As infrastructures scale vertically and horizontally, administration and cybersecurity-related tasks become more and more tedious or even impossible. Johnny One®, our Robotic Process Automation framework, allows administrators and cybersecurity specialists to create, and organize administration tasks and workflows, such as software updates. Johnny One®, integrated with Sigmund and the Hound, can also create and organize human as well as technical vulnerability assessments and regular phishing campaigns. This frameworks automates crucial tasks for administrators and cybersecurity experts, which were, until now, very difficult or even impossible to successfully orchestrate and conduct.