In season one, he is a closeted gay man trying to make a name for himself in a highly prejudiced society and reveals his true nature to Gunnar when he tries to kiss him. They temporarily fall out and Will finds himself unable to accept who he truly is and attempts suicide by standing in front of a train, only to back out at the last moment. After she attempts to commit suicide he agrees to grant her a divorce but they remain close friends afterwards, after she blackmails him in season three.
Will falls for songwriter Kevin Bicks and they have an on-off relationship when Will is still unsure about coming out since it could harm his fame. When his father visits he has to hide his true nature since his father is homophobic but when Will holds a press conference he finally has the courage to come out, in the season three finale, as he wants to be open and with Kevin.
Although his father initially disowns his son they make up when Will's mother dies. He continually has to defend himself in the media and resumes his relationship with Kevin Bicks which ends once again when he does not want to move in with him, in season five, when the writers dumped Bicks in favor of a new character. He moves on when he meets Zach. They eventually start to date, but Zach may have ulterior motives.
The two break up after Zach threatens Highway In season six, Will joins a band with Gunnar, Avery, and Alannah. He also falls to the overuse of prescription drugs and steroids, which causes him to collapse in the band's late night performance and ends up dying temporarily. 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.
Maddie wanted to join the music business, because her mother wouldn't let her. Because of Juliette's lifestyle when she became a singer at a young age. Maddie and Rayna don't see eye to eye things, but they do care about each other. Even when Maddie and Rayna were arguing in season 4, Maddie was a little bit rebellious and this time she wants to sign a recording contract at age Rayna was just like Maddie at that age, she and her father Lamar didn't see eye to eye in music and she left home and not look back.
She was legally emancipated in season but moved back home in the end of season 4 and around season 5 she is 17 years old working for the bottom of her mother's company.
Maddie's career skyrockets in season five. Maddie moves home with her family and starts to mend her ways, beginning a relationship with street musician Clayton Carter, after having gotten serious with Colt. When Rayna is involved in a car crash Maddie feels guilty for being so horrible to her but Rayna eventually succumbs to her injuries and dies.
After performing a tribute to Rayna at the CMT Awards, the media starts to take an interest in her and Juliette takes her to New York, to show her the ropes of navigating a career, where she changes her stage name to Maddie Jaymes in honor of her mother.
Juliette decides to manage Maddie's career. This later changes when Juliette steals her song. Once Maddie begins causing trouble later in the series, Daphne starts to feel shunned and feels even more alone when Deacon asks Rayna to marry him as she feels she is replacing Teddy as a father figure.
When Rayna dies in season five, she finally acts to Deacon as her father, just as she begins to become rebellious and act crazy while she hangs out with a street girl, Liv. She decides she wants her own music career and auditions for Nashville's Next.