Warlords are terrible for this software... I looked at this power and it's really tricky. I agree with you that delaying is not the way to go. Delay does not capture the semantics of the power correctly. And with more automation this will become worst(like ongoing damage and round bound effects).

I need some suggestion on how to do this. At first look we would need to do something like:

1. End warlord's round;
2. Use a command to move the warlord "before" the ally, this way he is in the correct place and state (Waiting and in the right position);
3. Use a command to move the ally to the beginning of the initiative (before the combatant in front);
4. Start ally round.

It would be cool to have some sort of macro for handling this. But this will require a lot of work.

Do you think this would solve the issue?