Amorim has an opportunity to make history if Milan beat Juventus
Quick summary
Football Italia preview highlights that an Amorim-linked figure could make history if AC Milan overcome Juventus in the Coppa Italia.
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Attributed to original sourceMilan are gearing up for their first real test of the Serie A season away against Juventus on Sunday evening, and if recently-appointed head coach Ruben Amorim picks up all three points on the road, he will become the first Rossoneri coach since 1958 to win their first three league matches in charge.
Amorim could better Sacchi, Capello and Ancelotti’s Milan starts with a win against Juventus So far, so good for Amorim and Milan at the start of the 2026-27 season: They have picked up six points from their first two Serie A fixtures of the season thanks to their 2-1 victory away against Torino and last weekend’s 2-0 win over Venezia in San Siro.
TURIN, ITALY – AUGUST 23: Ruben Amorim, Head Coach of AC Milan reacts during the Serie A match between Torino FC and AC Milan at Stadio Olimpico Grande Torino on August 23, 2026 in Turin, Italy. (Photo by Valerio Pennicino/Getty Images) Amorim now needs a victory over Juventus to become the first coach since 1958 to win their first three Serie A matches in charge of Milan. This is a feat that not even Arrigo Sacchi, Fabio Capello or Carlo Ancelotti managed during their trophy-laden spells in San Siro.
Sacchi lost the second Serie A match of his tenure, defeated by Fiorentina due to goals from Ramon Diaz and the legendary Roberto Baggio. Capello won both of his first two matches in charge back in 1991, but then drew 1-1 in his third match, coincidentally away against Juventus. Ancelotti, meanwhile, was held to a 0-0 draw against Piacenza during his first Serie A match in charge of Milan in 2001.
FLORENCE, ITALY – JANUARY 19: (L-R) Real Madrid head coach Carlo Ancelotti and Arrigo Sacchi attend the Italian Football Federation Hall of Fame Award ceremony at Palazzo Vecchio on January 19, 2015 in Florence, Italy. (Photo by Paolo Bruno/Getty Images) Only three coaches have won all of their first three matches in charge of Milan, and none for almost 70 years, dating back to 1958. Mario Sperone managed it in 1952, Gipo Viani did it in 1956 and the most recent was Cina Bonizzoni 68 years ago.
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What happened
The article frames an upcoming Coppa Italia fixture between AC Milan and Juventus as a historic opportunity, with an Amorim figure positioned at the center of the narrative. Milan reaching or winning the final would reportedly deliver a milestone moment. The piece serves as a preview of the high-stakes Italian cup clash between two of Serie A's most storied clubs.
Chance analysis
Milan and Juventus meeting in a Coppa Italia fixture is always a marquee occasion, and the framing of 'making history' signals that the result carries weight beyond a standard knockout tie. For Milan, beating Juventus would represent a statement moment in their domestic cup campaign, while Juventus will be eager to spoil that narrative. The story underscores the cultural weight of this rivalry in Italian football.
A Milan victory over Juventus would represent a significant cup milestone and strengthen the club's domestic silverware prospects this season.