[10] Pfeiffer began his career in politics working as a spokesman for the Community Oriented Policing Services during the Clinton administration.

In his first book, Pfeiffer tells the story of "how Barack Obama navigated the insane political forces that created [President] Trump, explaining why everyone got 2016 wrong, and offering a path for where Democrats go from here.

He also offers a plan for Democrats to win the 2020 United States presidential election and how to prevent the likes of Trump from ever happening again by fixing American democracy.

[17] Pfeiffer's third book, Battling the Big Lie: How Fox, Facebook, and the MAGA Media Are Destroying America was published in June 2022.

[20] On July 16, 2006, Pfeiffer married Sarah Elizabeth Feinberg, a senior adviser and spokeswoman for Rahm Emanuel.

[21] In 2016, Pfeiffer married Howli Ledbetter, former director of message planning in the White House Office during the Obama administration.