Hi Ben R,
Thank you for reaching out. Based on the behavior you described (hyperlinks in Outlook (new) being blocked and similar pop‑ups appearing when trying to add your iCloud account), this may be related to how Windows Security features are interacting with the newer Outlook app experience.
In some environments, Windows Defender protection settings (such as Attack Surface Reduction or App Control) can prevent Outlook (new) from launching external processes like:
- opening web links in your default browser, or
- starting authentication windows needed to add third‑party accounts (e.g. iCloud)
Here are some possible checking steps and workarounds that you can try in this situation:
1, Confirm default browser link associations
- Go to Settings > Apps > Default apps
- Ensure the following are assigned to Microsoft Edge:
- HTTP
- HTTPS
- .html
- .htm
- Restart Outlook after making any changes and test again.
2, Review Outlook (new) Junk Email security setting
- In Outlook (new): Settings > Mail > Junk email
- Uncheck: Block attachments, pictures, and links from anyone not in my Safe senders and domains list
- Save changes and test hyperlink behavior.
3, Test in Classic Outlook
If available, switch back temporarily to Classic Outlook and:
- click an email hyperlink
- try adding the iCloud account there
If these actions work in Classic Outlook but not in Outlook (new), it may indicate a security rule is limiting how Outlook (new) launches browser or sign‑in components.
4, Allow Outlook (new) through security protection
- Instead of disabling Windows Security globally, you may consider allowing the Outlook (new) executable:
HxOutlook.exe
I hope these steps help restore normal link handling and account setup in Outlook.
Let me know if you need further assistance, feel free to ask me by clicking "Add Comment" or "Add Answer" if you cannot add comment so your response will be visible. Thanks for your effort.
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