A system for detecting anomalous user interactions with a computing resource a processor and a memory communicatively coupled to the processor and configured with instructions, which cause the processor to perform operations including receiving a request to monitor interactions of a user with the computing resource, obtaining first event data first event data that includes information that is indicative of first interactions of the user with the computing resource prior to receiving the request and obtaining second event data that includes information that is indicative of second interactions of the user with the computing resource after receiving the request. The operations further include determining, based on the first event data and the second event data, whether a deviation between the first interactions and the second interactions satisfies an indicated criteria. The operations additionally include generating a security alert based on the determination.