AC Milan chief executive Ivan Gazidis wants to appoint Paolo Maldini as technical director following Leonardo's departure.
Leonardo stepped down as sporting director on Tuesday, the same day head coach Gennaro Gattuso resigned from the Serie A club.
Gattuso himself had confirmed his departure earlier on Tuesday, saying he is walking away despite having two years remaining on his contract, while Leonardou200b had only been in his job for one season.
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Milan are set for a busy off-season after missing out on Champions League qualification by just one point and CEO Gazidis is eyeing a new role for club great Maldini, who is the team's sporting strategy and development director.