Probably the best Guti's game for Real Madrid. It was August the 1st 2000 & Real Madrid was playing against AC Milan at San Siro. They weren't able to face their brightest stars like Raul or the newest addition to the squad, Luis Figo. Guti, switching his number 14 shirt for Figo's 10 for this game, led the inexperienced squad against the rossoneri that fielded some of the greatest players in the world at the time — Maldini, Shevchenko, Costacurta, Gattuso, Albertini... Yet it was Guti who shined the brightest — scoring 2 brilliant goals, providing a marvelous assist after a one-two with Morientes and finishing up with arguably his greatest move of the entire game that led to young Samuel Eto'o scoring for Real Madrid.
AC Milan were humiliated at home — the reserve Madrid team won by 5 goals to 1. Berlusconi had only one thought after he game though — he needed to sign that magical Spaniard. He offered to pay him the double of what Madrid was paying him at the time, but Guti refused — a young Madridista was desperate to succeed at his homeclub. He'll end up appearing in 542 official games for them and serving as vice-captain – helping the club to win 15 trophies, most notably three Champions League titles and five La Liga championships, but he never truly fulfil his early promise. Who knows how it all would've turned out if he was to accept Silvio's offer that night.