Hi @Andy Miller,
Thank you for your patience so far.
Based on my research and testing, server‑side rules in Shared Mailboxes only run when the rule is created on the Shared Mailbox itself, not from the primary mailbox where the shared mailbox is added.
To help us narrow this down, could you please confirm how you checked that the rule appears under the Shared Mailbox’s own rules, and not under your personal mailbox?
If the rule was created while logged in as your own mailbox (even if you selected a folder under the shared mailbox), Outlook will store the rule in your personal mailbox, meaning it will not trigger for the shared mailbox.
To ensure the rule applies correctly, please recreate it by opening the Shared Mailbox directly in OWA:
- Go to OWA: https://outlook.office365.com/
- Click your profile picture
- Select Open another mailbox…
- Enter the Shared Mailbox name
- Open it
- Or go directly to [https://outlook.office.com/mail/your shared mailbox email]/
- After enter the Shared Mailbox directly, navigate to Settings > Mail > Rules
- Check whether the rule is listed there
- If it isn’t, create the rule again and test for the behavior
Following these exact steps, I was able to successfully forward emails from a shared mailbox to another mailbox during testing.
If the rule still doesn't work, please check whether the target email address is internal. Forwarding to external addresses may be blocked by your organization’s policies. In that case, your IT admin may need to adjust Conditional Access or the organization’s outbound/anti‑spam settings to allow external auto‑forwarding.
Please let me know what you find, and I’ll be happy to continue assisting.