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  1. Alice navigates to https://example.com.
  2. https://example.com delivers an invalid certificate.
  3. https://example.com 302 redirects to https://www.example.com
  4. https://www.example.com delivers a valid certificate.

Question: will Alice see a warning on step 3

  • This is a common problem that can occur if a site is hosted entirely in SSL. Buying an SSL certificate with a SAN (subject alternative name) will get around this problem. Entrust offers one SAN "free" with each of their certificates. Not sure about the other vendors. – k1DBLITZ Nov 27 '14 at 2:01
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Alice will see a warning. This is because the certificate is checked at the point where the SSL negotiation happens, which is before you get the contents of the page - whether those contents are an HTML page or a status code with a redirect.

For an example of why this is important, imagine this scenario:

Evul manages (e.g. by DNS cache poisoning or some other technique) to get you to go to his server instead of the real https://example.com. Evul does not have a correct cert for https://example.com, but he wants to redirect you to a page for which he does have a valid certificate, for instance his very own site https://www.evulkrakker.com, knowing that once you're redirected there you'll see that it has a valid certificate.

If there were no warning at the first site, you'd never know that you were redirected to his evil site.

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