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If I create a domain test.example.com, with Auto-Subdomain No, create SSL if works like a charm. Why it's possible to to create test.* but not *. or www. ?
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SSl Cert for www subdomain works fine on my server. A ssl cert is only for one domain, so dont use wildcards. Did you delete the ssl cert before you created a new one?
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Is it possible to create 2 certificartes, one for one Serve, one for the other?
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Sure. you can use as many ssl certs on your server as you want. Just create a new website for each domain or subdomain that you want to have its own ssl cert and create a new cert. Please note that you have to use SNI if you dont have a dedicated IP for each ssl enabled site.
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One (sub)domain pointing to 2 different IP's?
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One domain or subdomain can only point to one IP at a time. But thats not ssl related.