5. Emmanuel Adebayor – £20 million Loss
Currently playing for Tottenham Hotspur in the Premier League, Emmanuel Adebayor.
The controversial striker left Arsenal back in 2009 in a deal worth £25m. He swapped the Emirates for the Etihad and despite having one fruitful season, it then all went downhill.
The Togo striker was then sent out on loan to Real Madrid and then to Spurs before he eventually joined the White Hart Lane club for just £5m.
City making another stunning loss on a transfer. £20m was the damage this time.
