Dear David Speed1
Thanks for your post in Microsoft Community.
It sounds like you've encountered an issue with your iCloud email account in Outlook. Here are a few steps you can try to resolve the issue:
First, you can refer to the official detailed steps below to add an iCloud account in Outlook:
Add or manage an iCloud email account in Outlook - Microsoft Support
Ensure App-Specific Password: Since you've mentioned using a verification code as your iCloud password, make sure you're actually using an app-specific password. Apple requires app-specific passwords for third-party apps like Outlook. You can generate one by going to your Apple ID account page, selecting "Security," and then "Generate App-Specific Password."
Check SMTP Settings: Double-check that the SMTP server settings in Outlook are correct:
SMTP server: smtp.mail.me.com
Port: 587
SSL: Yes (STARTTLS)
Authentication: Required (use the app-specific password here).
IMAP Settings: Ensure the IMAP settings are also correct:
IMAP server: imap.mail.me.com
Port: 993
SSL: Yes.
Remove and Re-add Account:
Since you’ve already tried removing and re-adding the account, make sure you’re following the correct steps:
Go to Outlook > File > Add Account.
Enter your iCloud email address and choose "Manual setup."
Enter the server settings manually using the correct IMAP and SMTP settings.
Update Outlook: Make sure your Outlook application is fully updated. Sometimes, issues like this can arise due to bugs that have been fixed in newer versions.
Also, check if the iCloud account status is normal and if there are any security setting levels that can be changed.
I hope the above steps can provide you with reference. Please let me know if there are any additional questions or details I can help with.
Best Regards
Clara G| Microsoft Community Support Specialist