Captured in the lobby of the Sheraton Senator Hotel at LAX following a fifteen-year run smuggling marijuana and hashish as part of the hippie mafia, Richard Stratton began a new journey. Kingpin tells the story of the eight years that followed, through two federal trials and the underworld of the federal prison system, at a time when it was undergoing unprecedented expansion due to the War on Drugs. Stratton was shipped by bus from LA's notorious Glass House to jails and prisons across the country, a softening process known as diesel therapy. Resisting pressure to falsely implicate his friend and mentor, Norman Mailer, he was convicted in his second trial under the kingpin statute and sentenced to twenty-five years without the possibility of parole.

While doing time in prisons from Manhattan's Criminal Hilton to rural Pennsylvania, Virginia, Kentucky, and New York, he witnessed brutality as well as camaraderie, rampant trafficking of contraband, and crimes by both guards and convicts. He first learned the lessons of survival. Then he learned to prevail, becoming a jailhouse lawyer and winning the reversal of his kingpin sentence and eventual release.

Kingpin includes cameos by Norman Mailer and Muhammad Ali, and an account of the author's friendship with mafia don Joe Stassi, a legendary hitman from the early days of the mob who knew gangsters Meyer Lansky, Bugsy Siegel, and Abe Zwillman and has insights into the killing of Dutch Schultz and the Kennedy assassination

Kingpin is the second volume in Richard Stratton's trilogy, Remembrance of the War on Plants.