You are presuming that as a designer of the Caddy you understand how the non-single-VM customers are running their infrastructure. Here's a typical problem of

You are presuming that as a designer of the Caddy you understand how the non-single-VM customers are running their infrastructure. Here's a typical problem of a distributed entry point system - network partitioning. * If your key/cert store relies on key servers being always accessible from everywhere, it simply won't work. * If your solution is to bake a key into a file system, then it is no better than existing nginx implementation. Basically, if you want your solution to be adopted, it needs to be significantly better than the entrenched ones.