Natalie sets up a PI for Monk, and his first case is a scratched car?
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Season 5, Episode 5, “Mr. Monk, Private Eye“: Inspired by her late grandfather’s entrepreneurial spirit, Natalie decides that Monk needs to go into business for himself as a private investigator. Monk is surprised to learn that Natalie has already taken the initiative and rented out an office, complete with decor straight out of a Hollywood detective movie. Monk tries to object, but with Natalie’s enthusiasm and so much already in place, he can do nothing but wait in his new office for his first client.