Commenting from the perspective of iOS and its configuration profiles, you can configure them to match based on an HTTP connection (among other things). I haven

Commenting from the perspective of iOS and its configuration profiles, you can configure them to match based on an HTTP connection (among other things). I haven't tested it (yet, I think I know what I'm playing with tomorrow), but if the URL is one that would require a TLS connection I would hope that iOS is checking that certificate. If it is and the domain of the URL is one you control that could be a way to implement the check (assuming that URL is also only available on networks you trust).