In 2003, Darrow returned to Kansas City, and performed in productions of Shakespeare's plays, including Romeo & Juliet and Henry V. In 2006, he played a young william Randolf Hearst in Director Don Maxwell's Ambrose Bierce: Civil War Stories, which also starred Campbell Scott and Vivian Schilling. A role in a touring production of Richard III with Kevin Spacey led to his casting in the role of Meechum, the Underwoods' stoic bodyguard in House of Cards. Darrow's role was expanded in Season Two, as Meechum had been popularly received by both critics and audiences. Darrow recently appeared as Ben Farrell in The Stolen Chair Theatre Company's film noir for the stage, Kill Me Like You Mean It, at the 4th St Theatre in New York City. He appeared at Princeton's McCarter Theatre in Rachel Bonds' Five Mile Lake, May 1–31, 2015, directed by Emily Mann.
He has a recurring role in the first season of Billions. He is set to appear in the fourth and final season of Rectify. He also appears as Jesse Custer's father in the AMC television series Preacher. He plays Andrew Madoff in HBO's The Wizard of Lies (2017). He will star in the third season of the ABC thriller Quantico as Felix Pillay.
