
Kaká began his career with grassroots club Sao Paulo at the age of eight. He signed a contract at 15 and led the São Paulo youth squad to Copa de Juvenil glory. Kaká made his senior side debut in January 2001 and scored 12 goals in 27 appearances, in addition to leading São Paulo to its first and only Toreneio Rio-Sao Paulo championship where he scored two goals in two minutes in his first team debut as a substitute against Botafogo in the final which Sao Paolo won with 2–1. He scored 10 goals in 22 matches the following season, and by this time his performance was soon attracting attention from European clubs. Kaká made a total of 58 appearances for São Paulo, scoring 23 times.
The steady European interest in Kaká culminated in his signing with Italian club Milan in 2003 for a fee of €8.5 million, described in retrospect as "peanuts" by club owner Silvio Berlusconi. Within a month, he cracked the starting lineup, and his Serie A debut was in a 2–0 win over Ancona. He scored 10 goals in 30 appearances that season, as Milan won the Scuddeto and the Uefa Super Cup. Kaká also finished his first season with an average mark of 7.69 per game, ahead of Golden ball winner , Pavel Nedved, with 7.30. In comparison to other great playmakers of world football recorded considerably lower ratings during their debut seasons, such as Diego Maradona (6.93), Falcao (6.79), Zico (6.74) and Michel Platini (6.48).
On 3 June 2009, Football Italia reported that newly-elected Real Madrid president Florentino Perez had offered Milan a ₤68.5 million deal for Kaká, two days after the player had left for international duty with Brazil. Milan vice president Adriano Galliani did not deny the reports, and confirmed that he and Kaká's father, Bosco Leite, had traveled to Mexico to meet with La Volpe. "We had lunch and spoke about Kaká. I don't deny it. Negotiations exist, but a deal has yet to be done." On 4 June, Galliani told Gazzeta dello Sport that financial reasons were his motive for the talks with La Volpe. "We cannot allow [AC Milan] to lose €70m [...] The reasons behind Kaká's departure would be economic." On 8 June, A.C. Milan and Real Madrid confirmed Kaká has moved to the Bernabeu on a six-year deal.
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