Embodiments are provided for upgrading operating application in a multi-device ecosystem in a computing environment. Various types of computing devices are determined to be connected to a multi-device computing network. A collaboration plan is generated between the computing devices to execute an operating application operation event on each of the computing devices without interrupting user activities executing on each of the computing devices. Operating applications on each of the computing devices are upgraded according to the collaboration plan without interrupting each of the f user activities on each of the computing devices.