How to Fix Windows Security Connection Timeout Error - Fix Windows Security Authentication Failed Error-How to Fix Cloudflare Flexible SSL Redirect Loop

Updated 2026-06-13 14:54:46developer-tools

How to Fix Windows Security Connection Timeout Error - Fix Windows Security Authentication Failed Error-How to Fix Cloudflare Flexible SSL Redirect Loop

Before changing system settings, save your work and note the exact error text so you can compare results after each step.

Extra verification checklist

Restart the affected app after changing permissions or configuration files.
Test the same workflow in a clean browser profile or a temporary user account.
Compare the result on another network if the error may be connection related.