Why does New Outlook repeatedly ask for an app-specific password?

I’m using New Outlook. The first time I used it, it required me to create an app-specific password to access emails in my iCloud account. After I was able to access my emails, I turned off my computer. When I went back next time to access my emails, it told me again that I needed to create an app-specific password, which I did. After using it that way for a while, now it’s asking me a third time to create an app-specific password. Why is it not retaining the app-specific password?

It is January 31, 2024 and I too have been experiencing this same issue. I have tried all of the trouble shooting suggestions to no avail. Microsoft, please review and correct.

Same here, I have exactly the same problem!

Same here! 2/9/24

I have the same problem still as of 15/02/24! 'New' Outlook seems to be incapable of storing the App Pass from iCloud!

Also it refuses to install my Hotmail Email wheras the previous Win Mail worked fine with every Platform! I am of the conclusion this 'New' Outlook is a piece of junk! Just let us retain Windows Mail it works fine! If it ain't broke don't fix it!

I have identical issue.

I will add that I must delete the icloud account, then create a new one. Notable, is that I can reuse the same application specific password as before and the account is reactivated and restored. For about 30 minutes. Then Outlook drops the account again and the process repeats. ****?

I have identical issue.

I will add that I must delete the icloud account, then create a new one. Notable, is that I can reuse the same application specific password as before and the account is reactivated and restored. For about 30 minutes. Then Outlook drops the account again and the process repeats. ****?

You've tried harder than me. I refuse to delete a perfectly good and functional iCould Account! As mentioned previously, I've returned to the Windows Mail program that works fine! Is 'New Outlook' a ploy to get us on subscription to MS 365 or the previous clunky Outlook 2003 / 2010 programs with their cumbersome pst files? Not going back there! When they eventually abolish Win Mail I'll try a final time to see if they've fixed 'New Outlook' if not plenty of good alternative Email Clients to use!