By monitoring an in-person interaction using a first Internet of Things (IoT) device, an entity relationship between parties in the in-person interaction is identified. Using data resulting from the monitoring, a habit workflow corresponding to the entity relationship is generated, wherein the habit workflow comprises a sequence of habits and a habit in the sequence of habits comprises performance of a behavior. A second IoT device able to monitor execution of the habit workflow is identified. Using the second IoT device, execution of the habit workflow is monitored. A motivational method corresponding to the execution is identified from the monitored execution.