The changes forces most customers to buy either a wireless airpods or a new magSafe charger. This become an easy 'attach' sale for all retailers and virtually any sales person. Customers will be told that their device does not come with a charger and the apple authorized, overpriced charger is the best option to use with their new $700-$1K+ device.
This allows Apple to show stronger revenue numbers, even if demand for the iPhone is weaker.
Your 2 attack scenarios are: device is in evidence lock up, and can b cracked at will (so a security company probably comes up with a kit for cracking and hooking them up, sells the service to LE) - or what happened with T2, where the software stack just gets exploited.
Since you'll still need all those management interfaces that currently are only on the physical port to be somewhere - well I'd put money on removing the port actually making the device more vulnerable. Briefcase of GPUs to crack wifi and rootkit a phone if you can get on the same network.
https://googleprojectzero.blogspot.com/2019/10/ktrw-journey-...