Providing automated and networked solutions on the cloud will remarkably facilitate ongoing digitalization efforts in Metrology and the calibration industry. The AutoRFPower application was developed to automate the RF power measurement process and uncertainty calculations. This study presents our ongoing research on moving this application to a cloud environment and adapting it to perform power sensor calibrations. The cloud-based application initiates communication with calibration equipment, transfers test points to the client computer to perform measurement activities locally, and finally transfers the measurement data back to the cloud. Uncertainty calculations are performed on the cloud by a service. The calibration process produces a digital calibration certificate again on the server-side. The structure of the cloud-based application conforms to our previously proposed Internet of Measurement Things architecture, paving the way for digitalization and standardization in Metrology and the calibration industry.