Have Outlook 2016 suggest email address auto complete entries directly from the user's contacts list

How can we make it so that every time that a user types the first few characters of a user's name or email address within the address bar Outlook 2016 will automatically search the user's Outlook contacts and then suggest email address auto complete entries based upon the user's Outlook contacts.

We have several users who have lots of Outlook contacts and when they type in the first few letters of the user's names or email addresses within the address bar the users whose email addresses they are looking for don't appear in the email address auto complete suggestion lists.

The email server is Office 365.

How can this be fixed?

Or are there any utilities or software programs that will prompt Outlook 2016 to search through all existing contacts to provide relevant email address auto complete suggestions?
IT GuyNetwork EngineerAsked:
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Vaseem MohammedCommented:
Hi,
Auto Complete works for 1000 addresses only.
In outlook 2016 you have to send email to all those addresses that you want to appear in Auto Complete
NOTE: Go in Offline mode or disconnect your network !!
Create a new email, select "To" and your address book window should show up., select the address book from dropdown, select 1st address and Control click till the last, Add them in TO. and send. The email should be stuck in outbox as you are in offline mode. delete email from outbox.

Next time, you will get those addresses in Auto Complete.
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AlanConsultantCommented:
Hi Knowledgeable,

I normally go the other way - auto-complete can be quite dangerous, and I would suspect that those users will have sent emails to the wrong person due to it (although they may not admit it).

I normally disable auto-complete entirely, and have users use ctrl-k to bring up contacts from their address book(s) - it seems far safer and more controllable.

Alan.
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JohnBusiness Consultant (Owner)Commented:
I use Auto Complete and do it the way Vaseem has suggested. Start typing and it the answer is wrong, pick from Contacts and that will go to the top.

This design is embedded into Outlook, iPhone and all other because autocomplete is what most people use. So you must manage it.
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