A system and method configured to monitor biological data. The system includes a biosensor assembly for processing biological data of a living body. The biosensor assembly comprises a sensor configured to be coupled to a wearable item, for instance a cap worn on the head of a user. The sensor is positioned on the wearable item to gather raw biological data from the body of the user, when the wearable item is worn on the body of the user. The assembly further comprises a controlling unit configured to interpret raw biological data received from the sensor and interpret raw biological data by computing a value representative of a physiological condition of the body of the user. The controlling unit compares the representative value to a threshold value stored in memory to characterize the physiological condition of the user and alerts the user.