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I have a single IIS 7 server with a single IP address. Site 1 has an SSL cert for www and Site 2 has a wildcard SSL cert for various subdomains. Both sites use host headers to direct traffic off the single IP address. However, when I try to access a subdomain on Site 2 I see a browser warning telling me that the SSL cert is wrong and shows me the information for Site 1. Help!
Until SNI is fully supported, you can only have one certificate per IP address. If you can get a certificate that covers both sites (a wildcard or a UC certificate, for example), you can set up SSL Host Headers to allow both sites to be secured.