His playing style info from wiki makes an intresting reading:
Cuadrado is a very unique midfielder. At times plays both between an attacking and defending role given by the situation of the game. His dribbling and ball control makes him a 'tricky' player when facing defenders and is able to read the moves of his opponent predicting reactions flawlessly. Cuadrado's reactions are strongly supported by his speed even to the point where he can out run/pace most players for the ball or when running with it. This has also been supported by his large impressive stamina despite being at his mid 20s where the peak of talents were revealed. In 2013, it was reported that Cuadrado nearly doubled the dribbling rate of Cristiano Ronaldo per league game.
Cuadrado at times can play any position on the right side making him quite a versatile player. Able to play as a defender if needed, a midfield playmaker, or even scoring goals as a winger, Cuadrado adapts a style of Total Football for both club and nation