On May 20, 2020, Crutchfield wrote a letter to Governor Larry Hogan urging him to grant clemency to Eraina Pretty, the longest-serving female prisoner in Maryland, after she tested positive for COVID-19. Crutchfield wrote, "Though she was convicted of a violent crime, she is not a violent person. There is no reason to believe that if Ms. Pretty were released she would pose a danger to society." A Baltimore circuit judge granted the release of Pretty on December 14, 2020.
