Reed Fish has followed in the footsteps of his late father, doing an early-morning radio show with the town's mayor, Maureen, through which the eccentric locals of Mud Meadows voice their complaints and have them addressed. Reed produces the show with his old high school buddy, Frank, and he's engaged to be married to another high school classmate, Kate Peterson, whose dad owns several businesses in town. Reed's plans are upended when his high school sweetheart, Jill, comes back to town. She's supposed to be away at law school, but confides to Reed that she quit school two years earlier, and has been working as a waitress while she fruitlessly pursues a career in music. Reed encourages her to play on Open Mike Night at the local bar. He inspires her to find her voice, which leads to some complications in his relationship with Kate, forcing Reed to reexamine every aspect of his safe, secure life.