Kammala jumla mai zuwa: An zaɓi Winter don farawa a ranar buɗewa na lokacin Boston na 1903, inda ya ci Rube Waddell da Philadelphia Athletics, 9 × 4, a Huntington Avenue Grounds. Har ila yau, ya yi rauni a wasan da Amurkawa suka yi nasara a wasan, ko da yake bai yi wasa ba a wasan
1903 World Series kamar yadda Boston yayi amfani da Cy Young, Bill Dinneen da Long Tom Hughes. Winter ya yi aiki a matsayin mai karɓar tikiti a lokacin jerin. Ya kasance mai tasiri a lokacin kakar wasa ta 1903, wanda "Reach Guide" na 1904 ya danganta da rashin samun cikakkiyar warkewa daga cutarsa.