After reading TFA, I wondered why this hadn't already been done on a large scale. After all, for the most part, the hardware is already in place. It's just a software/process problem. But then I read a few of the comments here, and realized that it hadn't already been done because many lack the imagination to see how well this is going to work. "Just have it delivered to your house"??? So it's either stolen or sits outside in the rain all day. Nice. "Just have it delivered to your office"??? Are you sure it comes in a plain brown wrapper? The only serious downside I read was that cars in unattended areas might be subject to break-in after deliveries are observed. Which brings me to the other piece of hardware I'd want—a camera in the trunk, or even the back window, that records events leading up to the trunk being opened and closed and immediately saves those in a hardened place or sends them somewhere else. Also, the camera may make it unnecessary to empty the trunk ahead of time, as the UPS man would be recorded not stealing the stuff that was already in there because he's either honest or knows he'll be watched.
I do think that for the most part, deliverers will have to know the car's delivery-day (or pickup-day) general location at least a day ahead of delivery-day (pickup-day) so as to optimize their travel.
If I'm the deliverer, I want the trunk to pop open completely before I'm standing in front of it to avoid nasty surprises left for me.
If all else fails, use the trunk monkey.
What will this lead to? Commonly used outdoor-access closets/boxes with Internet-connected electronic locks for parcel delivery/pickup at home. I'm already planning to add one. I'm pretty sure they already exist, but I've yet to see one.