I chose the first box, using the ear pods, because that is the one thing I use that jack for almost exclusively.
While in the car, I use bluetooth. When working out, I use bluetooth. If I'm at home and want to play music/videos from my phone through the huge entertainment system, I use AirPlay. When I'm sitting at my computer and want to listen to music, I use the computer for that, rarely my phone. Heck, when I'm at my computer and need to make/receive phone calls, I do those through the computer as well.
Losing the headphone jack is a non-issue for me provided the new ear pods they provide are comfy.