Caleb and Jester took a watch together and Jester told Caleb that she didn't really think he smelled bad anymore. Jester reminded everybody that in the city, she would need to stay disguised because Lord Robert Sharpe was out for revenge against her.

Jester then shared the messages she sent to Beau's father, which startled Beau, although she found it endearing that Jester wanted to make her father suffer because he was bad to Beau.When she confronted him about this, he told her that yes, he knew what happened to those who stayed on the island. Jester created a small shrine to the Traveler while exploring the caverns created by the purple worms.

When the Nein arrived in Bazzoxan, Jester sent a message to Obann which began as menacing, but then featured an impromptu song. Lady Olios agreed to grant them the favor by taking them to Rosohna and introducing them to the Bright Queen.While Beau and Reani created a diversion, Nott and Jester Dimension Doored to the iceflex and Jester picked it up. Beau and Jester excitedly remember that they had seen the tent going up and had already wanted to go.

In Zadash, the Mighty Nein stopped by the invulnerable vagrant, and Jester bought a Fantastic Haversack from Pumat Sol, which he made pink at her request. 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. Jester told Nott that she didn't want her mother finding out about Algar in case she got in trouble, but also because she was worried her mom would be disappointed in her. On their first night camping, Fjord convinced Jester to invite Avantika and Jamedi into Caleb's Leomund's Tiny Hut. He told Jester she doesn't need him and he might not be around as much, but he promised that he would take her to see the Feywild with him some day.

Light blue tunic with long sleeves; light gray thermal tights; pale blue, white, and light gray fair isle knitted thigh highs (with stripes, and bee and flower designs knitted into them); mittens that match the socks; white overcoat, lined with pale gray fur that shows the trim, with bell sleeves, is fitted to the waist/bust area, flares out, has a little hood, and intricate embroidery (pink and blue flowers, pale yellow bees, and emerald green vines wrapping around everything); ear muffs; fur lined boots. Originally Laura intended for Jester to be a Warlock with her Archfey patron being Artagan, but Travis was also interested in the class, so Jester ended up becoming a Cleric; Matthew Mercer told her she could worship Artagan, but when the campaign started, his in-game treatment of the Traveler led her to believe he had gone a different direction. This is apparent when she inadvertently dismisses Caleb after he tries to offer her money, and in how much she gives as tips.

Her mother is a famous singer and courtesan known as the Ruby of the Sea, so Jester had to stay in hiding because having a child would hurt her profile as a courtesan.

Though Marion was happy her daughter was outside in the world, she feared that Jester's antics with the Traveler would bring her harmful trouble. Although he hides his feelings, Caleb often goes out of his ways with gestures to please or help Jester, and she always thanks him sweetly. Jester holds the record of highest damage in a single attack against a single creature in Campaign 2 set in " Malice and Mystery Below" (2x119).