Hi kalsw01, I just took a quick look on my own system, and it seems there is no way to create a site defined condition to check for the "VIP" or Special Handling flag. You can definitely check the status being set to Resolved, that is not a problem at all, but the Affected End User having the Special Handling flag I think will require custom spel code to check for it as its not a listed attribute on the attomic condition attribute field
There may be other folks out here on the communities that have accomplished this, and may be willing to share it with you.
Thanks,
Jon I.