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| Year | Sport | Contest | Discipline | Category | Name | Country | Position |
|---|---|---|---|---|---|---|---|
| 1972 | Road Cycling | Tour de France | Mountain jersey | Men | Lucien Van Impe | Belgium | 1 |
| 1973 | Road Cycling | Tour de France | Mountain jersey | Men | Pedro Torres | Spain | 1 |
| 1974 | Road Cycling | Tour de France | Mountain jersey | Men | Domingo Perurena | Spain | 1 |
| 1975 | Road Cycling | Tour de France | Mountain jersey | Men | Lucien Van Impe | Belgium | 1 |
| 1976 | Road Cycling | Tour de France | Mountain jersey | Men | Giancarlo Bellini | Italy | 1 |
| 1977 | Road Cycling | Tour de France | Mountain jersey | Men | Lucien Van Impe | Belgium | 1 |
| 1978 | Road Cycling | Tour de France | Mountain jersey | Men | Mariano Martínez | France | 1 |
| 1979 | Road Cycling | Tour de France | Mountain jersey | Men | Giovanni Battaglin | Italy | 1 |
| 1980 | Road Cycling | Tour de France | Mountain jersey | Men | Raymond Martin | France | 1 |
| 1981 | Road Cycling | Tour de France | Mountain jersey | Men | Lucien Van Impe | Belgium | 1 |
| 1982 | Road Cycling | Tour de France | Mountain jersey | Men | Bernard Vallet | France | 1 |
| 1983 | Road Cycling | Tour de France | Mountain jersey | Men | Lucien Van Impe | Belgium | 1 |
| 1984 | Road Cycling | Tour de France | Mountain jersey | Men | Robert Millar | Great Britain | 1 |
| 1985 | Road Cycling | Tour de France | Mountain jersey | Men | Luis Herrera | Colombia | 1 |
| 1986 | Road Cycling | Tour de France | Mountain jersey | Men | Bernard Hinault | France | 1 |
| 1987 | Road Cycling | Tour de France | Mountain jersey | Men | Luis Herrera | Colombia | 1 |
| 1988 | Road Cycling | Tour de France | Mountain jersey | Men | Steven Rooks | Netherlands | 1 |
| 1989 | Road Cycling | Tour de France | Mountain jersey | Men | Gert-Jan Theunisse | Netherlands | 1 |
| 1990 | Road Cycling | Tour de France | Mountain jersey | Men | Thierry Claveyrolat | France | 1 |
| 1991 | Road Cycling | Tour de France | Mountain jersey | Men | Claudio Chiappucci | Italy | 1 |
| 1992 | Road Cycling | Tour de France | Mountain jersey | Men | Claudio Chiappucci | Italy | 1 |
| 1993 | Road Cycling | Tour de France | Mountain jersey | Men | Tony Rominger | Switzerland | 1 |
| 1994 | Road Cycling | Tour de France | Mountain jersey | Men | Richard Virenque | France | 1 |
| 1995 | Road Cycling | Tour de France | Mountain jersey | Men | Richard Virenque | France | 1 |
| 1996 | Road Cycling | Tour de France | Mountain jersey | Men | Richard Virenque | France | 1 |
| 1997 | Road Cycling | Tour de France | Mountain jersey | Men | Richard Virenque | France | 1 |
| 1998 | Road Cycling | Tour de France | Mountain jersey | Men | Christophe Rinero | France | 1 |
| 1999 | Road Cycling | Tour de France | Mountain jersey | Men | Richard Virenque | France | 1 |
| 2000 | Road Cycling | Tour de France | Mountain jersey | Men | Santiago Botero | Colombia | 1 |
| 2001 | Road Cycling | Tour de France | Mountain jersey | Men | Laurent Jalabert | France | 1 |
| 2002 | Road Cycling | Tour de France | Mountain jersey | Men | Laurent Jalabert | France | 1 |
