I did get notice in advance of 6/15/17 that Apple would require an app specific password when using Ms Outlook 2016.

I deferred action until this morning and so far I am not able to regain use of one of my Apple emails in Outlook.

It turns out that particular email is perhaps my third Apple ID. (#1 on my devices; #2 on spouse devices).

At this point, deleting and reinstalling the iCloud account stalls on the password. Of course my original password does not work but neither does the app specific password generated by Apple ID #1 .

Since I cannot do the two-factor authentication for Apple ID #3 , I looked at what Apple calls two-step verification but that has not worked in my favor as yet.

Advice is appreciated. The question in play is how do I generate an app specific password for the [MENTION=9905]me[/MENTION] account?

Below are relevant links:

https://support.apple.com/en-us/HT204152

https://support.apple.com/en-us/HT204397

https://www.msoutlook.info/question/...p-verification