The Situation Room photo:
Where Are They Now Series—
William Michael Daley (born August 9, 1948) is an American lawyer, politician and former banker. He served as White House Chief of Staff to President Barack Obama, from January 2011 to January 2012. He also served as U.S. Secretary of Commerce, from 1997 to 2000, under President Bill Clinton. He has also served on the executive committee of JPMorgan Chase & Co.
He was born in Chicago, Illinois, the seventh and youngest child of the late Chicago Mayor Richard J. Daley and Eleanor “Sis” Daley. He is the brother of former Illinois legislator John P. Daley and former Chicago mayor Richard M. Daley.
On November 7, 2019, it was announced that Daley had been appointed to serve as head of Public Affairs at Wells Fargo effective November 13, 2019, and will also serve as one of the company’s Vice Chairman. His appointment went into effect as scheduled.
https://en.wikipedia.org/wiki/William_M._Daley
Re Situation Room photo:
Who Is He Now?
An unidentifiable man in a black suit with a white tie. Though his head is out of frame, he has been identified as a CIA analyst, publicly known only as “John”, who was “the first to put in writing [in summer 2010] that the CIA might have a legitimate lead on finding bin Laden”
https://en.wikipedia.org/wiki/Situation_Room_(photograph)
......
John (Jack) Ryan, no doubt. Or John Smith. Spook.