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There are definitely times when it's debatable whether a given ability should be implemented using situational bonuses or by making it an activated ability.
Personally, I have a bias towards activated abilities, simply because I like using HL as a "live character sheet" and prefer it to accurately reflect the character's state whenever possible.
But at the same time, there are situations that come up with some frequency but are still too fleeting to be worth ticking a box on and then immediately off. AC and save bonuses are like this a lot; if my dwarf is fighting two ogres and five goblins then I wouldn't want to be constantly turning his Defensive Training bonus on and off every time I get attacked. So I get why that's situational.
Basically, the more fleeting the qualifying condition is, the more likely it is that situationals are the way to go.
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