[1][2] Deere was born in Benton, Arkansas, and graduated from Lyon College in 2010 with a Bachelor of Arts degree in political science and history.

In December 2014, he became the communications director for Arkansas Attorney General Leslie Rutledge, leaving in November 2017.

[5][6][7] Deere left Arkansas in November 2017 to work in Washington, D.C. in the Donald Trump administration, as director of state and local communications in the White House.

Deere also advised that the White House had assembled a "dossier" on Post reporter David Fahrenthold for criticism of the Administration.

Fahrenthold has reported on Trump family's business interests for several years now, but perhaps his best-known article about the President was his 2016 scoop about Access Hollywood tapes, which showed the future President describing how he felt stardom gave him permission to assault women.