S1, E8: As attorney Lou Pratt finishes his day's work, a shadowy figure creeps into his office, kills the luckless attorney, then removes and burns a file from the file room. It's not long before Monk is called in to assist with the investigation. The prime suspect: Lawrence Grayson, the client whose file was burned in Pratt's office. Monk learns that not only did Grayson owe the dead attorney money, but that he had also threatened Pratt one year earlier, after Pratt failed to win an injunction to keep Grayson's neighbor, the lovely Monica Waters, from building a garage near Grayson's property line. Monk can't believe that a petty legal dispute over a simple garage could turn so deadly. He also can't believe the striking resemblance between Monica Waters and his late wife Trudy. Monk is smitten, and he arranges to have dinner with Monica to discuss the case. However, it's clear Monk is more interested in Monica than in the murder.