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Several years of Calaway's life were spent as a mercenary. Because of this, he possessed keen tactical and weapons knowledge. This was a dire mix to his quick temper.
As a mercenary, he attributed to petty theft, assassinations, robbery, and other crimes. He stumbled upon the Descent while looking for work. He showed little support for the Terran rebellion or the Klingon-Cardassian Alliance. His loyalties sided with whoever would pay him the most.
He was an average shuttle pilot. Other skills included hand-to-hand combat, ability to get into any computer system, demolitions, and deceiving people.
Little was known about his past, mainly because of his line of work. No one knew if he had any family, dead or alive. He was rumored to have been born on a distant outpost far away from the Alliance, near the galactic core.