Don Winslow Is Ready to Trade His Pen for a Protest Sign

Like the cops, crooks and gangland toughs who populate his books, Don Winslow has something of a street fighter’s mentality.

Growing up in Rhode Island during the New England gang wars of the 1960s, local mafia types were part of the fabric of his childhood. After college, while working as a private investigator in New York City, one of his jobs was to act as bait for potential muggers — then fend for himself until a larger associate could step in, “hopefully before I got too beat up,” he said.

Winslow’s familiarity with the grittier side of life has served him well. Over a 33-year span he’s published more than 20 crime fiction novels, many of which have become best sellers or been adapted for film and TV.

Now, he’s turning his attention to “something that feels heavier,” he said. “City in Ruins,” the third book in Winslow’s sweeping Danny Ryan trilogy, which casts an Irish mobster as a modern-day Aeneas and draws inspiration from events that led to the Boston Irish Gang War, will be his last novel. He said he’s retiring from publishing in part so he can put more energy into political activism.

Since the 2020 presidential campaign, Winslow and Shane Salerno, a screenwriter, have together produced a series of highly combative videos and social media posts excoriating former President Donald Trump as, among other things, a “con man” and a “pathetic, broken little boy” (all told, the videos have received hundreds of millions of views.)

“There’s no way I can reach that many people with a novel,” Winslow said. “And the novels take so much time, in an era where really what is needed are much faster responses.”