Lookout! is the eighth Checkpoint race in San Francisco, and the competition is considerably fierce compared to the previous races. The race also involves a lot of flying, going from The Palace of Fine Arts to Lombard Street, around Coit Tower and through a busy road on the way. The opponents include one Ford Mustang GT, two Ford Mustang Fastbacks and three Audi TTs (Amateur) or three Panoz Roadsters and three Audi TTs (Professional). The time of day is evening, and the weather is foggy (Amateur) or rainy (Professional).

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