Template:Incomplete synopsis
With Barry out of the tournament, Ash is ready for his battle against Conway, knowing that if he wins he'll be moving on to the full battle rounds. However, as seen during the Tag Battle Tournament, Conway is known for using unusual strategies and uncommon moves, and Ash is going to have to think on his feet if he is going to defeat him. The battle between Ash and Conway take place on a grass field. Conway chooses Shuckle as his first Pokémon, and Ash chooses his Noctowl. Conway starts by telling Shuckle to use Withdraw. Eager to show how much Noctowl has improved, Ash starts by ordering a Sky Attack from Noctowl, anticipating that it would by powerful enough to break Shuckle's defense. But Conway has Shuckle use Power Trick, which increases Shuckle's defense to such an extent that Noctowl is thrown back when it hits Shuckle. Shuckle switched to attack mode and the Power Trick enhanced its power. It used a Gyro Ball and Noctowl countered with an Air Slash. But Shuckle's attack, which was enhanced by Power Trick, broke through the Air Slash and hit Noctowl. Noctowl fell down to the ground and received critical damage, so Ash recalled it and sent out his Donphan. Donphan used Rollout and Shuckle used Sludge Bomb to stop the attack but to no avail. So Conway had Shuckle use Gyro Ball which hit Donphan and knocked it off course, causing it to crash into a boulder. Donphan took serious damage from this crash, so Ash recalled it and sent out his Gible. Shuckle started the battle off with a Gyro Ball and when Shuckle was about to hit, Gible caught it in its mouth. Shuckle struggled to get out of Gible's mouth to no avail, so it used Sludge Bomb inside Gible's mouth, which began to poison it. Angered, Ash ordered Gible to used Draco Meteor. Gible shot the big, orange ball of energy to the sky, with Shuckle trapped inside it. As the balls broke into meteor fragments and the fragments showered all over the arena, Shuckle fell down to the ground, knocked out cold. Ash scored his first victory over Conway.
For his next Pokémon, Conway sent out his Lickilicky. Lickilicky used Lick which confused Gible. But soon it snapped out of confusion and Ash told it to use Dig. However, Lickilicky used Power Whip and shot it underground to throw Gible out of the ground and into the air. Ash quickly recalled Gible and sent out Noctowl. Lickilicky used its Power Whip but it couldn't reach Noctowl, who was flying in the sky. Noctowl took advantage and used Air Slash, which scored a direct hit. When Lickilicky recovered, he used Thunderbolt, but Noctowl dodged and used Extrasensory to lift Lickilicky up in the air and throw it down to the ground. Lickilicky was knocked out and Ash received his second victory over Conway.
Conway sends out Dusknoir, his final Pokémon. Dusknoir starts off with Trick Room, a move which forces the opponent's Pokémon to use moves which they have used in their past battles. Unable to use a new attack, Ash tells Noctowl to use Extrasensory but Dusknoir dodges and uses ThunderPunch which knocks Noctowl out.
Ash then sends out his Donphan and due to the effects of Trick Room, Donphan uses Rollout. But Dusknoir uses Shadow Punch which hits Donphan on his exposed sides. Donphan is critically injured and as Ash tries to recall him, Dusknoir uses Mean Look which prevents Donphan from being recalled. Dusknoir then uses one final Shadow Punch and finishes the fight. Ash then sends out Gible as his last Pokémon. Gible tries to use Dig but Dusknoir uses Thunder Punch and knocks Gible into the ground. Gible travels from under the ground and lunges at Dusknoir. But Dusknoir dodges and uses Shadow Punch. But Gible spins and grabs Dusknoir's arm in his mouth. Then it uses Draco Meteor to shoot Dusknoir in the air, along with the ball of energy. The ball breaks into meteor fragments and as they rain down, Dusknoir falls down to the ground, but manages to get up. The time limit for Trick Room runs out and after regaining the ability to use new moves, Gible prepares for a Dragon Pulse. But Dusknoir hits him with a Shadow Punch and sends him flying. Gible shoots the Dragon Pulse in midair, which hits Dusknoir, knocks him out and gives Ash victory over Conway.
They congratulate each other for a wonderful battle and Conway departs. Later in the Pokémon Center, the match-ups for the next round are revealed and Ash's next opponent is revealed to be none other than Paul.