You assume apple overly cares about jailbreaking. I feel they wish it were impossible, but knowing that it isn't, just want to make it difficult enough 'normal

You assume apple overly cares about jailbreaking. I feel they wish it were impossible, but knowing that it isn't, just want to make it difficult enough 'normal people' don't do it and start breaking things on the phone and not understand their jailbreaking is what broke things. Hell, their AT&T contract was probably the only reason they got super up in arms about it anyhow. The reason Apple closes the security loopholes is that they are security loopholes. It's not some sort of arms race. It's securing their platform. Notice they have a pretty effective iBooks test for Jailbroken devices, but they don't deploy it widely, etc. I think they're at peace with the JB community as sort of a free research lab for them (hell, on device 3rd party apps came from the JB community first!) and use them to fix security holes in their platform as they are revealed.