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a dingy dark drive way parking space with out any lights outside

You could fit some outside lights ... :)

Does that rely on the phone being close enough to unlock the car? Otherwise it seems odd that anyone would be able to just unplug the car...
Car has to be unlocked (for the button, under the charge flap, to "release")

My MS doesn't have phone-key, but fob-in-pocket will do
 
You missed what’s the best Apple Watch feature for me. It can open the Tesla and drive it.
I run and swim a lot and don’t bring my phone with me doing either activity. I just turn off Bluetooth and lock my phone in the car and use the watch.
No hiding the key on the wheel.

I’d second the recommendation for the basic Apple Watch. You will never keep it for 10 years because the software will update and eventually it will get slow. I’m on my 3rd and need a new one as it’s getting slow and battery life isn’t great when doing a lot of sports.