Were you a Civil War general after whom a major university was named? - Oliver O. Howard
Were you, since 2000, photographed enjoying ice cream with two Japanese women in kimonos? - Barack Obama
Did your respected boss’s headstrong son fire you, which many people both then and later thought was a big mistake? - Otto von Bismarck
On to K!
IQs:
Were you the protagonist of the Nancy Freedman novel Joshua Son of None?
Were you a U.S. Cavalry general who got an unflattering nickname?
Did you ask if the President could maybe talk to the British Prime Minister when the former wasn’t drunk?
Were you the protagonist of the Nancy Freedman novel Joshua Son of None? - Close enough: it was Joshua “Josh” F. Kellogg (strongly implied to be a clone of John F. Kennedy)
Were you a U.S. Cavalry general who got an unflattering nickname? - Banks was nicknamed “Commissary,” and wasn’t a Cavalry general; this was Judson “Kill-Cavalry” Kilpatrick, for allegedly being heedless of his men’s lives
Did you ask if the President could maybe talk to the British Prime Minister when the former wasn’t drunk? - Yes, Henry Kissinger
DQs:
First appeared since 1945?
IQs:
Did you write the screenplay for Spielberg’s movie Lincoln?
Did you advise that person to take the job?
Did you apologize for spitting on the carpet of your posh future father-in-law’s carpet?