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| Year | Sport | Contest | Discipline | Category | Name | Country | Position |
|---|---|---|---|---|---|---|---|
| 1953 | Road Cycling | Giro de Italia | Mountain jersey | Men | Pasquale Fornara | Italy | 1 |
| 1952 | Road Cycling | Giro de Italia | Mountain jersey | Men | Raphael Géminiani | France | 1 |
| 1951 | Road Cycling | Giro de Italia | Mountain jersey | Men | Louison Bobet | France | 1 |
| 1950 | Road Cycling | Giro de Italia | Mountain jersey | Men | Hugo Koblet | Switzerland | 1 |
| 1949 | Road Cycling | Giro de Italia | Mountain jersey | Men | Fausto Coppi | Italy | 1 |
| 1948 | Road Cycling | Giro de Italia | Mountain jersey | Men | Fausto Coppi | Italy | 1 |
| 1947 | Road Cycling | Giro de Italia | Mountain jersey | Men | Gino Bartali | Italy | 1 |
| 1946 | Road Cycling | Giro de Italia | Mountain jersey | Men | Gino Bartali | Italy | 1 |
| 1940 | Road Cycling | Giro de Italia | Mountain jersey | Men | Gino Bartali | Italy | 1 |
| 1939 | Road Cycling | Giro de Italia | Mountain jersey | Men | Gino Bartali | Italy | 1 |
| 1938 | Road Cycling | Giro de Italia | Mountain jersey | Men | Giovanni Valetti | Italy | 1 |
| 1937 | Road Cycling | Giro de Italia | Mountain jersey | Men | Gino Bartali | Italy | 1 |
| 1936 | Road Cycling | Giro de Italia | Mountain jersey | Men | Gino Bartali | Italy | 1 |
| 1935 | Road Cycling | Giro de Italia | Mountain jersey | Men | Gino Bartali | Italy | 1 |
| 1934 | Road Cycling | Giro de Italia | Mountain jersey | Men | Remo Bertoni | Italy | 1 |
| 1933 | Road Cycling | Giro de Italia | Mountain jersey | Men | Alfredo Binda | Italy | 1 |
| 2025 | Road Cycling | Giro de Italia | Grand Tour | Men | Richard Carapaz | Ecuador | 3 |
| 2025 | Road Cycling | Giro de Italia | Grand Tour | Men | Isaac del Toro | Mexico | 2 |
| 2025 | Road Cycling | Giro de Italia | Grand Tour | Men | Simon Yates | Great Britain | 1 |
| 2024 | Road Cycling | Giro de Italia | Grand Tour | Men | Geraint Thomas | Great Britain | 3 |
| 2024 | Road Cycling | Giro de Italia | Grand Tour | Men | Daniel Martínez | Colombia | 2 |
| 2024 | Road Cycling | Giro de Italia | Grand Tour | Men | Tadej Pogačar | Slovenia | 1 |
| 2023 | Road Cycling | Giro de Italia | Grand Tour | Men | João Almeida | Portugal | 3 |
| 2023 | Road Cycling | Giro de Italia | Grand Tour | Men | Geraint Thomas | Great Britain | 2 |
| 2023 | Road Cycling | Giro de Italia | Grand Tour | Men | Primož Roglič | Slovenia | 1 |
| 2022 | Road Cycling | Giro de Italia | Grand Tour | Men | Mikel Landa | Spain | 3 |
| 2022 | Road Cycling | Giro de Italia | Grand Tour | Men | Richard Carapaz | Ecuador | 2 |
| 2022 | Road Cycling | Giro de Italia | Grand Tour | Men | Jai Hindley | Australia | 1 |
| 2021 | Road Cycling | Giro de Italia | Grand Tour | Men | Simon Yates | Great Britain | 3 |
| 2021 | Road Cycling | Giro de Italia | Grand Tour | Men | Damiano Caruso | Italy | 2 |
| 2021 | Road Cycling | Giro de Italia | Grand Tour | Men | Egan Bernal | Colombia | 1 |
| 2020 | Road Cycling | Giro de Italia | Grand Tour | Men | Wilco Kelderman | Netherlands | 3 |
