Hey, I guess this will reach you faster than skype message. I played with the map for a while and it turns out it is not dummy's fault. If you put other event to that trigger (ex. periodic), it runs just fine with dummy getting summoned and casting the spell. The problem lies with boss casting the spell, because he obviously cast it, yet trigger is not being run. I thought it was the ability that is supposed to run the trigger, I replaced it with another one, same result. I guess changing the event for that trigger to run will solve the problem. Instead of ordering hero to cast and the cast to run the trigger, run the trigger directly instead of ordering to cast. You can even add an animation to the hero making it look like casting. this should run the trigger. Because seemingly hero gets a ton of orders to cast other spells, this might interrupt the casting of another spell, just a guess.