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| Year | Sport | Contest | Discipline | Category | Name | Country | Position |
|---|---|---|---|---|---|---|---|
| 2017 | Road Cycling | Tour de France | Mountain jersey | Men | Warren Barguil | France | 1 |
| 2016 | 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 |
| 2014 | Road Cycling | Tour de France | Mountain jersey | Men | Rafał Majka | Poland | 1 |
| 2013 | Road Cycling | Tour de France | Mountain jersey | Men | Nairo Quintana | Colombia | 1 |
| 2012 | Road Cycling | Tour de France | Mountain jersey | Men | Thomas Voeckler | France | 1 |
| 2011 | Road Cycling | Tour de France | Mountain jersey | Men | Samuel Sánchez | Spain | 1 |
| 2010 | Road Cycling | Tour de France | Mountain jersey | Men | Anthony Charteau | France | 1 |
| 2009 | Road Cycling | Tour de France | Mountain jersey | Men | Franco Pellizotti Egoi Martínez | Spain | 1 |
| 2008 | Road Cycling | Tour de France | Mountain jersey | Men | Bernhard Kohl Carlos Sastre | Spain | 1 |
| 2007 | Road Cycling | Tour de France | Mountain jersey | Men | Mauricio Soler | Colombia | 1 |
| 2006 | Road Cycling | Tour de France | Mountain jersey | Men | Michael Rasmussen | Denmark | 1 |
| 2005 | Road Cycling | Tour de France | Mountain jersey | Men | Michael Rasmussen | Denmark | 1 |
| 2004 | Road Cycling | Tour de France | Mountain jersey | Men | Richard Virenque | France | 1 |
| 2003 | Road Cycling | Tour de France | Mountain jersey | Men | Richard Virenque | France | 1 |
| 2002 | Road Cycling | Tour de France | Mountain jersey | Men | Laurent Jalabert | France | 1 |
| 2001 | Road Cycling | Tour de France | Mountain jersey | Men | Laurent Jalabert | France | 1 |
| 2000 | Road Cycling | Tour de France | Mountain jersey | Men | Santiago Botero | Colombia | 1 |
| 1999 | 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 |
| 1997 | 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 |
| 1995 | Road Cycling | Tour de France | Mountain jersey | Men | Richard Virenque | France | 1 |
| 1994 | Road Cycling | Tour de France | Mountain jersey | Men | Richard Virenque | France | 1 |
| 1993 | Road Cycling | Tour de France | Mountain jersey | Men | Tony Rominger | Switzerland | 1 |
| 1992 | Road Cycling | Tour de France | Mountain jersey | Men | Claudio Chiappucci | Italy | 1 |
| 1991 | Road Cycling | Tour de France | Mountain jersey | Men | Claudio Chiappucci | Italy | 1 |
| 1990 | Road Cycling | Tour de France | Mountain jersey | Men | Thierry Claveyrolat | France | 1 |
| 1989 | Road Cycling | Tour de France | Mountain jersey | Men | Gert-Jan Theunisse | Netherlands | 1 |
| 1988 | Road Cycling | Tour de France | Mountain jersey | Men | Steven Rooks | Netherlands | 1 |
| 1987 | 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 |
| 1985 | Road Cycling | Tour de France | Mountain jersey | Men | Luis Herrera | Colombia | 1 |
| 1984 | Road Cycling | Tour de France | Mountain jersey | Men | Robert Millar | Great Britain | 1 |
| 1983 | 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 |
| 1981 | Road Cycling | Tour de France | Mountain jersey | Men | Lucien Van Impe | Belgium | 1 |
| 1980 | Road Cycling | Tour de France | Mountain jersey | Men | Raymond Martin | France | 1 |
| 1979 | Road Cycling | Tour de France | Mountain jersey | Men | Giovanni Battaglin | Italy | 1 |
| 1978 | Road Cycling | Tour de France | Mountain jersey | Men | Mariano Martínez | France | 1 |
| 1977 | 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 |
| 1975 | Road Cycling | Tour de France | Mountain jersey | Men | Lucien Van Impe | Belgium | 1 |
| 1974 | Road Cycling | Tour de France | Mountain jersey | Men | Domingo Perurena | Spain | 1 |
| 1973 | Road Cycling | Tour de France | Mountain jersey | Men | Pedro Torres | Spain | 1 |
| 1972 | Road Cycling | Tour de France | Mountain jersey | Men | Lucien Van Impe | Belgium | 1 |
| 1971 | Road Cycling | Tour de France | Mountain jersey | Men | Lucien Van Impe | Belgium | 1 |
| 1970 | Road Cycling | Tour de France | Mountain jersey | Men | Eddy Merckx | Belgium | 1 |
| 1969 | Road Cycling | Tour de France | Mountain jersey | Men | Eddy Merckx | Belgium | 1 |
| 1968 | Road Cycling | Tour de France | Mountain jersey | Men | Aurelio González | Spain | 1 |
| 1967 | Road Cycling | Tour de France | Mountain jersey | Men | Julio Jimenez | Spain | 1 |
| 1966 | Road Cycling | Tour de France | Mountain jersey | Men | Julio Jimenez | Spain | 1 |
| 1965 | Road Cycling | Tour de France | Mountain jersey | Men | Julio Jimenez | Spain | 1 |
