Hi @ Ian Yew
Welcome to our forum!
According to your description, the error occurs when you try to send emails to the recipient outside O365, does this issue occur when you send emails to other recipients?
I notice that you mentioned two different Microsoft agents, did you communicate directly with online Microsoft technical support?
And what is your account? An Exchange online account or something else?
In addition, for the error ‘550 5.7.1’, i found that this error indicates a security setting in your organization or the recipient's organization is preventing your message from reaching the recipient. And Typically, you can't fix the problem yourself. You'll need the recipient or the recipient's email admin to fix the configuration on their end. If you are using an Exchange account, you may try the following steps, more information: Fix NDR error 550 5.7.1 in Exchange Online - Exchange | Microsoft Learn
Hope it helps!
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