Filter face masks are Respiratory Protective Equipment designed to protect the wearer from various hazards, suit various health situations, and match the specific requirements of the wearer. Current traditional face masks have several limitations. In this paper, we present (ME), the Monitoring Equipment Mask Environment: an innovative reusable 3D-printed eco-sustainable mask with an interchangeable filter. (ME) is equipped with multiple vital sensors on board, connected to a system-on-a-chip micro-controller with computational capabilities, Bluetooth communication, and a rechargeable battery that allows continuous monitoring of the wearer’s vital signs. It monitors body temperature, heart rate, and oxygen saturation in a non-invasive, strategically positioned way. (ME) is accompanied by a mobile application that provides users’ health information. Furthermore, through Edge Computing Artificial Intelligence (Edge AI) modules, it is possible to detect an abnormal and early symptoms linked to possible pathologies, possibly linked to the respiratory or cardiovascular tract, and therefore perform predictive analysis, launch alerts, and recommendations. To validate the feasibility of embedded in-app Edge AI modules, we tested a machine learning model able to distinguish COVID-19 versus seasonal influenza using only vital signs. By generating new synthetic data, we confirm the highly reliable performances of such a model, with an accuracy of .