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Workflow Post Condition with OR Logic

Hello, we have a use case in which users create a non-document object (that is forced to start in the 'Draft' State of a Workflow), then fill in metadata and attach file(s).  The business wants to require that before moving out of 'Draft' State, either the user has uploaded a file to the NDO OR they have checked the boolean property called 'Waive Requirements?'.  I see in Workflow configuration of Post-Conditions I can easily make one or both of these a requirement.  But I can't figure out how to make EITHER a requirement.  Has anyone done this before?