Jewish and Israeli athletes are set to make history at the 2026 Winter Olympics in Milan, with Israel sending its second-largest delegation ever. Among the standout stories is A.J. Edelman leading Israel's first-ever bobsled team, a project years in the making, and Jared Firestone making his Olympic debut in skeleton after overcoming significant health challenges. The Games will also feature a strong presence of Jewish athletes on Team USA, including hockey stars Quinn and Jack Hughes, Jeremy Swayman, and standout goaltender Aerin Frankel. Other notable competitors include Attila Mihály Kertész, Israel's first Olympic cross-country skier, speed skater Emery Lehman, Canadian goalie Kayle Osborne, figure skater Mariia Seniuk, and the Szőllős siblings in alpine skiing. With a mix of Olympic veterans and debutants, these athletes are poised to capture attention and potentially set new milestones for Jewish and Israeli sports on the world stage.