Problem sending word to outlook email, and sending through outlook

I am having trouble sending documents in Microsoft Word and Outlook.

Documents in Word, I go to “send a copy” , I then select Outlook as the source (like I have done several times in the past, this just started the other day). In the Outlook, I add address, subject, then hit send.

The message failed to send

Unable to deliver messages at this time. Please open the Outlook app to send the draft.

So, I go to the Outlook app and try to attach file. When another message pops up.

Something went wrong

Failed to attach a copy. Please try to insert link or check the permission of the file.

I have tried checking the Outlook is not the new version like the online trouble checks.

Please help, I have so many invoices and estimates that I have to send out.

Henry E Miller