The Sinnoh League begins, and Ash's first round opponent is Nando. Meanwhile, Barry learns of a mysterious competitor named Tobias who has a Darkrai.
- Double Knockout: Ash's Quilava vs. Nando's Armaldo.
- Look What I Can Do Now!: Ash's Heracross is revealed to have learned Sleep Talk and Focus Punch.
- Standard Status Effects: Nando's Kricketune puts Ash's Heracross to sleep with Sing. Fortunately, Heracross knows Sleep Talk so it makes no real difference.