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#3 Angel Di Maria
Following his heroic performances in Real Madrid's Champions League triumph in 2014, Angel Di Maria became a sudden summer target for Manchester United. The Argentine arrived at Old Trafford with huge fanfare as the Red Devils paid a whopping €75 million for his signature.
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Di Maria got off to a promising start, bagging two goals and two assists in his first four games. He even won the club's player of the month award in September. However, things only got worse from there.
The Argentine scored just two goals in his following 28 games for Manchester United and was highly scrutinized for abysmal displays in front of goal. When Paris Saint-Germain came knocking in the summer of 2015, the Red Devils decided to cut their losses and let him go for €63 million.
#2 Alexis Sachez
In another panicked transfer, Manchester United pipped their neighbors Manchester City to the signing of Alexis Sanchez in January 2018. Henrikh Mkhitaryan went the other way in a swap deal. It was evident that that move didn't have much to do with their need to sign the attacker, but the quest to prove a point to their city rivals.
The Chilean became the highest-paid footballer in the Premier League, pocketting around £500,000 per week upon landing at Old Trafford. However, his transfer also failed to produce the goods.
During his one-and-a-half year stint at Manchester United, Sanchez contributed a paltry five goals in 45 appearances, becoming one of the worst signings in the club's history. The fans felt a huge relief when he was offloaded to Inter Milan in August 2019.
#1 Cristiano Ronaldo
Manchester United immediately turned their attention to the signing of a defensive midfielder after they lured Jadon Sancho to Old Trafford earlier this summer. With the likes of Marcus Rashford, Edinson Cavani, Anthony Martial and Mason Greenwood at the club, it was evident that they had enough options in the attack.
Then came the news that Cristiano Ronaldo was nearing a move from Juventus to Manchester City and the Red Devils instantly stood on guard. To avoid seeing the greatest player in their history play for their local rivals, Manchester United decided to hijack the transfer. They signed the attacker instead for a reported €15 million plus €8 million in add-ons.
The Portuguese has agreed on a two-year deal at Old Trafford and is expected to pocket a massive £480,000 per week. It remains to be seen if the gamble will pay off this time.
