While the others believed that Yasha might have been evil the whole time, she and Caduceus believed that Yasha was being mind-controlled and not able to make decisions by herself. The group encouraged her to talk to him about it at Traveler Con, and told her that they would do whatever she wanted. Nevertheless, Jester said her mother still loved her and took care of her even though she was very busy.

Jester and Caduceus coordinated casting Control Water to reduce the damaged Squalleater's travel time to the Diver's Grave. They share a similar knack for getting into trouble and get along very well, often helping each other out or teaming up to go on crazy misadventures. To represent the ribbon being wrapped around her left horn, Laura wrapped the ribbon around her left arm. Laura Bailey and Travis Willingham explained the pre-stream meeting of Fjord and Jester at Emerald City Comic Con, 2018-03-02.When "Molly" woke up, Jester used her paints to create a replica of Molly's old outfit for him, before painting part of the city to look like a dick with the symbol of Captain Tusktooth at the top.

She was seemingly enthused by this interaction, going to sleep holding the unicorn figurine he had gifted her prior. When they confronted Lucien, Jester and the rest of the party members who knew Molly attempted to connect with him, referencing events and phrases that were reminiscent of Molly's time with the Mighty Nein.

Jester has subsequently added several of her own cards to the deck, all reversible to show different images. But the internal conflict didn't last long, as Caduceus presented as a perpetually sincere, earnest-to-a-fault character. In the cover of Fjord's Marine Layer, Jester cast Mass Cure Wounds, bringing Caduceus and herself back from the brink, and reviving Caleb, who had gone unconscious.

Yussa was very confused when Jester gave him one of her hand-made figures of the Traveler and a pamphlet.The group attacked and defeated the old man zombie and a woman he attacked who also transformed into a zombie.