Milan Vice-President Adriano Galliani admits he wouldn't know how to react if Leonardo were to replace Rafa Benitez at Inter.
Leonardo spent over a decade at Milan first as a player, then as a director and finally as a Coach.
He left by mutual consent in the summer after one season in charge, citing differences of opinion with Silvio Berlusconi.
"I don't know what my reaction would be," Galliani told Sky Italia. "He certainly has a very important history with Milan.
Inter legend Sandro Mazzola has doubts that replacing Rafael Benitez with Leonardo is the right decision.
The Brazilian is the favourite to be handed the Nerazzurri hot-seat after Benitez rescinded his contract with the Italian giants today.
"I admire Leonardo as a man and a footballer, but I wouldn't know how to judge him as a Coach," Mazzola told Radio Radio.
"As an Interista I just find it hard to comprehend.
James Horncastle reveals why people shouldn't really be surprised if Leonardo decides to join Inter despite his past with Milan.
Zvonimir Boban picked up the newspapers yesterday morning and could barely believe his eyes. The headlines in each of Italy's sports dailies were once again linking his former teammate Leonardo with the bench at Inter only this time with an air of inevitability.
"I cannot imagine it," Boban said. "He worked at Milan for 13 years. He is a pure Milanista. It would be a very strange decision to move to Inter, but Leo is a professional and Moratti knows it. When Inter calls, it's difficult to say 'no' but in his place I wouldn't do it."
Inter President Massimo Moratti is seriously considering the appointment of Leonardo as Rafa Benitez's replacement.
By now, it looks like a matter of days until Benitez gets the sack even though he told reporters yesterday that he would be back from a Christmas holiday in Liverpool in time for training at Appiano Gentile on December 29.
La Gazzetta dello Sport understands Benitez has received an email from Inter's lawyer and that despite his public desire to stay on at San Siro, his time is up.
Not only is Leonardo reportedly set to take over from Rafa Benitez, but Inter could also exchange ex-Milan star Kaka for Douglas Maicon.
It is widely claimed that former Rossoneri Coach Leonardo is the hot favourite to replace Benitez during the winter break.
This move across the city could cause controversy, but not as much as the other rumour doing the rounds in the Italian media.
Sportmediaset suggest Inter are also in negotiations to bring Kaka back to San Siro wearing the Nerazzurri colours.
Former Milan boss Leonardo is reportedly on his way to replace Rafa Benitez on the Inter bench.
President Massimo Moratti was in Spain today, seemingly for negotiations with Benitez's agent over terminating the contract.
“I have not received any contact yet and in any case cannot say any more right now, as I am very busy,” agent Manuel Quilon told Calciomercato.it.
Adriano Galliani has finally confirmed Leonardo quit Milan because “some of his ideas did not match with those of our President.”
The Coach resigned after just one season at the helm and took several sideswipes at patron Silvio Berlusconi as he left.
“Some of Leonardo's technical ideas did not match with those of our President, but there has to be a debate,” confessed Vice-President Galliani on Milan Channel.
