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So I showed this thread to my GM and the official ruling is that I only get to poison one creature per attack. Thanks for helping to settle a local dispute. :)

I'd personally have you choose which of the two it affects

Would I make the choice before or after the attack roll?

Since Swipe counts as two attacks for Map,I think I'd lean towards it only effecting one of the two targets.

But it would definitely play well with Sticky Poisons @ lvl 8.

So if I make the DC 17 flat check to keep the weapon poisoned after I hit something, would it also poison the other creature hit?

Also, if I poison two creatures at once, do I need to make two flat checks or not? And if the attack roll against one is a critical failure and against the other is a success (unlikely but possible), would I make one DC 5 flat check and one DC 17 flat check?

I'm making a fighter with the poisoner archetype, and I was wondering what would happen if I hit two creatures using the Swipe feat while my weapon is poisoned.

An injury poison is activated by applying it to a weapon or ammunition, and it affects the target of the first Strike made using the poisoned item.

You make a wide, arcing swing. Make a single melee Strike and compare the attack roll result to the ACs of up to two foes, each of whom must be within your melee reach and adjacent to the other. Roll damage only once and apply it to each creature you hit.

Since Swipe is "a single melee Strike" that affects two creatures, are both creatures considered "the target of the first Strike" and thus exposed to the poison? Or does the singular "target" imply that a dose of poison can only affect one creature? Or does Swipe technically not have any "target", meaning that neither creature is exposed? If there is only one recipient, how do I determine which creature is affected? And if there are no recipients, is the poison still expended?