Wolfe's many directorial credits include Caroline or Change, Jelly's Last Jam, Angels in America, Bring in 'Da Noise, Bring in 'Da Funk, Topdog/Underdog, Twilight: Los Angeles, Elaine Stritch At Liberty, The Wild Party, and Mother Courage and Her Children.

Wolfe was selected by a panel of judges that included Edward Albee, Roger S. Berlind, Emily Mann, and Mara Isaacs.