- "She's like family."
- — Deacon Claybourne
Madison "Maddie" Conrad is the daughter of Rayna Jaymes and Deacon Claybourne, though Teddy Conrad is legally her father. She is a recurring character in Season One of Nashville and a main character in Season Two.
When Teddy and Rayna announce their plans to divorce, Maddie takes it hard and begins to rebel against her mother. She ditches school to attend a free concert thrown by Juliette, but ends up being injured in a stampede.
Towards the end of the season, she discovers that Teddy is not her biological father. Distraught, she confronts Deacon with this information, which leads to him returning to his drinking ways, because he hadn't known either.
When Rayna and Deacon are involved in a car crash, Maddie starts to feel guilty, but Juliette tells her not to be, and gives her her number so that she can contact her at any time. She reveals to Juliette that Deacon is her biological father.
Rayna is soon released from hospital, but her relationship with her elder daughter continues to be tested. When she and her daughters attend a charity benefit gala thrown by Lamar, Maddie sees her grandmother's engagement ring around Peggy's neck, and runs away. Juliette comes to her aid, and later calls Rayna to reassure her Maddie's safe. She also promises to keep the news of Maddie's true paternity a secret. Rayna and Maddie have a heart-to-heart, mending their relationship.
Maddie soon announces that she wants to get to know Deacon better. She and Rayna go to the Bluebird where Deacon is performing, and they meet up afterwards. Deacon and Maddie realize they have much in common. They start to meet up for guitar lessons and she performs a duet with him at her open mic performance, which angers Teddy, leading to a confrontation between the two men. When Deacon experiences writer's block he turns to Maddie for help and they write a song together. At Juliette's induction ceremony at the Grand Ole Opry Maddie goes to see Juliette in her dressing room and greets Deacon with a hug, but Maddie tells him Juliette already knows they're father and daughter.
That's Me Without You
When Maddie is playing guitar Teddy walks in to talk to her about her feelings towards Luke and Rayna's engagement. She tells him that she can't talk to him about it because she wanted Deacon and Rayna to get married and she knows that he hates Deacon.
How Far Down Can I Go
Maddie goes dresser shopping with Deacon and is upset about him leaving for tour and Rayna's engagement to Luke. Maddie and Deacon then go back to Deacon's house to assemble the dresser and tells him that she is upset with him for not fighting for Rayna. He then tells her that he proposed to her and she said no.