re: USB-C - for sure, as the 2015 MBP has USB 3. I don't think an iPhone needs a more advanced connector in terms of technical capability. It's more about universal compatibility and the physical nature of the connector.
So, the benefit would be that *IF* audio product makers are going to start building device to a new standard connector (Apple's argument), then hopefully that would be some actual standard, not Lightening.
Oh, yes, back when the 30-pin connector came out, there wasn't anything very good. But, I guess I'm playing off Apple supposedly making a bold move. A bold move would have been to make a real change to an actual standard, to replace a standard (they eliminated). It's more about the overall audio industry then iPhones. If we're serious that 3.5mm is 'outdated' and we need a new standards, then move to a new standard. Lightening (or IMO, USB-C) isn't the new audio standard.
I don't have much experience with USB-C, so you might be right about being harder to connect. But, just looking at the photos, USB-C looks like a more robust connection (physically). What I'm afraid of with the Lightening adapter, is that it's going to break the connector, connection, or worse, the port on the actual phone with the same kind of abuse a 3.5mm took.
re: earphones yanked - Oh yea, I hear you there. I've had that happen a LOT. I go through a set of earphones about 2x to 3x per year. BUT, they break the headphones, not the phone. I suppose if it ripped the phone out and on the ground, I agree (hasn't happened yet).
My main concern with going wireless though, is health. I'm fine using it for a phone call, or once in a while when using a cord is physically a problem (instead of just a nuisance), but I'm not crazy about sticking a RF source in my ear for many hours at a time. While I don't know it's harmful, I also know enough about epigenetic impact that I'm not willing to take the chance.