When an Outlook for Mac user sends an email containing inline images, Crossware Email Signature processes and appends the signature as expected. However, if the recipient replies to this email using an iPhone, the inline images may appear as attachments in the reply. This issue is not related to Crossware Email Signature and can be reproduced on a system without it.
Reproducing the Issue
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Compose an Email in Outlook for Mac:
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Open Outlook on a Mac device.
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Create a new email and insert an image inline within the body of the email.
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Send the email to a recipient.
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Reply Using an iPhone:
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The recipient opens the email on an iPhone.
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They reply to the email using the native Mail app on the iPhone.
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Observe the Issue:
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Upon receiving the reply, the original inline image appears as an attachment in the Outlook for Mac client.
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Notes
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This issue does not occur when replying using the Outlook app on the iPhone.
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The attachments do not appear when the email is opened in the Windows Outlook client.