Using Classic Outlook on Windows for personal email, calendar, and contact management
Hi John A Wavra,
The message in your screenshot indicates that classic Outlook believes it is working offline.
Please open Send/Receive and select Work Offline once. The button should not remain shaded, and the Outlook status bar should no longer show Working Offline or Disconnected.
If Outlook is already online, press Windows key + R, enter outlook.exe /safe, and test an email. If pictures load in Safe Mode, an Outlook add-in or security-software integration may be interfering.
You can also close Outlook, open Internet Options > Advanced, and ensure Do not save encrypted pages to disk is not selected, then restart Outlook.
Microsoft guidance for working online or offline
Microsoft guidance for blocked pictures
Thank you for your understanding
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