Masopust a intrat în istoria fotbalului prin golul marcat în finala Cupei Mondiale din 1962, pe care Cehoslovacia a pierdut-o în faţa Braziliei, scor 1-3, după ce a condus cu 1-0.
Josef Masopust a jucat și împotriva României, în calificările pentru Euro 1960. El a înscris unul dintre golurile victoriei cehoslovacilor la București (2-0) și a participat și la succesul din retur, 3-0.
Supranumit ”cavalerul fotbalului” pentru fair-play-ul său, Masopust a fost pentru mai mult de patru decenii singurul fotbalist ceh câştigător al Balonului de Aur, până când Pavel Nedved a reuşit aceeaşi performanţă în 2003.
Cea mai mare parte a carierei lui Masopust a fost leagtă de Dukla Praga, formaţie pentru a evoluat între 1945 şi 1968, perioadă în care a câştigat 8 titluri ale Cehoslovaciei.
La echipa naţională, fostul mijlocaş a strâns 63 de selecţii şi 10 goluri, unul dintre acestea fiind marcat împotriva României, în mai 1960, pe stadionul 23 August, în preliminariile EURO 1960, când cehoslovacii s-au impus cu 2-0.
Ca antrenor, cea mai mare performanţă realizată de Josef Masopust a fost titlul cucerit cu Zbrojovka Brno în 1978.
În decembrie 2000, Masopust a fost ales cel mai bun jucător ceh al secolului 20, în urma unui sondaj realizat de o revistă sportivă din Praga.
În 2012, când s-au împlinit 50 de ani de la Cupa Mondială din Chile, o statuie reprezentându-l pe Masopust a fost amplasată în faţa arenei echipei Dukla Praga.
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