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Outlook rules allow exception for emails addressed to either of listed names. What if I want to handle emails sent specifically to person A and person B and potentially someone else?

This could be probably done through group containing A and B and then defined as recipient. Is there way to avoid groups?

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Yes, there is a way. In order to achieve such "AND" behaviour in Outlook rules, you need to create two rules:

  1. Condition: "sent to A"; Action: "assign it to the category" (any category you like, say "Sent to A"), do not set check the "stop processing more rules" action.
  2. Conditions: "sent to B" and "assigned to the "Sent to A" category"; Actions: any actions you need.

You have to place the first rule above the second in the list of Outlook rules.

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