Asisreo
Patron Badass
I think the term "if" doesn't restrain it to one time either. The item says that if they take fire damage before it dries. It doesn't say it dries by being burnt before, though, only after 1 minute.The only thing I see as question is the wording of the oil:
"If the target takes any fire damage before the oil dries (after 1 minute), the target takes an additional 5 fire damage from the burning oil. "
It doesn't say "each time". It says "if". It would thus be valid to read it as a one-time thing.
In fact, it kind of makes more sense that way, because as it stands, if you shot an oiled target with a Firebolt, you'd do +5 damage (okay, sounds good), but then say the next two rounds you're doing something else, the target takes 0 damage from fire those two rounds (because that's the RAW for oil), then say you Firebolt them again, then they take another +5 damage, which feels, uh, weird. Really weird. Artificial and computer-game-y. I mean, actually even most games don't do it that way.
Whereas if you treat it as a one-time thing, not only is the damage of the oil more commensurate with the cost of the oil (as compared to Greek Fire), but it makes more sense - the Firebolt in this case causes all the oil to burn up, causing you 5 fire damage. Then you'd need to throw more oil to try the trick again.
Am I missing something? "If" does seem very distinct from "each time" to me.
This means it's still doused by oil and it is still under the oil's effects. So, for instance, you are constantly under the effects of "0 hitpoints" and you must take a death saving throw failure when you take damage.
It's a matter of syntax, I believe, and circumstantial. I can say "If you run around, I'll get mad." But it's implied that it's either continuous (If you ever run around) or based on the context of the scene (while we're in the store) but I don't think it's a common usage for someone to say "If you do this, then this happens" and imply that they mean it only once.
Otherwise, why wouldn't they say "The first time" rather than "if?"