Mr. President, Are You Still Up for Coffee?

commander-in-chief: 총사령관, 총지휘관 
…super special guest today, the commander-in-chief of the United States of America…

win points with (someone): (윗 사람 등에게 잘 보이려고) 점수를 따다 
You are winning a lot of points with me right now…

Fallon and Letterman: 미국 유명 토크쇼 호스트인 지미 펠론과 데이비드 레터맨 
…like when you’re doing it with Fallon and Letterman?

back up: (차를) 후진시키다 
Back it up.

put on an act: 연극을 하다, ~하는 체 하다
Do you ever think about every person you talk to is putting on an act, a total show?

anonymity: 익명 
That moment when you lost your anonymity…

with all due respect: 외람된 말씀이지만
With all due respect…