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Steep driveway here so winter tires really helped me. Michelin X-ice, probably overkill but made a huge difference and I felt well worth the cost.
I put them on a few weeks ago but they haven't been needed yet.
High end specs depreciate faster than the base price of the base model. See for example the Tesla RVG agreement which guarantees 50% of base price and 43% of any options. This is in line with other high end sedans... I would suggest pulling up some examples of Porsche Panamera or BMW 6/7 series...