Trip's Serperior was first revealed in the Japanese opening for Pocket Monsters Best Wishes Season 2. Trip's Janovy evolved into Trip's Serperior some time just before the Pokémon Junior World Cup Tournament after some hard training.

Battle Against Alder's Bouffalant at the Junior World Cup

For winning the Pokémon Junior World Cup Tournament, Trip was given the opportunity to challenge Alder. Trip's Serperior was paired up with Alder's Bouffalant. Trip purposely used SolarBeam against Alder's Bouffalant despite knowing that its Ability is Sap Sipper. Trip wanted to defeat Buffron while it's at the peak of its potential but things didn't work out as planned. Trip's Serperior tried to hit it at its weak spot underneath its body but Alder's Bouffalant was able to endure the attack and land on its hooves fine. Alder's Bouffalant one hit K.O'd Trip's Serperior with Head Charge.

Battle Against Pikachu at the Isshu League

Trip's Serperior participated in the Isshu League in the preliminary match where it was matched up against Pikachu. Cilan noted that Trip's Serperior speed and its attack power had leveled up quite a bit too since the last time they saw it. The match was pretty one sided for a long time as Pikachu wasn't able to counter its speed and ended up getting wrapped up. After using Iron Tail on the ground to get loose, Pikachu used a combination attack of Iron Tail and Electro Ball to one hit KO Trip's Serperior. As a result, Trip was eliminated from the Isshu League and Ash Ketchum advanced to the next round.