Systems and methods for automatically activating self-test devices of sensors of a security system are provided. Such systems and methods can include a self-test monitoring device that can identify a test triggering event and, responsive thereto, activate the self-test devices of the sensors and determine whether each of the sensors passes or fails a respective self-test associated with its self-test devices. In some embodiments, when any of the sensors fails its respective self-test, the self-test monitoring device can identify one or more notification devices based on a type of the test triggering event and transmit a self-test failure report to the one or more notification devices.