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I guess also his profile and the fact that the route he's following is likely to be fairly busy means that it might be a safety concern if he were just to bivvy wherever he fell.
Obviously if he was actually in a race, the claim of being 'unsupported' would be contested, but he's doing it for charity, and unsupported in this context means no team car.
What's that got to do with it? If I can ride TCR and book a hotel each night then he can do this "unsupported" ride and log his WADA location.