I wouldn't be surprised to see a 50% hit or higher. I have watched several Youtube videos of towing tests with Ford Lightning and Rivian and range was decreased dramatically. This test with a Ford Lightning the range was 1/3 of not towing.
The issue than becomes finding a charger you can access with trailer attached or dropping the trailer while the car is being charged. I don't really know much about the model Y but I would guess it's range is greatly enhanced by it's aerodynamics. Put a parachute behind it, even a small teardrop shaped one, and it is going to hurt.
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