| 2003 | Road Cycling | Tour de France | Mountain jersey | Men | Richard Virenque | France | 1 |
| 2004 | Road Cycling | Tour de France | Mountain jersey | Men | Richard Virenque | France | 1 |
| 2005 | Road Cycling | Tour de France | Mountain jersey | Men | Michael Rasmussen | Denmark | 1 |
| 2006 | Road Cycling | Tour de France | Mountain jersey | Men | Michael Rasmussen | Denmark | 1 |
| 2007 | Road Cycling | Tour de France | Mountain jersey | Men | Mauricio Soler | Colombia | 1 |
| 2008 | Road Cycling | Tour de France | Mountain jersey | Men | Bernhard Kohl Carlos Sastre | Spain | 1 |
| 2009 | Road Cycling | Tour de France | Mountain jersey | Men | Franco Pellizotti Egoi Martínez | Spain | 1 |
| 2010 | Road Cycling | Tour de France | Mountain jersey | Men | Anthony Charteau | France | 1 |
| 2011 | Road Cycling | Tour de France | Mountain jersey | Men | Samuel Sánchez | Spain | 1 |
| 2012 | Road Cycling | Tour de France | Mountain jersey | Men | Thomas Voeckler | France | 1 |
| 2013 | Road Cycling | Tour de France | Mountain jersey | Men | Nairo Quintana | Colombia | 1 |
| 2014 | Road Cycling | Tour de France | Mountain jersey | Men | Rafał Majka | Poland | 1 |
| 2015 | Road Cycling | Tour de France | Mountain jersey | Men | Chris Froome | Great Britain | 1 |
| 2016 | Road Cycling | Tour de France | Mountain jersey | Men | Rafał Majka | Poland | 1 |
| 2017 | Road Cycling | Tour de France | Mountain jersey | Men | Warren Barguil | France | 1 |
| 2018 | Road Cycling | Tour de France | Mountain jersey | Men | Julian Alaphilippe | France | 1 |
| 2019 | Road Cycling | Tour de France | Mountain jersey | Men | Romain Bardet | France | 1 |
| 2020 | Road Cycling | Tour de France | Mountain jersey | Men | Tadej Pogačar | Slovenia | 1 |
| 2021 | Road Cycling | Tour de France | Mountain jersey | Men | Tadej Pogačar | Slovenia | 1 |
| 2022 | Road Cycling | Tour de France | Mountain jersey | Men | Jonas Vingegaard | Denmark | 1 |
| 2023 | Road Cycling | Tour de France | Mountain jersey | Men | Giulio Ciccone | Italy | 1 |
| 2024 | Road Cycling | Tour de France | Mountain jersey | Men | Richard Carapaz | Ecuador | 1 |
| 2025 | Road Cycling | Tour de France | Mountain jersey | Men | Tadej Pogačar | Slovenia | 1 |
| 1935 | Road Cycling | Vuelta a España | Mountain jersey | Men | Edoardo Molinar | Italy | 1 |
| 1936 | Road Cycling | Vuelta a España | Mountain jersey | Men | Salvador Molina | Spain | 1 |
| 1941 | Road Cycling | Vuelta a España | Mountain jersey | Men | Fermin Trueba | Spain | 1 |
| 1942 | Road Cycling | Vuelta a España | Mountain jersey | Men | Julián Berrendero | Spain | 1 |
| 1945 | Road Cycling | Vuelta a España | Mountain jersey | Men | Julián Berrendero | Spain | 1 |
| 1946 | Road Cycling | Vuelta a España | Mountain jersey | Men | Emilio Rodríguez | Spain | 1 |
| 1947 | Road Cycling | Vuelta a España | Mountain jersey | Men | Emilio Rodríguez | Spain | 1 |
| 1948 | Road Cycling | Vuelta a España | Mountain jersey | Men | Bernardo Ruiz | Spain | 1 |
| 1943 | Road Cycling | Paris–Roubaix | Monument | Men | Marcel Kint | Belgium | 1 |
| 1944 | Road Cycling | Paris–Roubaix | Monument | Men | Maurice Desimpelaere | Belgium | 1 |
