A system for detecting and extending user engagement with stream content includes an engagement extension module that comprises a context identification module, an abandonment detection module, an engaging post generator and an injection module. The context identification module determines the interactions of the user with content stream and provides the user interaction signals to the abandonment detection module. The abandonment detection module analyzes these signals to determine whether there is a risk that the user may abandon or disengage from interacting with the content stream. The engaging post generator generates messages or other information likely to be interesting to the user and keep them engaged. If the abandonment detection module determines that there is a risk that the user may abandon or disengage from interacting with the content stream, the injection module adds a message or post generated by the engaging post generator into the content stream for the user.