Ash and friends have missed the boat heading towards Lily of the Valley Island, and now they must wait until the next day for the boat. They hear something outside and find Kenny training with Jasmine, the Gym Leader of Olivine City. The reunion is cut short when Team Rocket attacks. However, they are quickly blasted off when Flint appears. After seeing his power, Jasmine challenges him to a battle. Meanwhile, Kenny questions Dawn about what she will do now that the Grand Festival is over and she is unsure. Kenny proposes an idea; he will challenge Ash to a battle and if he wins, Dawn should travel with him. Ash accepts the battle and decides to try out some new battle strategies for the Sinnoh League. Who will win the battle and what will Dawn choose to do?