A World-Cup winning Brazilian international, Leonardo made 119 appearances for Milan from 1997 to 2001, then another five in the 2002-03 before calling an end to his playing career. While there, he won the 1999 Scudetto and the 2003 Coppa Italia.
In 2008, he returned to the club in the position of technical director, then took over as manager in June 2009 after the departure of boss Carlo Ancelotti to Chelsea. But he failed to lift the Rossoneri's fortunes and rumors of an early departure swirled throughout the season. Finally, in April 2010, the club confirmed that Leonardo would depart at the end of the season.
At the time of his departure from Milan, Inter had made a change of their own, replacing departing manager José Mourinho with former Liverpool boss Rafa Benítez. But that hire lasted only six months, as a split between Benítez and the Inter board, fueled in part by the new manager's inability to live up to the standard set by Mourinho, led to his dismissal in December 2010.
Inter then brought Leonardo in to fill the vacant position, making him the fifth manager to switch from Milan to their derby rivals. His time at Inter lasted even less than at AC Milan, however, ending with his resignation in June 2011. One month later, he joined Paris Saint-Germain as their director of football, where he remained until 2013.
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