While she is very incompetent when it comes to stealing Pokémon, Jessie eventually becomes a highly accomplished Performer and a Master Class semi-finalist. Indeed, after she loses to Serena, she is overjoyed by her steady progress, instead of going on her usual rants or crying like the others. In Loading the Dex!, the trio arrived in the Alola region to obtain some rare Alolan Pokémon for Giovanni, as well as Ash's Pikachu, which they were surprised to find on Melemele Island. They had also left Inkay and Gourgeist behind at headquarters. They allied with a Mimikyu, which hated Pikachu, but at the end of the episode, a wild Bewear kidnapped Jessie and James. In First Catch in Alola, Ketchum-Style!, the Bewear looked after the trio, giving them food and shelter at its den. Jessie used James's Luxury Ball to capture Mimikyu. Elena Ramírez ( GS043- GS051, GS053; GS076- GS089; GS114- GS117; GS156- GS158; RS001- RS017; RS093- RS100) In A Night in the Nacrene City Museum!, the trio was given a mission to break into the Nacrene Museum and swap out a fake meteorite with the real one, which they accomplished in the next episode, and later handed it off to Dr. Zager.

She won at least two other showcases off screen, though the towns and methods are left undisclosed.Unlike in the anime, Jessie and James do not follow the main character around and come up with their usual evil plans to capture Pikachu.

The trio later participates in their boss Giovanni's Operation Tempest in both Meloetta and the Undersea Temple! and Unova's Survival Crisis!. Jessie and James fought both Cilan and Iris using his Yamask and her Woobat against Pansage and Axew. They are amused to see their boss, Giovanni, defeat Ash and his Pikachu using Persian as his battling Pokémon as well as to capture Meloetta in their aircraft. In the Japanese version of The Power of One, Jessie tells Ash and Misty, who are 10 years old, that they're 10 years too young to talk about love, and James adds that he and Jessie are five years older than that, placing them both at 25 years old. The trio are requested by Looker to stop Team Plasma and they steal Team Plasma's Pokémon using Yamask and Woobat. After Team Plasma is defeated they return to their mission of capturing Pikachu, but always fail.Yellow, Let's Go, Pikachu! and Let's Go, Eevee!, Masters EX, Pokémon GO, Mezastar, Puzzle League, Zany Cards

In Party Dancecapades!, Jessie and her team members decided to attend a dance party hosted by Monsieur Pierre. After seeing Serena and her friends go inside, Meowth noted that it would be a perfect chance to catch Pikachu. Jessie, however, decided to let go of these plans in favor of attending the dance party and decided on James being her date while Gourgeist decided Inkay to be hers. Later, she was seen flailing James during their dance. With the dance party over, Monsieur Pierre announced a Tag Battle and Miette and James were partnered against Ash and Serena. Despite James's chagrin, Jessie sternly told him to win the battle but he lost, leading to her and her Gourgeist eating from the table behind them out of frustration. In A Battle of Aerial Mobility!, Giovanni approved the trio's plan to steal as many rare and powerful Pokémon as they could in Kalos.

Throughout these episodes, they are seen trying to steal others' Pokémon, including Pikachu and Pokémon that are able to Mega evolve. However, they are blasted off by Ash and his group or other Trainer's Pokémon . They also fight against the evil Malamar group on several occasions. The trio's main mission is to steal or obtain Pokémon for Giovanni but their personal goal is to capture Ash's Pikachu. Due to this goal and a lot of coincidences, they are able to tail Ash on his journey, occasionally sending reports to their boss about rare or powerful Pokémon they discover or research that would turn a profit.

In Shield with a Twist!, Jessie found out a Pokémon Contest would be held in Majolica Town and decided to participate. After advancing to the second round, where she managed to defeat all of her opponents, Jessie won the prestigious Majolica Ribbon, her second Contest Ribbon overall. As a child, she also had a doll that she adored, but was taken away by a Jynx to be repaired by Santa. She thought that Santa was actually a Jynx and that Santa (Jynx) stole her doll. At the end of the episode, the trio decided to capture Santa for Jessie's gifts, but instead, a Jynx came to their window and used Sweet Kiss, causing them to fall into a deep sleep. She along with her teammates and her Wobbuffet worked as Malva's assistants during the Lumiose Conference from A League of His Own! to Down to the Fiery Finish!, with the aim of earning money and capturing any strong Pokémon in the Kalos League. However, they were not very pleased with their jobs and felt that they were over-working; despite this, they did not quit their jobs. In Kalos League Passion with a Certain Flare!, they made it a point to steal the two finalists, Ash and Alain's, Pokémon after the battle, but could not execute their plan due to Team Flare wreaking havoc in Lumiose City. When Malva decided to abandon the broadcasting and confront Lysandre in A Towering Takeover!, Jessie, as Jessimurrow, took to narrating the calamity herself, until the broadcast was interrupted by Team Flare. In Coming Apart at the Dreams!, she, in disguise of a news reporter, set out with her teammates, Serena, Mairin, and Professor Sycamore towards Lysandre Labs in an attempt to take over the base and bring Team Flare down.

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While in the anime, the nature of Jessie's relationship with James is not explicitly stated, in the epilogue of the manga, James is shown confessing his love to Jessie. They are shown afterwards married with Jessie visibly pregnant. A running gag of the series is that Jessie is almost always the male when she and James disguise themselves as a couple.