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I just got an email saying I can ask Alexa to start my car.... which is kinda neat I guess. I am an Apple / Homekit guy. Anyone ever hear of someone rigging it to work with Homekit (maybe with Homebridge?)

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Considering 2020 MY Cherokees and other FCA vehicles still can't access iPhones properly to integrate with Uconnect for text messages, I'd say there is 0 chance you will ever have HomeKit support for FCA vehicles.
 

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A white 2021 Trailhawk named Stormtrooper
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I know nothing of HomeKit, but I have installed the Alexa app and it does work. Starting via Alexa is such a pain that I don’t usually bother. You have to answer multiple questions, many of which are redundant, such as verifying which vehicle you want to start when you only have one vehicle.
 
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