Can't Generate 3rd Party App Password (AOL) for Outlook 2016 Desktop using Windows 11

Like many here, my previous app specific generated password for my AOL account, stopped working for Outlook. Stopped getting email a couple of weeks ago. As a troubleshoot, I had to delete AOL account in Outlook. But when trying to re-enter it. I couldn't. Previous generated app password, and normal password didn't take.

Tried generating a new one for Outlook via web browser. And got the "Sorry, this feature is not available right now!" message. So I tried doing it through the AOL app on my iPhone. As some have reported that worked for them. Unfortunately, I get the same "Not available right now!" message.

Not sure, if it's just temporarily down. Or indefinitely down (aka AOL removed this feature).

So now, I'm forced to use the AOL app to check my AOL emails. Instead of one central app to access all my email accounts. I also use Spark, but I stopped getting AOL emails from them as well. And as with Outlook, generated pw didn't take, when trying to re-enter my AOL account.

Technology. Sometimes it can be so smart, that they end up being stupid.

KEEP TRYING to generate an app password!!! When you least expect it ... It will work! The message "Not available right now!" has been displaying for over a year now! AOL is not doing anything about it because they want you to use their AOL email app and browser!

I know it sounds crazy but, if you keep trying it will eventually work! Trust me, it took me a little over a month, but I finally had success! I can't guarantee how long it will work though! While I had it working, I generated numerous app passwords and saved them in case I needed them for future use! Good Luck!

FYI ... I just now tried it and it generated an app password for me!!!

I was having the same issue when I tried to generate an app-specific password on AOL using a Chrome browser. It worked randomly after about 3 weeks worth of trying.

So then I tried using the AOL app on my iPhone.

Worked first time.

Give it a shot....

Thanks for the suggestion. I believe the issue was that I was trying to generate the password from a different IP (at work). Someone on this thread mentioned that you have to use the same IP address you used the last time you generated an app password. Which would be my home. So when I got home, I tried it. And bam! It worked! I generated a couple of passwords for Outlook and Spark.

However, when I tried to re-enter my AOL/AIM account to Outlook for iOS, I know I entered all IMAP settings correctly, Outlook still said that my username/email, or password was incorrect. I tried both generated passwords.

The same issue was happening with Spark as well. AOL/AIM account stopped pushing emails. I deleted, and re-entered, using the generated password. And it worked. I can now receive AOL emails through Spark again.

I believe, this and many other issues I’ve had with Outlook, is a Microsoft issue. Issues always come up, after an update. Not every update, but definitely after an update. And all the “solutions” Microsoft support gives me, has never worked. The issues end up resolving itself overtime. I’m going to guess some subsequent update fixed them. Only to be broken again, after another update. Lol

Outlook is garbage. I’ll be switching back to Spark again. But permanently this time. Just sick and tired of Outlook. Both mobile and desktop. The desktop issue I’ve been having, my Yahoo account keeps unsyncing, and resyncing for the last couple of months. I also use Spark Desktop on my Mac, and my Yahoo account has never had any issues. I stopped using Outlook desktop as well.