The legalization of sports wagering has forever altered the way traditional sports organizations approach their events. As legal wagering is extended to esports, organizations and destinations need to quickly become familiar with emerging law that holds significant implications for future fan engagement and bottom lines. In this discussion with an esports CEO, a former state regulator and a leading gaming attorney, we untangle the complex implications of esports wagering and discuss what challenges and opportunities lie ahead for event organizers, venues and destinations alike.