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When you set this condition on a transition, the add-on checks whether the current user has triggered any transitions between the specified selected From Status and the To Status. If a transition has been triggered between the two statuses, then the transition on which the condition is configured will be hidden from the user.
In short, the selected transition will be available to the user, as long as the user does not trigger any transition between the two specified selected statuses.
Refer Use cases for conditions page for use cases of this condition.
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