Sami Khedira – signed for Juventus from Real Madrid
This one would have surely been a complete no-brainer. The World Cup, Champions League and La Liga winner switched to Italy on a Bosman – during the same window Steven Gerrard left on a free to LA Galaxy.
While James Milner signed for us on a free, bolstering our options by signing Khedira, a genuine defensive midfielder of European pedigree, would have been superb business.
At 28, the German is entering his peak, and would have provided us a more mobile, better passer than Lucas at the base of midfield.
