The error message you're encountering, 550 5.7.1 Unfortunately, messages from [198.252.99.13] weren't sent, indicates that the IP address from which you are trying to send emails is on a block list used by Outlook. This typically happens when the sending IP address has been flagged for suspicious activity or has a poor reputation.
To resolve this issue, you can take the following steps:
- Contact your Internet Service Provider (ISP): Since the error message suggests that part of their network is on the block list, your ISP may need to investigate and possibly request removal from the block list.
- Use the delist portal: If your ISP confirms that the issue is related to the block list, they can use the delist portal to request removal from the blocked senders list. They can forward the NDR message to
delist@microsoft.comfor assistance. - Check IP reputation: Ensure that your sending IP address has a good reputation and is not being used for spam or malicious activities. You can check the reputation of your IP address through various online tools.
If these steps do not resolve the issue, you may need to follow up with Microsoft support for further assistance.
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