| 2025 | Reagan: His Life and Legend | PEN America Literary Awards source ↗ (opens in a new tab) | Finalist · PEN/Jacqueline Bograd Weld Award for Biography | |
| 2024 | Reagan: His Life and Legend | National Book Critics Circle Awards source ↗ (opens in a new tab) | Longlist · Biography | |
| 2024 | Reagan | The New Yorker Best Books of the Year source ↗ (opens in a new tab) | Selection · Essential Reads | |
| 2024 | Reagan | The Economist Books of the Year source ↗ (opens in a new tab) | Selection · History | |
| 2024 | Reagan: His Life and Legend | Chicago Public Library Best of the Best source ↗ (opens in a new tab) | Selection · Must-Read Books: Biography & Memoir | |
| 2024 | Reagan | New York Times 10 Best Books of the Year source ↗ (opens in a new tab) | Selection · Nonfiction | |
| 2024 | Reagan | New York Times 100 Notable Books source ↗ (opens in a new tab) | Selection · Nonfiction | |
| 2024 | Reagan: His Life and Legend | Washington Post Best Books of the Year source ↗ (opens in a new tab) | Selection · Notable Nonfiction | |
| 2019 | The Road Not Taken: Edward Lansdale and the American Tragedy in Vietnam | Pulitzer Prize (Biography and History) source ↗ (opens in a new tab) | Finalist · Biography or Autobiography | |
| 2018 | The Corrosion of Conservatism: Why I Left the Right | Washington Post Best Books of the Year source ↗ (opens in a new tab) | Selection · Notable Nonfiction | |
| 2013 | Invisible Armies: An Epic History of Guerrilla Warfare from Ancient Times to the Present | Washington Post Best Books of the Year source ↗ (opens in a new tab) | Selection · Notable Nonfiction | |