If I understand you right, you want to make the roll, have it automatically check against a target token's reflex, and automatically subtract from the target token's health if it succeeds? I'm afraid Roll20 doesn't offer that kind of automation currently. You can't do if/then types of statements. It might be possible to set up the macro to refer to a variable on a token the DM controls, though. You could assign an attribute to the bubble of a generic token, allowing you to just change the bubble's value to whatever the target number is (AC/Reflex/Will/Etc.). You could then, maybe, make the roll something like /r 1d20+@Adrik:Wis+@Adrik:Symbol-Of-Life>@GenericToken:Var1 I'm sure I've actually got my syntax all wrong for that, but hopefully the idea comes across. That way, if the roll is greater than or equal to @GenericToken:Var1, it will say it's a success. You'd still have to roll the damage, though that could be part of the macro too, and subtract the damage manually, but it might be helpful for the players to see whether they hit or not. On the down side, it means the DM has to constantly change the value of the GenericToken's bubbles... So it's a bit of a trade off. To warn you, I haven't actually tried this tactic myself. It's just an idea.