#3 Filippo Inzaghi
Pippo Inzaghi, as he is known, was one of the great goalscorers of his generation. Winning the Champions League with AC Milan in 2002-03 and 2006-07, his battles with Raúl to be the highest scorer of the Champions League were fascinating to watch before Messi & Ronaldo took over. He ended up winning the World Cup with Italy in 2006 and retired 2012.
Such were his predatory instincts in front of goal that Sir Alex famously quipped,
"That lad must have been born offside."
Before lining up for AC Milan for 11 seasons, he actually spent 4 seasons in Turin. He formed a deadly partnership with Alessandro Del Piero and Zinedine Zidane. Although he was top-scorer for the club for 3 consecutive seasons, his relationship with Del Piero soured due to their individualism and lack of understanding. He was benched after the arrival of David Trezeguet.
After 89 goals and 5 assists in 165 games for the club, AC Milan coughed up €36 million in July 2001, a considerable sum at that point in time. Thus ended Inzaghi's time with la Vecchia Signora.