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Zdeněk Štybar
Zdeněk Štybar won three elite cyclocross World Championships — in 2010, 2011, and 2014 — after already claiming two U-23 world titles in 2005 and 2006, giving him five combined world championships across his cyclocross career before he transitioned to road racing. On the road, Štybar won three cobbled classics — the 2015 Strade Bianche, and both Omloop Het Nieuwsblad and the E3 BinckBank Classic in 2019 — but Paris-Roubaix specifically eluded him despite repeated close calls, including a 2013 near-miss after being held up by a spectator while leading, and runner-up finishes in 2015 and 2017. His technical bike-handling skill, developed through years of navigating cyclocross's mud and off-camber turns, translated directly into the precision required on Paris-Roubaix's cobblestone sectors, even though the race's biggest prize remained just out of reach across his career. His combination of five combined elite and U-23 cyclocross world titles and his subsequent podium-level road classics career has made Štybar one of the most complete cyclocross-to-road crossover riders of his generation.
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Marianne Vos
Marianne Vos won the elite women's cyclocross World Championship eight times between 2006 and 2022, a record for the discipline until Mathieu van der Poel later matched and surpassed it on the men's side. She's also won two Olympic gold medals in two different disciplines — the points race on the track in Beijing in 2008, and the road race in London in 2012 — plus three elite road World Championship titles, first in Salzburg in 2006, then back-to-back in 2012 and 2013. That combination of Olympic gold on both the track and the road, alongside a record-setting cyclocross career run across 16 years, gave Vos a genuinely rare cross-discipline résumé that few cyclists of any era, male or female, have matched. Her combination of eight cyclocross world titles and gold medals in two separate Olympic disciplines has made Vos widely regarded as one of the most complete all-around cyclists in the sport's history.
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