[saurik]

I do not say this to defend Apple, as this is itself a form of "fuck you" "acrobatics" forced on you by Apple, but if you download Cydia Impactor (a program I develop that has a horrible UI which is about to get at least somewhat better in the next couple days), you can drag the IPA file to the device and it will have you log in with your Apple account (even if you are not a registered developer) and can then automate the entire 7-day free provisioning and installation process, helping this use case.

Also, while I am leaving a comment: the server space is different from Android in that 1) you don't need a UI and 2) there apparently is a sponsor working on the open source project (and it is my understanding that IBM is actually putting in more time than Apple) to make it useful there: Ruby is a language that is going to be a problem for you building either Android or iOS apps, and yet that is certainly not a reason to claim it would be a bad choice of language for coding a website backend.