You're running for President of the United States....

[tink1970]

While any would be great-probably Pete since then I could speak softly and let him carry the big stick.

John for Chief of Staff (calm, responsible and measured) and Kevin for Secretary of State so he could scope out all the excellent shopping for me to hit once I was out of office (while he's actually working of course).

Oliver can be the press secretary (I don't think that has the same requirements, hope not!) because he could say almost anything and most would smile and nod, smile and nod...