Abstract: Aspects of the present disclosure relate to generating an engagement model to predict actions that may have a high probability of maintaining user engagement in-application or causing a user to reengage with the application. To generate the engagement model, an approach has been developed which incorporates features analysis of the application and application users. Users may be grouped based on similar features that are used to generate machine learning engagement models. The output of an engagement model may be a prediction on whether a user will continue to engage with an application. The prediction may be provided to a reengagement model which may output prompts to help increase user engagement with the application. The prompts may be based on an understanding of application users and their preferences.