3. Ronaldo | €37.5 million loss

Inter Milan to Real Madrid €45m

On the first day Ronaldo arrived in Spain, his jersey sales smashed every single record in the books – ‘El Fenomeno’ was the man every supporter wanted to see.

Possibly the most feared striker the world has ever seen racked up 83 goals in 127 matches during his time in a Madrid shirt. 

The free-scoring Brazilian stood out in a squad containing numerous other household names including David Beckham, Zinedine Zidane and Raul.

The former Brazil international’s second stint in La Liga showcased the peak of his powers before injuries, weight problems, and the signing of Ruud van Nistelrooy fuelled his fallout with Fabio Capello.

After his focus took a fatal turn from football to partying, a rather tubby Ronaldo partially funded a transfer to AC Milan hoping to revive his dwindling career.

Real Madrid to AC Milan €7.5m

Well, it seems wherever Ronaldo goes, Ronaldo scores. Those excess kilograms did not hinder his ability the hit the back of the net – to a certain extent.

A shadow of the player he once was, Ronaldo bagged nine goals in 20 appearances before returning to his homeland.

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