What is it with npc cars and this cabin? 
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They are clearly afraid of you. Maybe you need to change your outfit.
Drivatars have their own list of Daily Challenges 
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If I could figure out how to get on top of a roof, I’d have more of the bonus boards by now.
Or my driving style 
Owner of that cabin doesn’t want his cars getting damaged by us. So he keeps his cars up there
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Wanting to be out of the way when they plow the roads of snow during the winter season?
I’ve seen it too. I assumed it’s just the local Air Time champion showing off.
Haha, yeah ive encountered this before, but it has been VW Beetles on the roof in my game. Theres a metal shelter in guanajuato that does the same thing