Watch on Philo! - Philo.tv/DTH The movie kicks off with a dude named Jack Cooper being very proud of whatever he just wrote on his computer. He gets home and sees his daughter, Grace looking at a dating app with her aunt Carrie. When she leaves the room, we find out that this is the first Christmas since Jack's wife died and he's concerned about Carrie. To cheer her up, he takes her to get a picture with Santa despite her not wanting to. When she gets on Santa's lap, she asks Santa to get dad a girlfriend despite the fact that he's currently dating a women named Veronica that she does not like. We then meet Jessica who runs a cafe that needs to come up with $25,000 in 5 days or they're gonna lose it. Jack and Grace are gonna go spend Christmas with Grace's grandparents and she's mad to find out that while Jack is there, he's gonna be doing a little bit of work. There's a cafe that he's supposed to be looking into potentially buying out for his job. When he shows up, we find out that it's Jessica's cafe. And he's sad because it's an institution and he also just met Jessica and they really hit it off. Grace picks up on this and decides that Jessica would be a better fit for her dad than Veronica would be. So she goes to meet with Jessica and gives her the pitch. When Jack finds out what she did, he goes to talk to her and they have one of the more awkward conversations of all time. They end up going to the local bar together and there's karaoke. They bond over their past with music and they take turns singing. He even sings an original that he's working on and she touches his hand. Things are heating up. But keep in mind, he secretly is supposed to be making an offer on her cafe. Instead, he comes up with a plan for her to have a fundraiser concert to help save the cafe. She agrees to give it a shot and Grace is going to drum for her. After their first practice, Jessica and Jack are talking and they almost kiss but he stops her and is like I have a girlfriend and there's also another reason. Before he can expand on that though, they find out that grandpa has collapsed. He's ok though. The event goes as planned and it goes really well until Veronica shows up and yells at Jack about how he's a liar. Jessica overhears all of this and gets mad and leaves. To make matters worse, Grace also finds out that her dad is a liar. But then Grace admits she didn't tell the whole truth either - I didn't promise mom I'd help you be happy, I promised to help you fall in love again. They decide they are going to invest in the cafe. He goes to talk to Jessica. She accepts. And they kiss! Cut to a year later, they are crushing things, there's a second annual concert, and those two love birds are kissing.