#1 Michael Carrick
The newly appointed Manchester United skipper is one of the best midfielders England has produced in recent times and while his journey began at West Ham United in around the mid-90s, Carrick ended up at United from Tottenham.
He joined Manchester United from Spurs in 2006 and was tipped to act as a proper replacement for the long-gone Roy Keane. Sir Alex shelled out a fee in the region of £14 million for the England international and Carrick gradually developed into a classy midfield controller, by playing alongside the likes of Paul Scholes and Ryan Giggs in the heart of the park.
Still a part of United's side under Jose Mourinho, Carrick is one of the many former Tottenham players that Lilywhites fans regret selling to United and would jump at the opportunity to travel back in time and keep him at White Hart Lane.