If Apple swapped to USB C this would all be a lot easier because it is becoming a standard being on all phones and laptops. Woz is right
I agree that it would be a good idea to standardize to a USB-C digital audio output on Macs and iOS devices, and that may be coming eventually, but currently there are some good reasons why Lightning is a better option than USB-C for the iPhone.
USB Type C connector is rated for up to 100W power, which is fine for running large power hungry devices, but it is over-kill for a smartphone or ARM tablet.
The USB-C connector is larger and thicker than the Lightning connector, so it takes up more space in the design of a smartphone than a Lightning connector.
If you look inside a USB-C connector you will see a very small and thin tab, with 24 tiny pins that connect to pins inside the USB-C plug. Lightning has a more durable, wider and thicker plug, with 8 much larger pins embedded in a thick metal tab. It is less likely to bend or break than the tiny USB-C connector tab.
The other area that might be prone to problems, especially with mobile devices that are stuck in pockets and bags, or dropped on the ground, is that the pins on a USB-C connector are tinier and closer together than the pins on a Lightning connector, so they are more easily scratched or covered in dirt.
In terms of hardware availability, there are currently a wide range of styles and price range for Lightning headphones. But there are very few USB-C headphones available in comparison.