While a neat solution, I feel this is going the wrong way with things. One of the primary reasons to use the cloud is to get away from SPoF. This solution is simply putting lots of sites on a single instance, which is fine, but how does the port translation work across multiple instances? We ran into this problem recently while architecting a solution for our customers and we ended up using multiple ELB's to point to multiple EC2 instances. Sure at $20/mo its probably a slightly more expensive route, but it solved all the benefits of what is being promoted here. For those that don't realize ELB's can act as SSL endpoints. I believe RackSpace allows a similar such thing. It also means that no complex port/ssl configuration occurs on the web servers, they are actually much easier to deal.