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Five Of The Worst Last Minute Deals As January Deadline Day Heats Up

Transfer Deadline day is always one of the most frantic days in the football calendar, whether it be Winter or Summer.

Twice a year, every year, clubs scramble to try and pick up some last minute bargains or big money deals in a bid to bolster their squad midway through the season.

January, in particular, has seen it’s fair share of excellent deals as well as a handful of very memorable busts.

As deadline day heats up Pundit Arena takes a look at five of the worst January Deadline Day deals.


5) Juan Cuadrado – Fiorentina – Chelsea (£23.3 Million) 2015

It never quite worked out for Columbian winger Juan Cuadrado when he signed for Chelsea from Fiorentina in 2015.

He had impressed for the Italian club during his last couple of years there but failed to settle at Chelsea almost immediately, making 12 appearances but only starting a handful of games and failing to find the net for his new club.

Cuadrado was loaned out to Juventus in the summer eventually joining on a permanent deal a few years later.


4) Afonso Alves  Heerenveen – Middlesbrough (£12.8 Million) 2009

An absolutely iconic signing when he arrived at Middlesbrough, breaking their transfer record at £12.8 million,  Afonso Alves never quite lived up to his lofty expectations.

The Brazilian had scored a ridiculous 34 goals in 31 Eredivisie games the season before he arrived in England and grabbed a fairly respectable six goals in 11 games during his first campaign.

However, he could not find the form which led to his move during his second season at the club scoring just four league goals in 31 games as Middlesbrough suffered relegation to the Championship.

Alves finished out his career in the Qatari League unable to rekindle his blistering Eredivisie form.


3) Kostas Mitroglou – Olympiakos – Fulham (£12.4 Million) 2014

Another goal machine who completely forgot how to do it when he arrived in the Premier League, struggling Fulham broke their transfer record for Greek striker Kostas Mitroglou in 2014.

Pegged as Fulham’s saviour from relegation, a mixture of injury and fitness problems meant that Mitrouglou only managed three appearances for the London club who failed to avoid the drop.

Mitroglou would leave Fulham to join Olympiakos on loan that Summer and would go on to star for Benfica a couple of years later scoring 25 and 27 goals over two seasons at the Portuguese club.


2) Fernando Torres – Liverpool – Chelsea (£50 million) 2011

One of the most iconic deadline day deals in history, Fernando Torres made the move from Liverpool to Chelsea for £50 million in 2011.

Torres had been struggling for form with Liverpool during the 2010/2011 scoring just nine goals, and clearly wanted out of Anfield when Chelsea came knocking.

A deadline day move followed but Torres struggled from the very start at Stamford Bridge scoring just 20 goals in 110 Premier League games at the club before moving back to his boyhood Atletico Madrid.


1) Andy Carroll – Newcastle – Liverpool (£35 million) 2011

Signed just hours after the sale of Fernando Torres, Andy Carroll’s arrival at Liverpool remains one of the most eyebrow-raising transfers in recent memory.

Carroll cost £35 million but just like Torres he never quite settled at his new club and clearly didn’t suit Liverpool’s style of play from day one.

After just six Premier League goals in 44 games, Carroll left for West Ham but has been plagued by injuries over the last number of years, limiting his game time for the East London club.

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Author: Oisin McQueirns

Oisin McQueirns is a digital journalist at Pundit Arena. Massive fan of Leeds United, Ric Flair and Trusting The Process. Contact him here [email protected]