Abstract: The way a software program is presented to a particular user can be dynamically tailored to the user. Dynamic tailoring to the particular user can be performed in an attempt to optimize user engagement with the software. Dynamic tailoring can be based on known information about the user, available features of the software program and/or features of external disjoint software systems, a group or cluster to which the particular user is assigned, user actions (e.g., in response to behavioral influencers and/or on the state of the system operationally. The information known about the user and how he used the software previously and/or the features of the software presented to the user can be dynamically updated (changed as the system executes). Dynamic updating enables the way the software is presented to the user to change as the user is using the software. Dynamic updating can be controlled by a training subsystem.