Android is certainly more open than iOS in many aspects, yet that openness does not always lead to freedom for its users.
Of course, these same users would also be able to jailbreak an iPhone, but does that lock you out of the Apple loop (i.e. App store, Siri, iCloud)? I honestly don't know so that is not a rhetorical question.
Bringing this in a full circle and back to topic, I'm sure Steve Jobs pushy attitude is one of the reasons (perhaps the only reason) iPhone's aren't tainted with carrier garbage and upgrade(less) shenanigans. Just because it worked for him doesn't mean it will work for you.