Assassin’s Reward gives back health for each initiative used. With my build I get around 80hp for each initiative used. So for 4-ini skill I get 4×80hp. Cloak and Dagger, which is a 6-ini skill, only gives back 5×80hp. At some point the ini cost of Cloak and Dagger skill was obviously increased and not reflected in this trait.
Admiral Mournn, Tarnished Coast