They debuted Here Comes the Squirtle Squad, where they wreaked havoc in a small town in Kanto, stealing things, writing graffiti, and causing trouble for travelers in the area. Once they were tricked by Meowth of Team Rocket, who made a deal for them to help himself, Jessie and James capture Ash's Pikachu. While chasing it, Pikachu sustained a nasty injury from a Goldeen. In order to help Pikachu recover, Ash convinced the Squirtle Squad to allow him to obtain a Super Potion; however, if he didn't return by noon the next day, they would kill Misty (in the English dub, they threatened to dye her hair purple). By the time Ash returned, Team Rocket had arrived and decided to bomb the Squirtle Squad, causing a forest fire. Everyone went to find cover in the Squirtle Squad's cave, but, the leader of the Squirtle Squad was stuck on its back, forcing Ash to go back to help it. Working together with Ash, the Squirtle Squad defeated Team Rocket and put out the fire; they were given the title of "Town Firefighters", for their good work by Officer Jenny. However, the leader of the Squirtle Squad decided that it would rather travel with Ash; Ash's newly acquired Squirtle wanted to repay him for saving its life by joining Ash's team.
The Squirtle Squad were once troublemakers before their leader joined Ash. They stole food, vandalized properties, and caused trouble for people. However, after Ash saved their leader from a fire, the Squirtle Squad changed their ways and began fighting fires under the command of Officer Jenny.
For the July 8, 2018 Pokémon GOCommunity Day, a special Squirtle could be caught wearing sunglasses. Though these glasses were of a different design, it is assumed this was a homage to the Squirtle Squad. This Squirtle can also evolve into Wartortle and Blastoise wearing sunglasses, and also have Shiny forms.
The sunglasses-wearing Squirtle returned during the Ed Sheeran collaboration event, held on November 22-30, 2021.
In Pokémon Channel, the Shop 'N Squirtle channel is hosted by a member of the Squirtle Squad, named Spencer the Squirtle. The anime special in which the Squirtle Squad appears, Pichu Bros. in Party Panic, is also included in the game.