Forum

[Starglim]

1) I'd say so. He wasn't in the cloud, now he is. In any other case it would be clear that he's entered the zone. Odd situations would arise from making an exception for this.
2) Yes, each time the condition is satisfied. He has the chance to avoid taking a second hit of damage in a number of ways - for example, by taking a free action that gets him out of the zone or lets him resist the damage, or by his allies moving him out, killing you or dispelling the zone.