De asemenea, Maldini senior a fost primul care a ridicat, ca și căpitan la AC Milan, prima Cupă a Campionilor Europeni câștigată de o formație italiană.
S-a întâmplat pe Wembley, în ’63, după o victorie în fața Benficăi lui Eusebio. A fost ”secundul” lui Enzo Bearzot, la Cupa Mondială adjudecată de Squadra Azzurra în Spania, în 1982.
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După ce l-a ajutat pe Bearzot la prima reprezentativă, a condus, pentru un deceniu, naționala Under 21 a Italiei, cu care a câștigat 3 Europene în 3 ani consecutivi.
În 1998, a condus naționala de seniroi a Italiei, ca selecționer, la Mondialele din Franța, pierzând în ”sferturi”, la penalty-uri, contra Franței, care avea să câștige trofeul.
A devenit apoi observator la AC Milan, apoi director tehnic pe când echipa era pregătită de Mauro Tassotti, apoi de turcul Fatih Terim.
Ca selecționer, a calificat selecționata statului Paraguay la Cupa Mondială din Coreea de Sud și Japonia, din 2002, cu care pierde în ”optimi”, în fața Germaniei. Este demis și se întoarce în Italia.
În ultima perioadă, a dispărut din lumina reflectoarelor.
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Monden
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