Hi,
Thank you for sharing your question. I understand how inconvenient it is when emails to a contact group fail with a “message cannot be sent, try again later” error, especially if this list previously worked without issues.
Recent Microsoft reports indicate that group and contact‑list sending issues can occur due to faults in the “New Contacts” experience, outdated cached contact data, or problems resolving the group name in Outlook. Disabling the “New Contacts” toggle in the Contacts page and then opening the Groups page has been shown to resolve failures when sending to long‑existing contact lists.
Additionally, Outlook may fail to send if the group entry stored in the auto‑complete cache is corrupted. Clearing the cached contact entry and manually retyping the group address often resolves the issue, as noted in Outlook troubleshooting guidance.
If the error is related to a distribution group or shared mailbox, updating the address book or clearing the Offline Address Book may also resolve the “message could not be sent” error.
Would you like me to walk you through clearing your auto‑complete cache, disabling the New Contacts toggle, or checking whether the issue affects all groups or just one?
Feel free to follow up with any additional details or screenshots I’m here to help you get your Outlook contact group working smoothly again.
I hope this helps.
Best Regards,
Noel