Hi Jess Hayden
I understand you’re having a problem with not receiving emails from your car/home insurance company in Outlook on the web, even though the sender is not blocked and you’ve already added them as Safe Senders. Could you confirm:
- Whether your Microsoft cloud storage shows full/over quota or not.
- Whether the insurer receives a bounce/undeliverable message (please paste only the error text and mask any addresses).
Please also follow these steps:
1) Check whether Microsoft cloud storage is full
If your Microsoft cloud storage is full, Outlook.com can’t send or receive email. Messages sent to you while storage was full may be bounced back to the sender and unrecoverable. Review your mailbox/cloud storage usage and free up space if needed.
2) Check the Focused / Other tabs
If Focused Inbox is enabled, messages may be routed into Other.
3) Check Junk Email and mark the sender as Not junk
Even if you’ve added the sender as safe, messages can still land in Junk Email and need training.
- Open Junk Email and look for the insurer’s messages.
- If found, select the message and choose Report > Not junk (or “Mark as not junk”) to move it back.
- Note: Junk mail is retained for 30 days before it is automatically deleted (and may not be recoverable afterward).
4) Confirm no rules or forwarding are moving/deleting those messages
Inbox rules or forwarding can silently move messages out of Inbox.
- Review rules in Outlook on the web: Settings > Mail > Rules.
- Also check whether forwarding is enabled and sending mail elsewhere.
5) Ask the sender what happens on their side
- Ask the insurer whether they receive any bounce / undeliverable message when sending to you.
- If there is no error, but the email still does not arrive, Microsoft guidance is to ask the sender to refer to Sender Support in Outlook.com for deliverability investigation.
- Microsoft reference: Sender Support in Outlook.com - Microsoft Support
6) Optional isolation test: create an Outlook.com alias (same inbox)
This is a fast way to see whether deliverability is tied to your primary address.
Please tell me how it goes. If the problem persists, please don’t hesitate to reply to this thread and I will be happy to help. Have a lovely day!
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