The Suite Life of Zack & Cody (2005)

S2E19 Ask Zack

Cody secures Zack a position at the school newspaper to fill the vacant advice column. When a girl Zack has a crush on seeks his guidance, he discreetly suggests she ask him out, which she does. However, things take a turn when she discovers Zack was behind the advice, landing him in hot water. Meanwhile, London struggles with insomnia, prompting Maddie, Mr. Moseby, and Esteban to come together to help her find a way to get some rest.