Using Classic Outlook on Windows for personal email, calendar, and contact management
Dear Pam Younghans,
Thank you for visiting Microsoft Community, we are glad to assist you here.
Please kindly note this is a known issue as Yahoo made an authentication change, requiring email senders to strongly authenticate their emails following well-established best practices such as DMARC, SPF, and DKIM.
Please follow the steps to enable it as below:
Set up SPF identify valid email sources for your Microsoft 365 domain | Microsoft Learn
How to use DKIM for email in your custom domain | Microsoft Learn
Use DMARC to validate email, setup steps | Microsoft Learn
Email authentication in Microsoft 365 | Microsoft Learn
For your reference:
Authenticate Outbound Email to Improve Deliverability - Microsoft Community Hub
If still same issue, it is suggested to open ticket and contact Microsoft Technical team Get support - Microsoft 365 admin | Microsoft Learn to get further assistance on this query.
Thank you for your time.
Please feel free to get back to us if you have further concerns,
Regards,
Microsoft Community