3. Raul – Atletico Madrid to Real Madrid – Free
Losing a player of Raul’s quality to your already more successful cross-city neighbours must be a real sickener, but Atletico have since learned to hold on to their best and brightest before selling them on once they’ve actually developed. Raul took Spanish football kicking and screaming into a new era, and became Real’s leading goal scorer and appearance maker in the process. The classy forward notched up 741 appearances across all competitions, scoring 323 goals and helping the club to six La Liga titles and three Champions League wins. He still holds the record for the all time leading Champions League scorer, with 71 goals.