When I worked at walk-in tech support at university, we weren't supposed to take responsibility for backing up data prior to drop-off and didn't have drives or anything for that purpose. Sometimes if the customer seemed like the type of person that wouldn't blame us (why that policy was there) and really had no way to get it off I would use one of our WinPE USB drives to copy their essential files. When they had a Mac, however, I would just AirDrop their entire home directory to the Mac loaner and show them how to do the same when it came back. It would go through 100GBs of files within a few minutes and didn't use any of our equipment other than the loaner itself.

I don't think I've plugged an iPhone into my MacBook other than to charge on a trip since the last time I was into jailbreaking and was running checkra1n.