Sarcastic and witty, 29-year-old Alexandria Swanson is working her way up the on-air chain at a political talk radio station in San Francisco when a New York media giant buys the station and turns it into a Top 40 music format. In order to keep her job, Alex is shoved into the midday program as the resident dating expert. There's just one problem: Alex still lives with her grandparents, and her dating life is pathetic. She enlists the help of her celebrity-obsessed grandma, Moe, and her ex-military grandpa to teach her about dating. Her hilarious, poor-sport attitude makes station ratings fly off the charts as her morals fly out the window. Alex is soon forced to explore her own tragic past as she wades through her fears of falling in love.