In Break-In At Bleak End, Snapdragon called in his favor, requesting that the Whistledrop Crew gain sailing privileges at half price. This was gutting to Jolorlun, who desperately needed funds, but he kept true to his word and sailed Nessa Nina Quickpick Rumbauld Pennyluck, Ellenor Breatham, Punmiri Tel-Phaeun, and Mercy to Farrozandmar. En route, the parties struck a deal, paying Jolly more and buying his crew cold-weather clothing in preparation to rob Bleak End. Despite the danger of the mission, the Crew's coin spoke, as did their apparent connection with the Glitterati.
The thieves planned to replace incoming prison employees, and kidnapped them; the Jolly Dodger then housed the blindfolded Yula Stormwhistle, Kennekelle Palmer, Mica Langelo, and Persimmon Copperpot in its hull. Jolly's sailors fed the captives as they sailed southwest and waited at the edge of Aone Island for nearly a week. When they saw the prison's tower light like a beacon, they sailed forward, and managed to rescue the Whistledrop Crew as they escaped on a rowboat amidst a hail of arrows. In gratitude, the Crew paid Jolly an additional fee, and he sailed them back to Farrozandmar, where he deposited the captives.