Aspiring writer Larry Wyler leads a quiet, decent life with his do-gooder wife, Iris, in St. Paul, Minnesota, but he wants more. When his literary debut becomes a hit, he departs for a Manhattan apartment, a job at the New Yorker, and three- martini lunches with the great editor, William Shawn.
But when his second novel bombs and he finds himself in the grip of writer’s block, Wyler discovers that success—and the New York publishing scene—is a fickle mistress, indeed. Creatively barren, nearly destitute, and longing for Iris, he accepts a job writing “Ask Mr. Blue,” a column doling out advice to the lovelorn. It may not be glamorous work, but through it Wyler discovers what’s really important and sets out to win back the woman he left behind.