Tadej Pogačar, a 27-year-old cyclist from Slovenia, is on the verge of matching the all-time record of five Tour de France victories, a mark that has stood for over half a century. Having won his fourth Tour in July 2025, Pogačar is the overwhelming favorite to claim his fifth this July. He is the youngest cyclist in history to win four Tours, and his physical prime, typically between ages 26 and 32, suggests he could have several more opportunities to add to his tally. However, the path to a fifth title is fraught with challenges, including fierce competition, the risk of crashes or illness, and the necessity of a strong supporting team.