The AI checks all of the instructions you have listed, from top to bottom, after every action. It does not check the first action, perform the first action, check the second action, perform the second action, etc.
For a lot of buffs (e.g. Monk's Swift Strikes, Fighter's Disciplined Strikes) it's best to start by selecting "Has Inspiriation: Quick/Intuitive/etc" for the relevant skill and selecting the NOT checkbox. This works for most scenarios, but you should also add a cooldown to the abilities in case you're targetting by a spell that suppresses your positive effects. Otherwise, you'll activate the ability but not receive the inspiration, which would cause the AI to attempt to activate the ability again, etc.