| 2020 | Road Cycling | Giro de Italia | Grand Tour | Men | Jai Hindley | Australia | 2 |
| 2020 | Road Cycling | Giro de Italia | Grand Tour | Men | Tao Geoghegan Hart | Great Britain | 1 |
| 2019 | Road Cycling | Giro de Italia | Grand Tour | Men | Primož Roglič | Slovenia | 3 |
| 2019 | Road Cycling | Giro de Italia | Grand Tour | Men | Vincenzo Nibali | Italy | 2 |
| 2019 | Road Cycling | Giro de Italia | Grand Tour | Men | Richard Carapaz | Ecuador | 1 |
| 2018 | Road Cycling | Giro de Italia | Grand Tour | Men | Miguel Ángel López | Colombia | 3 |
| 2018 | Road Cycling | Giro de Italia | Grand Tour | Men | Tom Dumoulin | Netherlands | 2 |
| 2018 | Road Cycling | Giro de Italia | Grand Tour | Men | Chris Froome | Great Britain | 1 |
| 2017 | Road Cycling | Giro de Italia | Grand Tour | Men | Vincenzo Nibali | Italy | 3 |
| 2017 | Road Cycling | Giro de Italia | Grand Tour | Men | Nairo Quintana | Colombia | 2 |
| 2017 | Road Cycling | Giro de Italia | Grand Tour | Men | Tom Dumoulin | Netherlands | 1 |
| 2016 | Road Cycling | Giro de Italia | Grand Tour | Men | Alejandro Valverde | Spain | 3 |
| 2016 | Road Cycling | Giro de Italia | Grand Tour | Men | Esteban Chaves | Colombia | 2 |
| 2016 | Road Cycling | Giro de Italia | Grand Tour | Men | Vincenzo Nibali | Italy | 1 |
| 2015 | Road Cycling | Giro de Italia | Grand Tour | Men | Mikel Landa | Spain | 3 |
| 2015 | Road Cycling | Giro de Italia | Grand Tour | Men | Fabio Aru | Italy | 2 |
| 2015 | Road Cycling | Giro de Italia | Grand Tour | Men | Alberto Contador | Spain | 1 |
| 2014 | Road Cycling | Giro de Italia | Grand Tour | Men | Fabio Aru | Italy | 3 |
| 2014 | Road Cycling | Giro de Italia | Grand Tour | Men | Rigoberto Urán | Colombia | 2 |
| 2014 | Road Cycling | Giro de Italia | Grand Tour | Men | Nairo Quintana | Colombia | 1 |
| 2013 | Road Cycling | Giro de Italia | Grand Tour | Men | Cadel Evans | Australia | 3 |
| 2013 | Road Cycling | Giro de Italia | Grand Tour | Men | Rigoberto Urán | Colombia | 2 |
| 2013 | Road Cycling | Giro de Italia | Grand Tour | Men | Vincenzo Nibali | Italy | 1 |
| 2012 | Road Cycling | Giro de Italia | Grand Tour | Men | Thomas De Gendt | Belgium | 3 |
| 2012 | Road Cycling | Giro de Italia | Grand Tour | Men | Joaquim Rodríguez | Spain | 2 |
| 2012 | Road Cycling | Giro de Italia | Grand Tour | Men | Ryder Hesjedal | Canada | 1 |
| 2011 | Road Cycling | Giro de Italia | Grand Tour | Men | John Gadret | France | 3 |
| 2011 | Road Cycling | Giro de Italia | Grand Tour | Men | Vincenzo Nibali | Italy | 2 |
| 2011 | Road Cycling | Giro de Italia | Grand Tour | Men | Michele Scarponi | Italy | 1 |
| 2010 | Road Cycling | Giro de Italia | Grand Tour | Men | Vincenzo Nibali | Italy | 3 |
| 2010 | Road Cycling | Giro de Italia | Grand Tour | Men | David Arroyo | Spain | 2 |
| 2010 | Road Cycling | Giro de Italia | Grand Tour | Men | Ivan Basso | Italy | 1 |
| 2009 | Road Cycling | Giro de Italia | Grand Tour | Men | Ivan Basso | Italy | 3 |
| 2009 | Road Cycling | Giro de Italia | Grand Tour | Men | Carlos Sastre | Spain | 2 |
