Organizing and accessing contact information in Outlook on the web for business
Dear Tom_S77,
Good day! Thank you for posting to Microsoft Community. We are happy to help you!
According to your description, given that you are using OWA(outlook web app), please kindly try to clear your browser's cache first, check the results, if not, please try switching to another browser and logging into your account to OWA (Outlook web app) in private mode (incognito mode) and check if you can send this email.
If your problem persists, I did more research, and other customers have also reported this problem, which indicates that the problem is not a single client or account error. this indicates that the problem is most likely in the Exchange server backend, because our forum lacks relevant knowledge and permissions, so to better help you and not waste more time, please kindly try to create a service ticket in the Microsoft 365 admin center to support > service requests through navigation, as they have more access permissions than on this forum, and professional engineers will further help you.
Note: if you are not using admin account, please kindly ask admin within your organization for help.
Thanks in advance for your understanding! Your patience and cooperation will be highly appreciated. Hope you all the best! Merry Christmas to you in advance!
Sincerely,
Kerry Chen | Microsoft Community Moderator