Bossk, also known as Bossk’wassak’Cradossk, was a male Trandoshan bounty hunter and the son of Cradossk who was known for hunting Wookiees. During the Clone Wars, Bossk worked alongside fellow hunters Aurra Sing and Castas to mentor the orphaned Boba Fett. Their scheme to kill Fett’s hated enemy Mace Windu resulted in Fett and Bossk’s arrest. After a stint in prison, Bossk worked in Krayt’s Claw, Fett’s syndicate of bounty hunters, taking jobs for clients including Otua Blank on Quarzite and, later into the war, worked for their former companion from the Quarzite mission Asajj Ventress to help free Quinlan Vos from Serenno.

After the rise of the Empire, Bossk continued to be one of the biggest names in the bounty hunting business despite eventually drifting apart from Boba and working mostly solo. At one point, he traveled to the Outer Rim planet of Lothal to collect a bounty on the Dug criminal Gronson Takkaro, who had jumped bail in the Ahakista system. During his trip Bossk also joined forces with the Force-sensitive street urchin Ezra Bridger to stop the corrupt Imperial Security Bureau Lieutenant Jenkes. Bossk also took part in hunting Wookiees that were natural enemies of his species, particularly growing a distaste for the Wookiee Chewbacca and his partner Han Solo. Following the Battle of Hoth, Bossk would be called upon by Darth Vader to find and capture Solo, Chewbacca, and the Millennium Falcon.