I have a new laptop with Windows 10 and Office 365. I just imported my previous contacts list as a csv file into Outlook 2016. I can access them through the address book and contacts list and they are all there.
When I create a new email I click on the TO: box and select the appropriate contact and it shows in the the TO: box but when I click ok screen just goes back to the original new email box and nothing is populated. If I cut and paste the email address into the TO: box it sends ok but really just want to be able to select contacts from the drop down box and automatically proceed. Maybe there is a simple fix as not a lot under google searches.