An app server receives a device token from a software application on a mobile device. The device token identifies the mobile device for pushing notification messages of the software application to the mobile device via a push notification system. The mobile device is monitored while accessing the Internet in order to detect when the user may benefit from upgraded access to the Internet. The app server then sends one or more notification message(s) to the user such as by sending a message to the device token of the mobile device via the push notification system or to a display device associated with the user at the hospitality establishment. The notification message invites the user to upgrade their Internet access. The push notification system alerts the user to the notification message via the user interface of the mobile device even when the software application is not running on the mobile device.