A system and method generate and select an optimal job plan in response to a user's job request. The system may be implemented with an orchestrator that includes a user interface, a job plan generation manager, a job plan selector, and a job plan manager. The user interface communicates with a requesting user to receive a job request, user location and preference data, and provide a user with job plan status data. The job plan generator generates the permutations of job plans for implementing the requested job. The job plan selector computes the job plan scores for each of the generated job plans and selects the one that corresponds to the best score for some criterion. Data regarding the selected job plan may be provided to the user interface for communication to the user. The job plan manager supervises the service sites in accordance with the selected job plan and provides status information to the user interface for communication to the user.