For our SSL sites we use dedicated IP addresses, now that's an issue for Microsoft, every time I call Redmond (via Texas->NC-> escalation) it is always an issue that they raise --- MS says that they officially do not support multiple IP addressed SharePoint sites on a server. There is an issue, yet I have never been able to determine exactly what that issue they are referring to is! We run about 40 IP addresses on our WSS server and for SSLed sites they get a unique IP address, while non-SSL we run host headered on the same server.