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