In my example, you are giving up everything in terms of listening experience. And having a headphone jack doesn't force you to use it if you prefer one of the alternatives. They're all available on most modern phones.
In my experience, what Apple takes away, they find a way to give it back so it's never really a total sacrifice on your part.
For example, I lost a bunch of display ports with the Macbook Air, but gained an all-in-one solution in the form of the thunderbolt display. I lost flash with iOS, but gained the app store.
I am willing to bet that to make up for the loss of the audio jack and to move people over to wireless music, Apple will release their own take on the bluetooth headphone which mitigates many of the current drawbacks.
At the end of the day, buying into the Apple ecosystem invariably means having to trust that Apple really does know best at the end of the day. Apple tends to favour one optimal way of doing something (even if that one way isn't really your cup of tea) over multiple options for doing the same thing.
And if you don't like it, then maybe you shouldn't be in the Apple ecosystem. I am not trying to be rude or arrogant by telling you to get lost, just that perhaps it is time to reconsider your options as the current ones might no longer meet your needs.
So now the iPhone user is "that guy" who pretends his crippled device is somehow better even though it can't do what a $5 mp3 player can. The headphone jack is not redundant, and better alternatives, if they exist, can be used along side it as they are with current phones. Remember the old fable about the cat who lost his tail in a screen door? The headphone jack is the iPhone's tail.
There's nothing to pretend. I am acknowledging that yes, my iPhone comes without an audio jack and that I am willing to take steps to either mitigate the absence of that port, or change my usage habits such that it becomes a non-issue.
It's not about being better or superior to the rest. At the end of the day, it's my choice, and I chose to adapt my changing my work environment such that it heavily favoured Apple devices. Basically, I maximised the benefits while minimising the drawbacks. It took quite a bit of financial investment and a lot of trial and error, but fast forward 4 years, and I daresay it has all been worth it in the end.
Brilliant. So now you're "that guy" who needs to tote along a big bag of adapters and external speakers to compensate for his anti-social phone. How long will Apple be able to sell iPhones when every iPhone user is made fun of for his crippled toy?
I already do with my macbook air and iPad. Guess what? I am a teacher, and I even tote around a tray holding an Apple TV, power cable and a 10m-long HDMI cable (in addition to my other teacher peripherals) so I can set it up in whatever classroom I go to. I airplay my iPad or iPhone or MBA to the projector via my Apple TV over a physical, wired connection. I pass files around via airdrop and cloud storage.
Am I being anti-social? Perhaps. But in being forced to adopt a wireless solution (partly to work around the limitations of my iOS devices), I have found a different (and more importantly, better) way of teaching. One that I might have never stumbled upon were I still using my original work-issued Windows laptop.
Like I said - sometimes, you just cannot have a new world order without first doing away with the current one. Yes, there is nothing stopping me from using wireless tech with the current iOS devices, but for most people, there wouldn't exactly be much incentive to want to change either if current wired solutions remained good enough. Someone has to play the bad guy here, and maybe that someone will be Apple.
There is zero benefit to a phone without a headphone jack over a phone with a headphone jack plus bluetooth and lightening (which the current iPhone has). So the new world of Apple is to build crappy stuff that makes people stand out because they can't do what everyone else wants to.
Maybe Apple is being the devil here. But there are some things only the devil can offer, and so I voluntarily take the good with the bad, and throw in my lot with Apple.
Is that a joke? So he has to carry a bulky extra piece of hardware in a crowded car so we can listen to crappy tinny music? Plus that's one more stupid accessory to buy to compensate for the phone's shortcomings. Even the $300+ battery powered speakers don't have the power to sound good over road noise and will sound like garbage next to even cheap in-car audio.
Of course we'd all be total jerks to anyone who tried to do that. Nobody wants to be "that guy" and now you're saying Apple people should be "that guy" who has to bring a clunky speaker because his phone is too crappy to connect like everyone else's.
I have an Apple TV set up in my class, so only teachers who use Apple products can tap on my infrastructure as well. Of course, they can always default to plugging their work-issued laptops to the VGA cable. If I want to airdrop stuff around, that invariably limits my scope to Apple devices. I am the go-to guy at work for Apple accessories such as adaptors and charging cables, but for anything else? Forget it.
I am already living in a different world from others by virtue of being an Apple user. The catch here is that there are enough iOS users around me that we are our own self-sustaining community, not some sort of tech outcast.
Like I said, change has to start somewhere. There will come a time when enough people in your car use smartphones without a headphone jack, and then it will be the owner who seems anti-social for not supporting bluetooth or carplay or whatever floats their boat.