CLEVELAND, Ohio—Jeff Daniels has spent more than four decades moving effortlessly between drama and comedy—whether sparring with Jack Nicholson in “Terms of Endearment,” embodying principled Atticus Finch on Broadway, delivering newsroom gravitas as Will McAvoy on HBO’s “The Newsroom,” or playing opposite Jim Carrey in the iconic slapstick of “Dumb and Dumber.”

These days, Daniels is showing audiences another side of himself: the songwriter. It’s a role he seems most at home with these days—a guitar in his hands, sitting in a small club, telling stories between songs.

That blend humor, heart and Midwestern grit might be less familiar to most fans, but Daniels brings the same conviction to music as he does to his most memorable characters.

Musicians of his ilk appreciate his heart in the

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