If it's not using the correct folder, see Sent Messages aren't Syncing i Cloud users who want to sync their sent items with Outlook 2010 or Outlook 2007 will need to configure Outlook's Sent folder to use i Cloud's Sent Messages folder for sent items.
Step 1: Subscribe to the Sent Messages folder The Sent Messages folder is not subscribed by default, you'll need to do this step first.
Messages you send in Outlook will be available on the i Cloud.
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.
Open Settings, select i Cloud on the left, then select the account on the right.
Outlook needs to be using the folder that is assigned to the Sent Mailbox.
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.
Right click on one of the folders in the i Cloud folder list and choose IMAP folders....
Screenshot from Outlook 2010: Screenshot from Outlook 2007: Within a few minutes, the messages you sent from your i Phone should sync to Outlook.