It sounds like your rule might not be applying to emails you send yourself due to how Outlook handles rules for shared mailboxes. Typically, rules set up for shared mailboxes apply to incoming emails rather than outgoing ones.
To ensure your rule works for emails you send to the shared mailbox, you might need to adjust the rule settings or create a separate rule specifically for outgoing emails. Here are a few steps you can try:
- Check Rule Conditions: Ensure the rule is set to apply to all emails, including those sent by you.
- Create a New Rule: Set up a new rule that specifically targets emails sent from your address to the shared mailbox.
- Use Outlook Web App (OWA): Sometimes, creating rules in OWA can offer more flexibility. You can access OWA by logging into your account and navigating to the shared mailbox settings.
If these steps don't resolve the issue, you might want to consider using a transport rule in the Exchange admin center to handle this scenario.
Would you like more detailed instructions on any of these steps?