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Hi Sanjay Bhakuni,
Thank you for posting your question in the Microsoft Q&A forum.
It’s possible that when you compose a message in the Outlook/OWA session of your primary mailbox and then change the From address to the shared mailbox, you are still operating within the primary‑mailbox session. Consequently, the primary mailbox’s settings (including signature behavior) are applied, so the shared mailbox’s signature does not get inserted automatically.
Besides Vasil’s suggestion above, a practical workaround is to use an Exchange Online mail flow (transport) rule to append a signature for messages sent from the shared mailbox. Microsoft documents this approach here: https://learn.microsoft.com/en-us/exchange/security-and-compliance/mail-flow-rules/disclaimers-signatures-footers-or-headers#how-do-you-know-this-worked
However, there a few considerations and limitations to keep in mind with server-side disclaimers:
- Avoiding duplicate inserts: Add an exception that looks for a unique text marker in your disclaimer/signature so it isn’t added multiple times in the same conversation.
- Formatting & images: Server‑side disclaimers cannot embed images; they only insert HTML that can reference images via an absolute
srcURL. Host your images on a publicly accessible HTTPS location (e.g., a CDN, a publicly accessible SharePoint site, or your own web server) and use full URLs. Be aware that some recipients’ mail clients may block external image downloads by default.
For more about transport rule: https://learn.microsoft.com/en-us/exchange/security-and-compliance/mail-flow-rules/mail-flow-rule-actions
I hope this suggestion is helpful. If you have any further questions, please feel free to share.
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