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Entry into management with Ajax

After retiring from playing, Cruyff followed in the footsteps of his mentor Rinus Michels. In June 1985, Cruyff returned to Ajax again. He coached a young Ajax side to victory in the European Cup Winners' Cup in 1987 (1–0). In the 1985–86 season, the league title was lost to Jan Reker 's PSV, despite Ajax having a goal difference of +85 (120 goals for, 35 goals against). In the 1985–86 and 1986–87 seasons, Ajax won the KNVB Cup.

It was during this period as manager that Cruyff was able to implement his favoured team formation—three mobile defenders; plus one more covering space – becoming, in effect, a defensive midfielder (from Rijkaard, Blind, Silooy, Verlaat, Larsson, Spelbos), two "controlling" midfielders (from Rijkaard, Scholten, Winter, Wouters, Mühren, Witschge) with responsibilities to feed the attack-minded players, one second striker (Bosman, Scholten), two touchline-hugging wingers (from Bergkamp, van't Schip, De Wit, Witschge) and one versatile centre forward (from Van Basten, Meijer, Bosman). So successful was this system that Ajax won the Champions League in 1995 playing Cruyff's system – a tribute to Cruyff's legacy as Ajax coach.