Outlook sent folder not updating
Use this method if you use Outlook 2013 or Outlook 2016 and it's not using the Sent Messages folder for sent items.
If the messages aren't syncing between Outlook and the i Cloud, you need to check settings on the device.
A Microsoft Outlook Most Valuable Professional (MVP) since 1999, Diane is the author of several books, including Outlook 2013 Absolute Beginners Book.
She also created video training CDs and online training classes for Microsoft Outlook.
Outlook 2010 (and up) changes how accounts are handled and Sent items are stored in the account's data file.