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If your vehicle's air suspension is set to Standard when you press the "Very Low" setting, it will only get set to "Low". You have to select "Very Low" a 2nd time to set it to very low.
At the moment, you have to do this manually. GPS aware suspension settings only works for "High" and "Very High". Feel free to send Tesla an Email requesting GPS-aware suspension settings for "Low" and "Very Low" too.