"Ragged Ass Road" signs are now sold as a tourist item in Yellowknife due in part to the fact that they kept disappearing off the sign post making the street. Even though the sign is welded to the post, it still manages to walk away.
"Ragged Ass" is a colloquial term for "dirt poor", and it used to be the name of a small gold mine. However, the street got its name from three local fellows who were sitting around one night, drinking & joking that they should call their street Ragged Ass Road. And that is exactly what they did. They made up a sign and put it up on the street in a part of Yellowknife called Old Town, and the City adopted the name.