Wearable digital buttons can be deployed within an enterprise context, allowing for the centralized distribution of viewable media content (such as images and videos) selected for each of one or more enterprise groups. For instance, a first set of media objects can be selected for a sales team within a company, a second set of media objects can be selected for a marketing team, and a third set can be selected for a tech support team. The media can be distributed by a central server, for instance wirelessly or via a USB-connected hub. The central server can include an interface enabling a user to select the media for distribution to each enterprise group, to edit or format the media, to view the locations of each wearable digital button within the enterprise, and to customize enterprise groups (for instance, by creating new groups and adding or removing users from existing groups).