That's cool. But in just 30 seconds I come to rule 5 which would imply that radar equipped ships should be using their radar to aid in their watch keeping since they have such a hard time seeing small sailboats and small sailboats are part of the environment in which they operate.
So that adds one more thing to the list of failures on the part of the steamer in case you referenced. By my count, it is 5-2 for the sailboat.
Where does the argument end? At the end of time. When will the next single hander set out? Probably tomorrow.
What's he going to do when its time to sleep? Sleep. How does he handle that need? As I recommended or some other arangement which COLREGS does not address.