In which sports competition did Reilly Opelka emerge victorious?

Answer: 2015 Wimbledon Championships – Boys' Singles; 2016 Charlottesville Men's Pro Challenger – singles; 2018 BNP Paribas Primrose Bordeaux – singles; 2018 JSM Challenger of Champaign–Urbana – singles; 2018 Knoxville Challenger – singles