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How to forward email to Plain from a Microsoft 365 distribution group

If your support address, such as support@yourcompany.com, is a Microsoft Exchange distribution group, set forwarding directly on the group instead of creating a transport rule. Transport rules cannot use the SentTo condition to match distribution groups, so you will see this error if you try:

System.ArgumentException: SentTo predicate does not allow distribution groups

This is an Exchange limitation, not a Plain error.

Option 1: Set forwarding on the distribution group

  1. Sign in to the Exchange Admin Center at admin.exchange.microsoft.com.
  2. Go to Recipients, then Groups.
  3. Select your distribution group, such as support@yourcompany.com.
  4. Open the Settings or Delivery management tab.
  5. Enable message forwarding and enter your Plain inbound address. You can find it in Settings, under Email, in your Plain workspace. It ends with @inbound.postmarkapp.com.
  6. Save the group.

Option 2: Convert the group to a shared mailbox

If you need a transport rule for extra routing logic, convert the distribution group to a shared mailbox first. Shared mailboxes support the SentTo condition, so you can then create a standard transport rule:

  • Condition: The recipient is your support address.
  • Action: Redirect the message to your Plain inbound address.

    Converting a distribution group to a shared mailbox changes how membership and permissions work in Exchange. Check with your IT admin before making this change.