| 2009 | Road Cycling | Giro de Italia | Grand Tour | Men | Denis Menchov | Russia | 1 |
| 2008 | Road Cycling | Giro de Italia | Grand Tour | Men | Marzio Bruseghin | Italy | 3 |
| 2008 | Road Cycling | Giro de Italia | Grand Tour | Men | Riccardo Riccò | Italy | 2 |
| 2008 | Road Cycling | Giro de Italia | Grand Tour | Men | Alberto Contador | Spain | 1 |
| 2007 | Road Cycling | Giro de Italia | Grand Tour | Men | Eddy Mazzoleni | Italy | 3 |
| 2007 | Road Cycling | Giro de Italia | Grand Tour | Men | Andy Schleck | Luxembourg | 2 |
| 2007 | Road Cycling | Giro de Italia | Grand Tour | Men | Danilo Di Luca | Italy | 1 |
| 2006 | Road Cycling | Giro de Italia | Grand Tour | Men | Gilberto Simoni | Italy | 3 |
| 2006 | Road Cycling | Giro de Italia | Grand Tour | Men | José Enrique Gutiérrez | Spain | 2 |
| 2006 | Road Cycling | Giro de Italia | Grand Tour | Men | Ivan Basso | Italy | 1 |
| 2005 | Road Cycling | Giro de Italia | Grand Tour | Men | José Rujano Guillen | Venezuela | 3 |
| 2005 | Road Cycling | Giro de Italia | Grand Tour | Men | Gilberto Simoni | Italy | 2 |
| 2005 | Road Cycling | Giro de Italia | Grand Tour | Men | Paolo Savoldelli | Italy | 1 |
| 2004 | Road Cycling | Giro de Italia | Grand Tour | Men | Gilberto Simoni | Italy | 3 |
| 2004 | Road Cycling | Giro de Italia | Grand Tour | Men | Serhiy Honchar | Ukraine | 2 |
| 2004 | Road Cycling | Giro de Italia | Grand Tour | Men | Damiano Cunego | Italy | 1 |
| 2003 | Road Cycling | Giro de Italia | Grand Tour | Men | Yaroslav Popovych | Ukraine | 3 |
| 2003 | Road Cycling | Giro de Italia | Grand Tour | Men | Stefano Garzelli | Italy | 2 |
| 2003 | Road Cycling | Giro de Italia | Grand Tour | Men | Gilberto Simoni | Italy | 1 |
| 2002 | Road Cycling | Giro de Italia | Grand Tour | Men | Pietro Caucchioli | Italy | 3 |
| 2002 | Road Cycling | Giro de Italia | Grand Tour | Men | Tyler Hamilton | United States | 2 |
| 2002 | Road Cycling | Giro de Italia | Grand Tour | Men | Paolo Savoldelli | Italy | 1 |
| 2001 | Road Cycling | Giro de Italia | Grand Tour | Men | Unai Osa | Spain | 3 |
| 2001 | Road Cycling | Giro de Italia | Grand Tour | Men | Abraham Olano | Spain | 2 |
| 2001 | Road Cycling | Giro de Italia | Grand Tour | Men | Gilberto Simoni | Italy | 1 |
| 2000 | Road Cycling | Giro de Italia | Grand Tour | Men | Gilberto Simoni | Italy | 3 |
| 2000 | Road Cycling | Giro de Italia | Grand Tour | Men | Francesco Casagrande | Italy | 2 |
| 2000 | Road Cycling | Giro de Italia | Grand Tour | Men | Stefano Garzelli | Italy | 1 |
| 1999 | Road Cycling | Giro de Italia | Grand Tour | Men | Gilberto Simoni | Italy | 3 |
| 1999 | Road Cycling | Giro de Italia | Grand Tour | Men | Paolo Savoldelli | Italy | 2 |
| 1999 | Road Cycling | Giro de Italia | Grand Tour | Men | Ivan Gotti | Italy | 1 |
| 1998 | Road Cycling | Giro de Italia | Grand Tour | Men | Giuseppe Guerini | Italy | 3 |
| 1998 | Road Cycling | Giro de Italia | Grand Tour | Men | Pavel Tonkov | Russia | 2 |
| 1998 | Road Cycling | Giro de Italia | Grand Tour | Men | Marco Pantani | Italy | 1 |
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