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How much should I pay for a used Model S?

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Whether either are a good deal comes down to personal factors for you. Do you love the color or hate it. Do you care that it was immaculately detailed every week or are you ok with paint scratches/chips and windshield chips/pits? That’s a personal decision.

True spontaneous failures of the HV battery are pretty rare. Ask how the cars have been charged and what the displayed l/estimated range is at 90% or 100% SOC.

The more widely known problems (vs HV battery pack failure) are having door handles or the MCU fail and have to pay out of pocket. I’d ask on both cars the history of repairs or replacement of the MCU, drive units, door handles, and whether it has the original battery. You may discover some of these things have already been replaced since new.