ITSM Change Conditions

[Shack]

I am trying to get a workflow like this:

Create a Change (from template) -> Change enters the Requested state -> a Condition that matches the Requested state of the new Change advances the state to Pending Approval, advances the state of a specific Workorder to Ready, and assigns that specific Workorder to an agent.

The condition looks like this:
Name: Pending Change Acceptance
Expression: Change %ChangeNumber% Change State is Requested
Actions:
Change %ChangeNumber% Change State set Pending Approval
Workorder 1- Allocate Resources Workorder State set Ready
Workorder 1- Allocate Resources Workorder Agent set Joe Cool

Why does my Change never trigger this Condition? I would think it would on creation or anytime I make an adjustment to the Change in some way. When are the Conditions queried?

Any assistance would be appreciated. Thank you.