Capt. Jacob "Ski" Strzeszewski – Fifth known S.H.I.E.L.D executive director. Former active S.H.I.E.L.D ground agent (Agent 10). Promoted through the ranks to become Head of Special Internal Operations for S.H.I.E.L.D.
William Walden and David Estes, the former/deceased Director of the CIA and Director of the Counter-terrorism Center, respectively, during seasons 1–2 of Homeland (TV series); throughout seasons 3, Saul Berenson was the acting-Director of the CIA.
Phillip "Phil" Coulson, after announcing his plan to go undercover for a while, General Fury hands Coulson the 'toolbox', a small cube containing coordinates and a few other things, and appoints Coulson acting Executive Director of S.H.I.E.L.D., with a mandate to rebuild the organization from the ground up.
Hiram Burrows is the Empire Spymaster in the game Dishonored, who later becomes the first Lord Regent, the main antagonist in the game.
Caius Cosades is the Imperial Grand-Spymaster of the Blades (who are an order of the Emperor's secret agents and protectors) in Morrowind, who acts as a guide, mentor and supervisor of the player character.