| 1945 | Road Cycling | Paris–Roubaix | Monument | Men | Paul Maye | France | 1 |
| 1946 | Road Cycling | Paris–Roubaix | Monument | Men | Georges Claes | Belgium | 1 |
| 1947 | Road Cycling | Paris–Roubaix | Monument | Men | Georges Claes | Belgium | 1 |
| 1948 | Road Cycling | Paris–Roubaix | Monument | Men | Rik Van Steenbergen | Belgium | 1 |
| 1949 | Road Cycling | Paris–Roubaix | Monument | Men | André Mahé | France | 1 |
| 1949 | Road Cycling | Paris–Roubaix | Monument | Men | Serse Coppi | Italy | 1 |
| 1950 | Road Cycling | Paris–Roubaix | Monument | Men | Fausto Coppi | Italy | 1 |
| 1951 | Road Cycling | Paris–Roubaix | Monument | Men | Antonio Bevilacqua | Italy | 1 |
| 1952 | Road Cycling | Paris–Roubaix | Monument | Men | Rik Van Steenbergen | Belgium | 1 |
| 1953 | Road Cycling | Paris–Roubaix | Monument | Men | Germain Derycke | Belgium | 1 |
| 1954 | Road Cycling | Paris–Roubaix | Monument | Men | Raymond Impanis | Belgium | 1 |
| 1955 | Road Cycling | Paris–Roubaix | Monument | Men | Jean Forestier | France | 1 |
| 1956 | Road Cycling | Paris–Roubaix | Monument | Men | Louison Bobet | France | 1 |
| 1957 | Road Cycling | Paris–Roubaix | Monument | Men | Fred De Bruyne | Belgium | 1 |
| 1958 | Road Cycling | Paris–Roubaix | Monument | Men | Leon Vandaele | Belgium | 1 |
| 1959 | Road Cycling | Paris–Roubaix | Monument | Men | Noel Foré | Belgium | 1 |
| 1960 | Road Cycling | Paris–Roubaix | Monument | Men | Pino Cerami | Belgium | 1 |
| 1961 | Road Cycling | Paris–Roubaix | Monument | Men | Rik Van Looy | Belgium | 1 |
| 1962 | Road Cycling | Paris–Roubaix | Monument | Men | Rik Van Looy | Belgium | 1 |
| 1963 | Road Cycling | Paris–Roubaix | Monument | Men | Emile Daems | Belgium | 1 |
| 1964 | Road Cycling | Paris–Roubaix | Monument | Men | Peter Post | Netherlands | 1 |
| 1965 | Road Cycling | Paris–Roubaix | Monument | Men | Rik Van Looy | Belgium | 1 |
| 1966 | Road Cycling | Paris–Roubaix | Monument | Men | Felice Gimondi | Italy | 1 |
| 1892 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Léon Houa | Belgium | 1 |
| 1967 | Road Cycling | Paris–Roubaix | Monument | Men | Jan Janssen | Netherlands | 1 |
| 1893 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Léon Houa | Belgium | 1 |
| 1968 | Road Cycling | Paris–Roubaix | Monument | Men | Eddy Merckx | Belgium | 1 |
| 1894 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Léon Houa | Belgium | 1 |
| 1969 | Road Cycling | Paris–Roubaix | Monument | Men | Walter Godefroot | Belgium | 1 |
| 1908 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | André Trousselier | France | 1 |
| 1970 | Road Cycling | Paris–Roubaix | Monument | Men | Eddy Merckx | Belgium | 1 |
| 1909 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Victor Fastre | Belgium | 1 |
| 1971 | Road Cycling | Paris–Roubaix | Monument | Men | Roger Rosiers | Belgium | 1 |
| 1911 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Joseph Van Daele | Belgium | 1 |
| 1972 | Road Cycling | Paris–Roubaix | Monument | Men | Roger De Vlaeminck | Belgium | 1 |
| 1912 | Road Cycling | Liège–Bastogne–Liège | Monument | Men | Omer Verschoore | Belgium | 1 |
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