1st Step: Go the to Collections Tab and enable your macro bar if you don't already have it on. 2nd Step: Drag the weapon you want to set up the ability for to the Macro Bar, then click on the macro to make it run. 3rd Step: Press up in the chat box to get the Unique identifier for the attack entry on your sheet. It should look similar to the long string of stuff in the macro button. Copy Everything inside the { } but leave those out of it. 4th Step*: Edit the attack entry for that weapon, in the description bar put: [Assassinate](~<copied string>_crit) Then, when you roll the attack, even if you didn't roll a crit, click on the word Assassinate in the description field and it will roll crit damage for that attack (including crit damage for any global damage add-ons currently enabled if that's how you set your sneak attacks). This method works better if your sheet is set not to auto roll damage. * for this example I have the following when doing it in my test game: So the string for the macro for the weapon comes out as: %{Halfling Rogue|repeating_attack_-KHKwZLCHVQnS5prAlhp_attack} I adjust it to [Assassinate](~Halfling Rogue|repeating_attack_-KHKwZLCHVQnS5prAlhp_attack_crit) in the description for the attack, and then I have the word I can click on to make it roll crit damage.