A dynamic collaboration assistant application for use in a computing system including a terminal connected to a server. The dynamic collaboration assistant application includes a collaborative gateway application for generating a collaborative gateway GUI on the terminal. A context listener module located on the terminal is used to continuously monitor a context in which a user is using the terminal. A context translator module analyzes the context message and dynamically adjusts the display of the plurality of collaboration applications in the collaborative gateway GUI as a function of the context in which the user is using the terminal.