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Bug (more like logic error) with Model S app and Keyless Driving

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Once a week (once a month for recycling) I load up the trunk with our garbage cans and drive it to the curb. My driveway is about 2/10 of a mile, so it's maybe a 25 second drive once I get rolling and get turned around at the bottom.

When I hop out the car, unload, and get back in, I press the "start" button in the app, and I'm usually stuck waiting for about 30 seconds as the app still thinks keyless driving is enabled (it's not, I started the car, drive, and then got out, so it's back to "off"). Seems to me like the app just remembers its own internal timer and doesn't "check" with the car to see if it is indeed still in keyless driving mode.

Submitted an audio bug report through the car as well.
You're being punished by the EV gods for using your Model S as a garbage truck!