Cooper Alan: The Songs, the Baby, and the Season Ahead

Two weeks before releasing a twenty-song double album and two weeks before becoming a first-time father, Cooper Alan sat down with Erik Zachary — and yes, he’s feeling all the emotions at once.

In this episode, Cooper talks about choosing “Starting the Show” for his Today Show debut and why it was the rare moment where one of his own songs actually made him cry. He explains how Winston-Salem turned into a sprawling two-disc project, why he kept adding tracks until the absolute last second, and how writing every day has become both his routine and his reset.

Cooper also opens up about the whirlwind of impending parenthood, the surprisingly unhelpful advice people give new dads, and the grounding force of the hometown he loves so much. He shares the stories behind Winston-Salem’s quirks, the family moments that shaped this record, and the mental-health journey that inspired the Cooper Alan Foundation — now one of the most meaningful parts of his career.

From shoeys in Australia to an upcoming UK run, from working with Flo Rida to navigating the strange feeling of not wanting to listen to his own music once it’s out, Cooper is honest, funny, and fully himself. And as he prepares for both a new album and a new baby, he reflects on what he hopes people feel when they hear this project front to back.

Winston-Salem is out now. 

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