Blake Bailey — American Writer born on July 01, 1963,

Blake Bailey is an American writer. Bailey is widely known for his literary biographies of John Cheever, Richard Yates, and Charles Jackson. He is the editor of the Library of America omnibus editions of Cheever's stories and novels... (wikipedia)

I myself am consummately middle class. We grew up in upper-middle-class suburbs in Oklahoma City, and that's very much the same ethos as what Richard Yates and John Cheever wrote about.
I'm a huge fan of 'The Lost Weekend.' I have this dog-eared copy of the 1963 Time Reading Program edition, which was a series of contemporary classics reprinted as a quality paperback.
If possible, be funny.
With literary biographies, you're either shelved with other biographies or next to your subject's fiction.
I write literary biographies, so above all, I have to love the subject's books. But choosing a subject is tough.