Disclosed are some implementations of systems, apparatus, methods and computer program products for deploying software applications on server clusters. Characteristics of the server clusters are used to generate a deployment plan indicating an order in which the server clusters are to be updated and a timing with which the server clusters are to be updated. The characteristics of a server cluster can include a risk rating associated with the server cluster, an amount of traffic processed by the server cluster, and/or a size of the server cluster.