| 1964 | Road Cycling | Tour de France | Mountain jersey | Men | Federico Bahamontes | Spain | 1 |
| 1963 | Road Cycling | Tour de France | Mountain jersey | Men | Federico Bahamontes | Spain | 1 |
| 1962 | Road Cycling | Tour de France | Mountain jersey | Men | Federico Bahamontes | Spain | 1 |
| 1961 | Road Cycling | Tour de France | Mountain jersey | Men | Imerio Massignan | Italy | 1 |
| 1960 | Road Cycling | Tour de France | Mountain jersey | Men | Imerio Massignan | Italy | 1 |
| 1959 | Road Cycling | Tour de France | Mountain jersey | Men | Federico Bahamontes | Spain | 1 |
| 1958 | Road Cycling | Tour de France | Mountain jersey | Men | Federico Bahamontes | Spain | 1 |
| 1957 | Road Cycling | Tour de France | Mountain jersey | Men | Gastone Nencini | Italy | 1 |
| 1956 | Road Cycling | Tour de France | Mountain jersey | Men | Charly Gaul | Luxembourg | 1 |
| 1955 | Road Cycling | Tour de France | Mountain jersey | Men | Charly Gaul | Luxembourg | 1 |
| 1954 | Road Cycling | Tour de France | Mountain jersey | Men | Federico Bahamontes | Spain | 1 |
| 1953 | Road Cycling | Tour de France | Mountain jersey | Men | Jesús Loroño | Spain | 1 |
| 1952 | Road Cycling | Tour de France | Mountain jersey | Men | Fausto Coppi | Italy | 1 |
| 1951 | Road Cycling | Tour de France | Mountain jersey | Men | Raphael Géminiani | France | 1 |
| 1950 | Road Cycling | Tour de France | Mountain jersey | Men | Louison Bobet | France | 1 |
| 1949 | Road Cycling | Tour de France | Mountain jersey | Men | Fausto Coppi | Italy | 1 |
| 1948 | Road Cycling | Tour de France | Mountain jersey | Men | Gino Bartali | Italy | 1 |
| 1947 | Road Cycling | Tour de France | Mountain jersey | Men | Pierre Brambilla | France | 1 |
| 1939 | Road Cycling | Tour de France | Mountain jersey | Men | Sylvère Maes | Belgium | 1 |
| 1938 | Road Cycling | Tour de France | Mountain jersey | Men | Gino Bartali | Italy | 1 |
| 1937 | Road Cycling | Tour de France | Mountain jersey | Men | Félicien Vervaecke | Belgium | 1 |
| 1936 | Road Cycling | Tour de France | Mountain jersey | Men | Julián Berrendero | Spain | 1 |
| 1935 | Road Cycling | Tour de France | Mountain jersey | Men | Félicien Vervaecke | Belgium | 1 |
| 1934 | Road Cycling | Tour de France | Mountain jersey | Men | René Vietto | France | 1 |
| 1933 | Road Cycling | Tour de France | Mountain jersey | Men | Vicente Trueba | Spain | 1 |
| 1932 | Road Cycling | Tour de France | Mountain jersey | Men | Vicente Trueba | Spain | 1 |
| 1931 | Road Cycling | Tour de France | Mountain jersey | Men | Joseph Demuysere | Belgium | 1 |
| 1930 | Road Cycling | Tour de France | Mountain jersey | Men | Benoît Fauré | France | 1 |
| 1929 | Road Cycling | Tour de France | Mountain jersey | Men | Victor Fontan | France | 1 |
| 1928 | Road Cycling | Tour de France | Mountain jersey | Men | Victor Fontan | France | 1 |
| 1927 | Road Cycling | Tour de France | Mountain jersey | Men | Giovanni-Michele Gordini | Italy | 1 |
| 1926 | Road Cycling | Tour de France | Mountain jersey | Men | Lucien Buysse | Belgium | 1 |
| 1925 | Road Cycling | Tour de France | Mountain jersey | Men | Ottavio Bottecchia | Italy | 1 |
| 1924 | Road Cycling | Tour de France | Mountain jersey | Men | Ottavio Bottecchia | Italy | 1 |
| 1923 | Road Cycling | Tour de France | Mountain jersey | Men | Henri Pélissier | France | 1 |
| 1922 | Road Cycling | Tour de France | Mountain jersey | Men | Jean Alavoine | France | 1 |
| 1921 | Road Cycling | Tour de France | Mountain jersey | Men | Hector Heusghem | Belgium | 1 |
| 1920 | Road Cycling | Tour de France | Mountain jersey | Men | Firmin Lambot | Belgium | 1 |
| 1919 | Road Cycling | Tour de France | Mountain jersey | Men | Honoré Barthelemy | France | 1 |
| 1914 | Road Cycling | Tour de France | Mountain jersey | Men | Firmin Lambot | Belgium | 1 |
| 1913 | Road Cycling | Tour de France | Mountain jersey | Men | Philippe Thys | Belgium | 1 |
| 1912 | Road Cycling | Tour de France | Mountain jersey | Men | Odile Defraye | Belgium | 1 |
| 1911 | Road Cycling | Tour de France | Mountain jersey | Men | Paul Duboc | France | 1 |
| 1910 | Road Cycling | Tour de France | Mountain jersey | Men | Octave Lapize | France | 1 |
| 1909 | Road Cycling | Tour de France | Mountain jersey | Men | François Faber | Luxembourg | 1 |
| 1908 | Road Cycling | Tour de France | Mountain jersey | Men | Gustave Garrigou | France | 1 |
| 1907 | Road Cycling | Tour de France | Mountain jersey | Men | Emile Georget | France | 1 |
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