**Cristiano Ronaldo enters the 2026 FIFA World Cup as Portugal’s 41-year-old captain and primary penalty taker for what he has indicated will be his final tournament.** Portugal opens group play on June 17 against DR Congo in an expanded 48-team field, followed by matches against Uzbekistan and Colombia, before a likely knockout-stage run. Ronaldo has converted penalties in prior World Cups but has never scored two or more in a single edition, and opportunities remain limited by the number of matches played, variable foul calls in the box, and competition from teammates such as Bruno Fernandes for spot-kick duties. Recent form shows Ronaldo fit and leading training, though his age and Portugal’s style reduce the frequency of high-volume penalty situations compared with younger stars or teams that draw more set-piece volume. The “No” outcome at roughly 73% implied probability reflects the wisdom of crowds pricing the historical rarity of any player converting multiple penalties across a World Cup campaign, even for an elite taker on a favored side. Resolution depends only on successful conversions in open play during regulation or extra time.