Narrator

Eugene Jarecki

David Simon

David Simon

Self (archive footage) (uncredited)

Joe Biden

Self (archive footage) (uncredited)

George H. W. Bush

Charles Ogletree

Charles Ogletree

Self (archive footage) (uncredited)

Rudolph Giuliani

Michael Bien

Michael Bien

Self (archive footage) (uncredited)

John McCain

Self (archive footage) (uncredited)

Nelson Rockefeller

Self (archive footage) (uncredited)

Hillary Clinton

Self (archive footage) (uncredited)

Bill Clinton

Self (archive footage) (uncredited)

Lyndon B. Johnson

Self (archive footage) (uncredited)

Martin Luther King Jr.

Self (archive footage) (uncredited)

Barack Obama

Self (archive footage) (uncredited)

Nancy Reagan

Self (archive footage) (uncredited)

Ronald Reagan

Self (archive footage) (uncredited)

Richard Nixon

Self (archive footage)

Jim Webb

Herself

Shanequa Benitez

Himself - Harvard University

William Julius Wilson

Himself - Providence Police

Glendon Goldsboro

Himself - Providence Narcotics

Fabio Zuena

Himself - Physician, Addiction Expert

Gabor Mate

Himself - ID# 03678-029

Maurice Haltiwanger

Herself - Author, The New Jim Crow

Michelle Alexander

Herself - Private Investigator

Susan Randall

Himself - Anthony's Father

Dennis Whidbee

Himself - The Wall Street Journal

Jonathan Kaufman

Himself - The Sentencing Project

Marc Mauer

Mark Mauer