Tamim bin Hamad Al-Thani, emir of Qatar, was keen to buy one of Europe's superpower sides. In 2007, he held talks with AC Milan, but the negotiations ultimately came to nothing.
Everything seemed to be progressing well until Berlusconi chose to block the take-over, say sources at 'La Repubblica.' The offer is believed to have been €1bn - Milan ended up being bought not long after for €750m.
Tamim then shifted his focus to French giants Paris Saint-Germain, hoping to make them into the best team in the world.
Whilst the Parisian team has enjoyed growth, Milan have struggled. Now, PSG are one of the favourites to win the Champions League thanks to the signings of Neymar and Kylian Mbappé.
Milan, on the other hand, don't compete in Europe and are suffering from irregular form.