One of my iPhone SE's died an untimely death because of failure of the lightning port, so I'm strongly sympathetic.

I also am a hardcore 3.5mm headphone user. Wireless headphones are garbage.

I did get my mind changed on USB-C DACs by way of inductive charging. Using an USB-C DAC and still being able to inductively charge seems at least somewaht reasonable to me.

On the newest round of phones for my wife and me I've tried to make sure we're inductively charging >90% of the time.