An analyzer resource receives usage information collected by an application executing in a roaming mobile device; the usage information indicates geographical regions (and potentially specific locations) in which the roaming mobile communication device wirelessly accesses a remote network (such as the Internet) using any of one or more different wireless access services. The analyzer resource is further operable to receive resource information indicating locations of physical network resources available to support installation of wireless access points in the geographical regions and the location of any existing wireless access points already installed. The analyzer resource then uses at least the application-collected usage information and the resource information to identify where to install at least one new wireless access point. Further disclosed embodiments herein include generating a respective map indicating in which of one or more respective geographical regions it is desirable to install a respective new wireless access point.