Using classic Outlook for Windows in business environments
Hi @Dany G,
I hope you're doing well today.
Based on your description, the behavior you are experiencing is consistent with a recently reported issue affecting newer Outlook builds (including Version 2604, Build 19929.20164). In these cases, images embedded in email signatures may appear as a red “X” within the Outlook client, even though they are correctly included in the email.
Our findings indicate that:
- This is a client-side rendering issue introduced in the newer Outlook build.
- The signature image itself is not missing or corrupted, as it remains visible to recipients and in other Outlook experiences (such as Outlook on the web or earlier builds).
- Similar regressions have been observed in past updates and were typically resolved in subsequent releases.
At this time, this issue has not yet been formally documented in the official release notes, but it aligns with ongoing reports and known behavior patterns following recent updates.
While we wait for a permanent fix, you may consider the following options:
1/ Use a hosted image
- To ensure the signature image displays consistently across Outlook versions, host every signature image on a publicly accessible HTTPS location, since linked images can otherwise fail to render and may show as a red X in Outlook under certain conditions.
- In addition, avoid Base64-encoded images and avoid cid image references, and instead set an explicit width and height for each image while also matching those dimensions in the image’s inline formatting, because this helps prevent size distortion and reduces the chance that the image is treated as an attachment rather than an inline signature element.
2/ Allow Outlook to display externally referenced pictures for trusted content
- Open Classic Outlook > Options > Trust Center.
- Select Automatic Download, and make sure Outlook is not blocking pictures in HTML messages for trusted scenarios.
- After saving the change, close Outlook and reopen it, then start a brand-new email to confirm whether the signature image now displays during compose.
Classic Outlook is designed to block automatic picture downloads by default, and adjusting this setting can restore local rendering when the image is treated as external content. Block or unblock automatic picture downloads in classic Outlook email messages - Microsoft Support
3/ Recreate the signature so Outlook rebuilds the image reference cleanly
- In Classic Outlook, open the Signature settings and create a new signature entry (rather than editing the existing one).
- Insert the image using the built-in picture insert option in the signature editor, then save and set the new signature as the default for new messages.
- Close the signature window, open a new email, and verify the image appears correctly in the message body before sending.
Microsoft’s signature workflow stores and formats signature content, including images, in a structured way, and recreating it forces Outlook to regenerate the underlying signature assets using the latest build behavior. How to add and change an email signature in Outlook - Microsoft Support
4/ Check the Windows setting that can cause HTTPS images to show as a red X
- Close Outlook completely.
- Open Windows Internet Options, go to Advanced, and under Security ensure the option that prevents saving encrypted pages to disk is turned off.
- Restart Outlook and test again by composing a new email and checking whether the signature image renders instead of the red X.
Microsoft documents that HTTPS linked images can display as a red X when that Windows setting is enabled, and disabling it allows Outlook to cache and display the image properly. HTTPS linked images in HTML emails display the red X - Outlook | Microsoft Learn
I hope the information I shared earlier was somewhat helpful in addressing your issue. If you have any further questions or updates, please don’t hesitate to share. I’m always happy to assist further if needed.
Thank you for your patience and your understanding. I look forward to continuing the conversation.
If the answer is helpful, please click "Accept Answer" and kindly upvote it. If you have any extra questions about this answer, please click "Comment".
Note: Please follow the steps in our documentation to enable e-mail notifications if you want to receive the related email notification for this thread.