Various embodiments are generally directed to techniques for monitoring the integrity of an operating system (OS) security routine that checks the integrity of an OS and/or one or more application routines. An apparatus may include a first processor component to execute an operating system (OS) in a first operating environment within a processing device and to execute an OS security routine to recurringly verify an integrity of the OS; a challenge component within a second operating environment within the processing device that is isolated from the first operating environment to recurringly challenge the OS security routine to provide a measure of itself; and a response component within the second operating environment to analyze each measure provided by the OS security routine and an elapsed time to receive each measure from the OS security routine to verify an integrity of the OS security routine.