Cuphead is typically a nice person and an "kidult" alongside his younger brother Mugman, enjoying an easy-going and good life, but is relentlessly optimistic. Although his confidence and drive for adventure can lead him to appear reckless or get him into trouble, at his core, he is a kind-hearted soul who wants to do good—but has the tendency to leap before he looks. Cuphead seems to be a daredevil. He is shown to be the more confident, fun-loving and slightly cheeky type. He (in contrast to his twin brother) often takes quite the amount of risks. His personality was mostly inspired by the "charming, yet trouble-making" character archetype, as seen in the protagonists of early cartoons. As seen in the introduction, Cuphead seems to have a somewhat greedy personality, apparently willing to risk anything to get what he wants, causing the infamous bet which he nearly cost him both of their souls. Despite his flaws, however, he seems to be kind-hearted and has good intentions overall, such as in the good ending where he and Mugman burn all the soul contracts, setting everyone free.

