That adds a turn on the tracker, but doesn't roll initiative. To roll initiative for multiple tokens requires an API script like Group-init. For individual tokens you can use a macro like: /roll 1d20 + @{selected|initiative_bonus} &{tracker} ...if you are using the OGL sheet by Roll20. Other sheets will use different mods. Here is a built-in macro that rolls for NPCs, using the regular roll template: %{selected|npc_init} for PCs, use this: @{selected|wtype}&{template:simple} {{rname=^{init-u}}} {{mod=@{selected|initiative_bonus}}} {{r1=[[@{selected|initiative_style}+@{selected|initiative_bonus}@{selected|pbd_safe}[INIT] &{tracker}]]}} {{normal=1}} @{selected|charname_output} The NPC one seems to work for PCs, but I wouldn't trust it not to miss anything (such as a global init bonus).