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I have installed a clean Win7 machine on a network where my own PC is connected. When I navigate to google.com from my PC (Win 8.1) I receive proper valid TLS connection. Yet when I navigate to google.com from the Win7 machine I get an error which says: "This page is insecure (broken HTTPS)" and after that a warning about a SHA-1 certificate.

Why is this happening? What is the difference in the certificate of each machine?

  • What does iexplore report? What does Firefox report? What does Chrome report? – StackzOfZtuff Jan 24 '17 at 9:13
  • Show us the certificate chain and details for the leaf certificate presented to the respective systems. – a CVn Jan 24 '17 at 9:40
  • I think google chooses its cert based on which client it thinks you're using. Perhaps it uses a SHA1 cert because it thinks that your client doesn't support anything newer. – CodesInChaos Jan 24 '17 at 10:34
  • @CodesInChaos That presents pretty much the same problem that I am asking about in How can different paths on the same domain have different TLS encryption? (which is as of yet unanswered, hint hint). – a CVn Jan 24 '17 at 15:14
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What is likely happening is that Google decides that your browser / system doesn't have the right trust point (root CA's) installed. No doubt Windows 7 supports SHA-2 - that is SHA-256 / SHA-512 and possibly more.

However, if you still have CA certs that contain just SHA-1-based signatures or if you have CA certs that only issued SHA-1 certificates (to Google) then the verification of the certificate chain depends on SHA-1.

You can easily click on the lock icon to go to the certificates, then to Certification Path and then finally view each certificate and look for SHA-1. You can ignore the "thumbprint algorith" as the thumbprint is calculated locally on your machine; it's not part of the certificate itself.

This should explain the warning.

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