This chapter examines the conditions for automation of cybersecurity work roles, and the probabilities of them being automated. Further, variables that limit the automation potential for current cybersecurity roles are reviewed. Based on a well-established and widely adopted reference resource that lists typical skill requirements and duties of cybersecurity workers, an assessment of the susceptibility for automation of cybersecurity work was performed by an expert panel. All cybersecurity work descriptions were ranked in terms of proneness for automation according to four criteria: requirements for creativity, social interaction, physical work, and the existence of relevant statistical training data. It was found that technical roles, for example database administrators and data analysts, are easiest to automate. Roles associated with management and accountability, for example, legal advisors and cyber operations planners, are more difficult to automate. Finally, requirements for physical work is a negligible factor when it comes to cybersecurity work automation.