Leo McGarry
To see the answers, highlight the area between the brackets. [Like this!]

People:
1.  Which Ambasador hit on him? [the Russian ambasador, Nadia]
2.  What does Lord John Marbury call him? [Gerald]
3.  Who are his two sisters? [Elizabeth and Josie]
4.  Who in his family committed suicide? [His father]
5.  What was his maid's name? [Ruth]

Places:
6.  Where did he fight? [Vietnam]
7.  Where did he and Jenny have season tickets to? [The opera]
8.  Where was he born? [Chicago]
9.  Where else did he live? [Boston]
10.  Where did he go to rehab? [Sierra-Tucson]

Things:
11.  How much did he make on the lecture circuit? [$40,000/lecture]
12.  What did Josie steal that he made her return? [Milk Duds]
13.  What did he buy Jenny to make up for forgetting their anniversary? [A Harry Winston Pearl Choker]
14.  What was he addicted to? [Valium and alcohol]
15.  What did he do in the war? [Flew planes]