In balancing the mission of state security forces and bodies, private security guards are expected to provide partial fulfillment to society’s sturdy desire for safety and security. They exert responsibility for protecting housing and commercial communities, as well as institutions and critical infrastructure systems, including manufacturing, utilities, transportation, and health and educational facilities. Acknowledging that these individuals must possess specific capabilities for a satisfactory level of performance, this study aims to empirically explore how those capabilities interact to obtain a good fit for their job. In order to accomplish this objective, the paper scrutinizes the insights of 94 Colombian security guards. It examines the potential associations (through a partial least squares-structural equation modeling) and configurations (through a fuzzy-set qualitative comparative analysis) between the personality trait of conscientiousness and two relevant cognitive skills: mental agility and visual memory. The findings revealed coincidences and contradictions between techniques and addressed constructs’ arrangements to understand how individual capabilities are associated with work outcomes. Even though conscientious individuals tend to perceive strong compatibility with the security job, the skills under study display signs of being contingent on obtaining the same work attachment effect. This study concludes that a security guard’s job specification must privilege the possession of a conscientiousness trait and, if possible, self-perception of proficiency in cognitive skills, such as mental agility and visual memory, to obtain a correct fitting for the job.