤LONG LASTING & ENERGY SAVING: Give your child a 3d football light to satisfy his curiosity about the unknown area. Durable ABS base in which there are 9 LED beads, powered by 5V USB cable connected to computer, laptop or your household adaptor. Power dissipation: 0.012kw.h/24 hours; LED Life span: 10000hours. This football night light for boys takes less energy, and even turns it on all night.
  • ❤FOOTBALL GIFTS FOR BOYS: The beautifully designed gift boxes with our colour changing lamp are not only the best football toys for young football fans, but also the best Christmas gifts for children on birthdays, Birthdays, Thanksgiving, weddings, anniversaries, baby gifts, farewell parties, New Year's day and other best gifts for your family and friends.
Bestseller No. 14
Cadbury Dairy Milk Hollow Chocolate Football, 256 g
  • Hollow Chocolate Football
  • Premier League Edition made with milk chocolate
  • Made with the delicious Cadbury Dairy Milk Chocolate
  • Our cocoa beans are sourced through the Cocoa Life Sustainability Program
  • Suitable for Vegetarians
Bestseller No. 15
Liverpool FC Official Football Gift Mens Crest Polo Shirt Grey XL
  • Official Liverpool FC mens polo shirt
  • Club crest embroidery to chest
  • Garment Size (CHEST): Small 40"; Medium 42"; Large 44"; XL 46"; XXL 50"; 3XL 54"
  • Hi spec polo shirt: club branded buttons & neck label
SaleBestseller No. 16
Mitre Scriball Personaliseable Mini Football, Zultz
  • Collect it, colour it, play it, an ideal gift for boys and girls whatever the occasion
  • Mini football with five colouring pens for distinct colouring-in fun
  • Includes ball pump and stand to proudly display their handiwork
  • But it isn’t just for colouring in, it also encourages children to get into the garden for a kickabout
SaleBestseller No. 17
BrainBox - Football - Card Game
  • BrainBox Football is the 10-minute brain challenge that'll test your football knowledge while developing your memory and observation skills
  • Each of its 54 cards features fun facts about a beloved football club; try to memorise everything that you see and read before flipping over the card to answer questions
  • You won't only be learning about famous players and stadiums but also keeping an eye out for details. Can you remember if the penalty spot was visible?
  • Made with a minimum of 70 Percent recycled materials, this green and travel-friendly game is a quick-playing delight that's good for play with family or groups of friends
  • 1+ Players | Ages 8+ | 10 Minute Playing Time
Bestseller No. 18
Kuyou Football Kick Trainer, Soccer Training Aid for Kids and Adults Hands Free Solo Practice,Volleyball/Rugby Training Equipment, Universal Fits #3#4#5 Footballs (Yellow)
  • ⚽ Pratice And Enjoy - Perfect solo soccer trainer with premium quality and adjustable cord stretching up to 18 ft.Also comes with a durable tethered waistband, Enjoy praticing and improving your skills of control ball, shooting, passing, receiving, dribbling, throw-in like without chasing and pressured all around
  • ⚽ Universal fits different sized balls-The football elastic band includes 5 velcro straps, the length of the velcro has 28cm, suitable ball size of 3, 4 and 5 ball.Players of all levels can gain more soccer skills through using this soccer training equipment
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Bestseller No. 19
Liverpool FC Official Football Gift Boys Fleece Zip Hoody Grey 12-13 Years
  • Official LFC boys zip through hoody
  • Full colour club crest; LFC branded zip
  • Garment Size (Chest): 2-3yrs 27"; 4-5yrs 28"; 6-7yrs 30"; 8-9yrs 34"; 10-11yrs 38"; 12-13yrs 40"
  • Elasticated rib detail to cuffs & waist
SaleBestseller No. 20
Mitre Solo Close Control and Skills Football Training Aid, Multicolor, One Size
  • The 5 ft stretch cord with adjustable clip lets you vary your training and practice even in smaller spaces
  • The Velcro strap attaches to your wrist Hands-free use means you can focus on training
  • The adjustable strap can accept any size 3, 4 or 5 footballs
  • Ball not included
  • The fastest, easiest way to work on your skills, without the frustrating ball-retrieval bits, practice shooting, passing and ball control whenever and wherever you like

Matthew Chandler
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