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Outlook 365 2016 for mac stuck in offline

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Navigate to HKEY_LOCAL_MACHINE\SOFTWARE\Microsoft\Office\ your_Outlook_version\Outlook\SchedulingInformation\.Note: If you're using a 32-bit version of Outlook on a 64-bit version of Windows, enter %systemroot%\syswow64\regedit instead in the Run dialog. Note: Alternatively, press the Windows key + R. In the Start menu, click Windows System Run.For details, go to Using a 32-bit version of Outlook on a 64-bit version of Windows. Note: If you're running a 32-bit version of Outlook on a 64-bit version of Windows, you'll need to add these registry keys in the correct location for 32-bit applications. HKEY_CURRENT_USER\Software\Google\Google Apps Sync\Other\ReceiveTimeoutSeconds > DWORD Value = 00000600.HKEY_CURRENT_USER\Software\Google\Google Apps Sync\Other\SendTimeoutSeconds > DWORD Value = 00000600.HKEY_CURRENT_USER\Software\Google\Google Apps Sync\Other\ConnectTimeoutSeconds > DWORD Value = 00000030.HKEY_CURRENT_USER\Software\Google\Google Apps Sync\Other\ResolveTimeoutSeconds > DWORD Value = 00000030.Add the following keys to override the default timeout values: You can extend this period by modifying your Windows registry. By default, the timeout is hard-coded to occur at 90 seconds. The message remains unsent in your Outbox.

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If you send a message with large attachments over a slow connection, the connection can time out.