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Any responses to that spell or ability must be made without knowing the outcome of the vote

Gimli's Reckless Might's formidable ability checks the total power of creatures you control twice: once at the appropriate time to see if the ability will trigger, and again as the ability tries to resolve

That is by design

If you end up leaning into the same brand of sassy evil in your dialogue options, you might have Astarion let down his walls and make a rather pointed proposition

In return you get an 8/4 creature with regeneration, meaning he hits hard and as long as you have some mana open youll be able to keep him alive through most sweeper effects, particularly newer ones