Scott is a successful billionaire well-known to many entrepreneurs for his boldness and arrogance. He's smart when it comes to his career, but can't seem to grow up when it comes to his personal life. He's working hard on trying to grow up when he hires Emmy to clean his place for him. She's quiet, sweet and mature beyond her years. There's something about her that has Scott drawn to her and he can't let his feelings go. There's one problem, he's afraid to fall in love. After both of his parents passed away, it's revealed that he struggles settling down because he's afraid of love and loss. His best friend gives him an ultimatum that if he doesn't open up to Emmy, he will lose her. Scott has to decide if he will choose his player ways or if he's ready to live a life he never knew he was deserving of.