A system and method are provided for generating and transmitting push notifications in connection with a transport service. Push notification triggers can be configured by a user via an application-based user interface corresponding to an application specific to the transport service. A user profile associated with the user can be accessed to detect one or more preconfigured push notification triggers, and thereafter transport service activity can be dynamically monitored for trigger events. Such trigger events can cause the system to generate and transmit push notifications to the user's mobile device.