Life Stealing Sword, pg. 206 in DMG:
Does the effect only happen when a character *rolls a 20* or *rolls 20 or above total*
I ask because a “crit only” effect is pretty underwhelming when it’s not even a +1
Looking for RAW ONLY, It means when you roll a 20 on the die. #WotCStaff
— Dan Dillon 👥 (@Dan_Dillon_1) November 12, 2019
You categorically can’t “roll above a 20”, because the die only goes up to twenty.
You “roll” whatever number the die shows, because you’re rolling the die. You then take what you rolled and “modify” it, and that’s how you get your final result.
You can “get” a 28 or whatever on a check, but you can’t “roll” a 28.