Systems and methods described herein provide for automated brokering of a remote connection to a device between entities, including support personnel, work queues and automated support tools. The automated brokering of the remote connection may be based on a work flow or events detecting during service to the remote device. In one example deployment, a centralized service provides support services to multiple customer devices. For each device, the centralized service establishes a remote connection to the device via a remote connectivity tool. Based on the type of work to perform, the centralized service may automatically provide the remote connection to a support automation tool to automatically deliver a local automation service to the device or to a remote support agent to access the device via the remote connection.