Christopher Winchester doesn't like to work in groups or teams and feels most comfortable on his own. Christopher Winchester sticks to himself, sets his own pace, and doesn't share feelings or emotions with others. While the Lone Wolf can get things done quietly and efficiently, he tends to be emotionally cut off and has problems relating to his comrades.

Christopher Winchester has a sick sense of humor, viewing the world through dark colored glass. He has a biting sense of black humor, often laughing at things that most people would find reprehensible or down right soul crushing. As a result, those that are not used to his brand of humor often find Christopher Winchester downright unbearable or overly morbid. At the same time, his cynicism can be useful for seeing through the optimistic altruism of those he encounters.

Christopher Winchester tells it like he sees it, when he thinks it; and he doesn't try to sugar coat what he says.

Christopher Winchester has a military background, and draws upon his experience to tackle the obstacles in his life. This makes him decisive, efficient, and fearless; provides him with a strong sense of duty and strength; which tends to influence his ability to fight and lead. However, a rigid mind is less compassionate towards individuals and less imaginative, and Christopher Winchester sometimes risks appearing callous, relatable, or incapable of compromising.

Chris has had some of the best training the Iron Legion has to offer when it comes to their special forces. Throughout the grueling training he was taught him to survive in most environments and maintain stealth. He is mostly at home behind the scope of a slugthrower sniper rifle. Chris stays away from the main battlefield, picking off high-value targets from afar. Because of the nature of sniping, Chris' attention is focused to his scope and not to his surroundings allowing others to easily get the drop on him.

Growing up on Krownest, Chris picked up Mandalorian Core and used it in close-quarters combat up until he enlisted in the Iron Legion. As part of his training he was taught the Imperial Martial Arts System. Throughout his career he has melded the flexible and unconventional style of Mandalorian Core with the disciplined style of the Imperial Martial Arts System. This combined form of the two martial arts allows his movement to flow between rigid and fluid and to keep him opponents on guard. Chris is still largely limited in scope when facing an indirect foe, or ranged threats.