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Dear @Matthew Looney,
Welcome to Microsoft Q&A Forum!
In Classic Outlook with IMAP, “Safe Senders” only affects Outlook’s Junk filter. If emails are flagged as IMAP deleted or moved by a rule/server filter, they’ll seem to vanish from Inbox yet won’t be in Trash/Junk.
Therefore, you can try these suggestions to see if they can help:
1.In Classic Outlook, Go to View-> Change View-> Hide Messages Marked for Deletion and toggle it. If you do not see Hide Messages Marked for Deletion, it occurs only when we select the email under out IMAP account in the email list. When we select the email under Exchange/Office 365 account, it just shows the Compact, Single and Preview.
Reference: https://xtls-v4.hkg1.meaqua.org/en-us/answers/questions/4529653/hide-messages-marked-for-deletion-option-is-not-th (check the comments)
2.In the Inbox, select Filter > All or try View > Reset View.
3.Turn Focused Inbox off and back on (then move any misclassified message to Focused to train it).
Reference: Focused Inbox for Outlook
4.Repair Outlook profile (if behavior persists on one PC only):
- File > Account Settings > Account Settings > select account > Repair.
- If needed, create a new profile and resync.
5.Additionally, because your mailbox is hosted by a third‑party over IMAP (e.g., IONOS/1&1), delivery and filtering happen on their servers, you may consider contacting their support to review anti‑spam settings and server‑side rules.
I hope this information can help you and please feel free to update to me in comment section.
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