Can one Assistant be programmed for two objectives?

My Reminder Caller Called the customer after the appointment to ask if they were still coming to the appointment. (My fault because of how I had the workflow set up) But she did notice the appointment had passed so she asked if they had made the appointment.

Is there a way to have the reminder caller to be prompted that if the appointment was in the past do this... So I would have her ask if they have any follow up questions or concerns. I was wondering can one assistant have conditional logic and serve two jobs. hopefully this makes sense.

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