AKA; 줄리엣의 남자 / Juliet's Boyfriend
Jang Gi Poong (Cha Tae Hyun), grew up spoiled by his grandfather. He's a major playboy who doesn't take anything seriously in life. All he needs is money. Then one day, his grandfather decides to donate his entire money to the country and leaves him with nothing. He soon finds a check which states that a department store owes his grandfather money. But getting that money isn't that easy. The president of the department store has committed suicide because he couldn't handle all the debts. His daughter, Chae Rin (Ye Ji Won), becomes the president but she doesn't know what she's doing. She considers marrying her long-time fiance Seung Woo (Ji Jin Hee), to bring his father's company and her's together, but knows that her father and Seung Woo's father were enemies. She doesn't want to betray her father by giving up. Gi Poong starts to stalk Chae Rin for the money and she gets really annoyed. Then she asks him for a favor by asking if he could act as if she already paid him. Then the other people she owed debts to, will think that she doesn't have any money left right now to pay them back now. In return, she will try her best to save the business and pay him back. He is reluctant at first, but then she packs her suitcase and moves in with him so he can keep an eye on her.
Sources; Synopsis + Drama Wiki