Five Premier League players who ended up regretting transfer deadline day moves

Ronaldo 'agrees transfer' with Man City ahead of Premier League return

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The clock is ticking down to the final few days of the summer transfer window and there is likely to be a late rush to complete deals before it shuts. Premier League clubs have until 11pm on August 31 to get their business done and dusted, with some transfers going right to the wire over the years.

Due to the fast-changing nature of the transfer window, some clubs will often take a gamble on a last-minute deal.

On occasion, they can pay off handsomely. Liverpool signed Luis Suarez on deadline day in January 2011, while a youthful Wayne Rooney was snapped up by Manchester United in 2004.

But there is no denying that clubs are just as capable of making horrendous mistakes and the players too as they search for their perfect match.

Injuries can play their part as the Premier League season has already begun and the third gameweek of the season will take place just before the window shuts.

That could prompt a few teams to make knee-jerk decisions in order to bolster their squad until the market reopens in January.

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Looking back at previous deadline days, there are certainly transfers that did not work out – and Express Sport picks out five of the most regrettable deals…

Danny Drinkwater

Chelsea had spent most of the transfer window trying and failing to sign Radja Nainggolan as part of Antonio Conte’s plans to build on their title success in 2016-17.

And the Italian’s backup plan saw him move for Leicester midfielder Danny Drinkwater, who had played a key role in the Foxes’ shock title triumph a year earlier.

Drinkwater had been the supplier to Jamie Vardy on several occasions in that title-winning campaign and the £35m fee at the time reflected his prominence in English football.

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The midfielder featured prominently in Conte’s first season, making 43 appearances in his first season at Stamford Bridge.

But he soon fell out of favour after struggling to make an impact and off-field issues soon clouded his future with the Blues.

He was loaned out to Aston Villa, Burnley and Turkish outfit Kasimpasa and the club will be desperate to offload him this summer.

Now 31, Drinkwater may be wondering what his peak years would have looked like at Leicester.

Andy Carroll

The towering striker had everything he wanted at his boyhood club Newcastle United.

Carroll had graduated from the club’s academy and became a first-team regular in the 2009-10 season.

But it was the following year where he scored 14 goals in the league before December, convincing Kenny Dalglish to shell out a club-record £35m for Carroll.

It looked like a sensible way to spend the proceeds from Fernando Torres’ sale, but the Englishman struggled to transfer his form from Tyneside to Merseyside.

Injuries hampered his progress and he was continuously left out under Brendan Rodgers when he replaced Dalglish in 2012.

After just 11 goals in 58 appearances, Carroll left the club to join West Ham in a £15m deal, before returning to St. James’ Park in 2019.

Now a free agent, few could blame Carroll for taking the plunge. But hust how many goals would have scored had he remained in his familiar surroundings?

Peter Odemwingie

One of the most famous deadline day stories of all-time saw West Brom striker Peter Odemwingie turn up outside in the car park outside QPR’s training ground to push through a move in 2013.

Bizarrely, it seemed that there was a miscommunication and the two clubs were yet to agree a deal for the Nigerian, with only his part of a swap deal with Junior Hoilett agreed.

“Everything seemed agreed, but actually I didn’t know that one of the terms was that they [West Brom] were getting Hoilett and [if I had known that] I would have never driven to London,” Odemwingie told Transfer Talk.

“Why would I have driven to London in bad weather? It was dark already, it was winter and I had just had a new born, who was one week old.

“One thing I would have done [if I had known] is call my friends at QPR and say ‘hey guys, can you find out whether Hoilett will actually come to West Brom or not?’”

Eventually, Odemwingie stayed at the Hawthorns but only for another five months and was disciplined for his part in the transfer chaos.

He eventually joined Cardiff in a £2.25m deal, but struggled to hit the heights he reached in the Midlands.

Thomas Partey

It was viewed as a coup when Arsenal pulled off the signing of Thomas Partey from Atletico Madrid, paying his £45m release clause in full.

But after his first full season at the Emirates Stadium, the Ghanaian must have some doubts over whether he made the right decision to go.

The Gunners had ambitions to get back into the Champions League qualification places but instead began with their worst-ever start to a Premier League campaign.

Partey had some frustrating spells on the sidelines due to his injury problems and only made 24 appearances in the league last season.

Back in Madrid, Diego Simeone’s side experienced better times as Atletico won the title for the first time since 2013-14.

The 28-year-old also missed out on a winners’ medal that year, having spent the season on loan at Real Mallorca — and will no doubt have that fear of missing out again as Arsenal continue to struggle.

Kostas Mitroglu

Fulham had been taken over by Shahid Khan in 2014 and with a new manager in the hotseat in Felix Magath, the transfers kept coming as Fulham attempted to avoid relegation.

It seemed a no-brainer to move for Kostas Mitroglu given the striker’s excellent record at Olympiacos, but it also begged the question why no other clubs were in for him.

Mitroglou had established himself as a clinical finisher with 81 goals in 182 appearances for the Greek giants.

The Cottagers paid £12m to bring Mitrolgu to Craven Cottage on deadline day in January 2014.

But he made only three appearances for the west London outfit due to injury issues and a lack of form as Fulham were relegated to the Championship.

In August 2014, he was farmed out on loan to Olympiacos again where he rediscovered his goalscoring touch and later earned a move to Benfica.

But his detour via the English capital is surely a step in his career that he would like to forget.

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