Probably fairly difficult to code and not a game-changer in terms of functionality, but it would be nice... I'd envision the following: Context: As a DM you want to ask one or more chars to roll a check of some sort. You always want to let the players actually push the button so they feel in control of their outcome (good or bad), but rather than making them hunt for it on their char sheet or type it up randomly, would be nice to essentially have an interface where: Interface feature somewhere: Requesting rolls DM selects "ask for roll" and "visible to all / only visible to recipients" (everyone sees request & outcome / done as whispers with DM) DM chooses one or more characters to ask from checklist of char sheets (requests go to whomever owns/controls the character) DM chooses roll (ideally directly off the game's char sheet layout - referencing the prebuilt macro, a la 'Dex save' or 'Stealth check') Character receives a popup with "DM has requested you roll a Knowledge (History) check. Click here to roll!" Roll is done off the individual character's char sheet stats If possible a visual feedback so the DM can see who hasn't rolled of the chars requested. This functionality already partially exists in the initiative tracking feature (in DND5 anyhow; I haven't tried other rulesets here) but would be an array-based expansion of it.