Accidentally trading her Lickitung for it, Wobbuffet has become a staple Pokémon of Team Rocket, essentially a fourth team member. It constantly pops out of its Pokéball, either to join in on the motto or just to be there. Jessie & Wobbuffet have a really close bond even though Jessie doesn't show it, and really worry when seperated. However Wobbuffet's loyalty to Jessie has sometimes been in question, such as when it defended a Kirlia that it was in love with. Wobbuffet is not a battling Pokémon by nature, but has been known to hold its own in battles with Ash & Co, Contest Battles and even a battle against Articuno.

After returning to Kanto from Alola, Jessie is entrusted with a Gyarados in order to help her accomplish her goals from a passing Team Rocket delivery Pelipper. It has the moves Hydro Pump, Aqua Tail & Hyper Beam at its disposal.

Team Rocket first encountered Mimikyu soon after they entered the Alola Region, thinking it was a Pikachu at first, they soon learned their mistake when Meowth tried to attack it. Soon afterwards, it decided to join Team Rocket because it got jealous about Ash's Pikachu but initially refused capture by Jessie until she used James' Luxury Ball. It has the moves Play Rough, Shadow Claw and Shadow Ball at its disposal. It eventually was capable of using the Z-Move Let's Snuggle Forever. At the end of the journey in Alola, Jessie & James were summoned home by Giovanni, they decided to leave it under the care of Bewear

Long after travelling with Pumpkaboo and using it in their schemes, Jessie met a count with a Pumpkaboo that fell in love with hers. After making a deal to trade her Pumpkaboo with a count in exchange for them helping to get Pikachu, Jessie went through with the trade for a Mawile, but quickly reversed the trade following the evolution and Gourgeist and Jessie returned to being friends. It was then used in battle against Ash & co. with its move Shadow Ball and Seed Bomb and, despite its increased power, still lost but its bond with Jessie has never been stronger

Jessie briefly had Mawile while doing a trade for her Pumpkaboo. However, after Pumpkaboo evolved in the trade, the trade was reversed. When the trade was proposed, she pictured herself with the Mawile and it being able to Mega Evolve.

Pumpkaboo first appeared after Team Rocket was separated from Meowth after a fight in the balloon. Pumpkaboo randomly appeared and Jessie instantly captured it by the choice of Pumpkaboo. It has moves such as Leech Seed which it uses to restrict Pokémon and Shadow Ball. It later evolved when traded during the Gourgeist festival