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Academy Wall
Creature — Wall
Defender
Whenever you cast an instant or sorcery spell, you may draw a card. If you do, discard a card. This ability triggers only once each turn.
Rhadamanthus on Nykthos Paragon
9 months ago
Sorry, your follow-up question made me realize I didn't read Nykthos Paragon closely enough the first time.
Since it says "you may", that means you get to choose whether or not to get the counters each time it triggers. So if you don't want to get counters from a particular trigger, you can choose not to do it and wait for another opportunity instead. You don't have to play around with timing or responses, so that means Chaplain's Blessing will work just fine if you choose not to place counters for Oloro's triggger and then cast the Blessing during your main phase.
If Paragon's ability was written to specifically say "this ability triggers only once each turn" like on Academy Wall or Morbid Opportunist, then you'd be stuck with using whatever life-gain event happened first in the turn. The "you may" and "do this only once each turn" in the text of Paragon's ability give you more choice in the matter.