A computer-implemented technique can include detecting, by a first computing device, a set of user communications at least one of transmitted to and received by from a second computing device via a first communication mode, identifying a second communication mode that is available for communication between the first and second computing devices, and obtaining an appropriateness score for the first and second communication modes based on a contextual feature of the set of user communications, wherein the contextual feature relates an appropriateness of a particular communication mode for the set of user communications, and wherein each appropriateness score is indicative of a level of the appropriateness of a particular communication mode for the set of user communications. The technique can also include selectively outputting a suggestion to switch from the first communication mode to the second communication mode.