Microsoft site throwing warnings after someone forgot to renew cert

**TL;DR:** Microsoft site throwing warnings after someone forgot to renew cert

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Microsoft appears to have dropped the ball with its certificate management after a domain used by sysadmins worldwide to test connectivity to Microsoft 365 started throwing untrusted connection warnings in browsers. com domain is used by IT pros to test their network's connectivity to Microsoft 365 and ensure their firewalls aren't blocking anything that could affect an organization's access to Microsoft servers. An SSL server report retrieved on Monday showed that the certificate expired on June 14 after last being renewed on December 16, 2025.

At the time of writing, 35 hours have passed since the certificate expired, and Microsoft has still not renewed it, despite many in the IT community making their opinions on the matter known. Certificate renewals are often automated in this day and age, but in organizations still relying on manual processes, those responsible for renewals would almost certainly have received multiple alerts warning of the impending expiration. It suggests that something, or someone, involved in the certificate-renewal process at Microsoft has messed up. The Register contacted Redmond for a response.

The company's publicists acknowled

Source: The Register

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Last updated: June 16, 2026.

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Additional context: early-cycle stories often look bigger in headlines than in day-to-day impact. The useful move is to identify the smallest set of facts that would change your decision, then wait for those facts to land.