Hi Marc Goodall,
This can happen in Outlook.com when the Automatic Replies editor is being affected by browser‑side factors such as extensions (ad blockers, Grammarly, security add‑ons), blocked clipboard permissions, or corrupted site data (cache/cookies). In those cases, it’s not necessarily a service issue.
Quick checks (in order)
- Test in InPrivate / Incognito mode
- Sign in to Outlook.com > Settings (gear) > Accounts > Automatic replies, then try typing or pasting text.
If it works in Incognito, an extension or cached site data is the most likely cause.
- Temporarily disable browser extensions
- Turn off extensions, especially Grammarly, ad/script blockers, or antivirus “web protection” add‑ons. Refresh Outlook.com, then try again.
- Clear Outlook.com site data
- Clear cookies and cache for Outlook.com (this will sign you out), then sign back in and re‑test the editor.
- Paste as plain text Use
Ctrl + Shift + Vto paste as plain text, which removes formatting that can sometimes interfere with the editor. If needed, paste the text into Notepad first, then copy it into the reply box.
If you need it enabled quickly
If you just need Automatic Replies turned on right away, you can enable them from the Outlook mobile app first, then return to the web later to adjust the message.
If the issue persists, it would help to know:
- Your browser and version (Edge / Chrome / Firefox / Safari)
- Whether it works in InPrivate / Incognito mode
- Any error message shown (for example, the last line in quotes)
Please let me know if this proves useful to you, or if you would like further assistance.
I'm looking forward to your reply.
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