In his 16 years as "The Daily Show" host, Jon Stewart could crack jokes and laugh at just about anything — but there were moments when the comedian stepped away from his comic persona and gave heartfelt monologues.
"If comedy is tragedy plus time, I need more f*ing time," he said after a grand jury decided not to indict officer Daniel Pantaleo in the death of Staten Island's Eric Garner.
"But I would really settle for less f*ing tragedy to be honest with you."
And when nine African Americans were shot and killed in a Charleston church as they prayed, Stewart was nearly speechless.
"I have nothing other than just sadness once again," he said.
From the show's return after the September 11th attacks, to his coverage of the Charleston church shooting, take a look at some of "The Daily Show's" more heartfelt moments.
[jwplayer file="http://media.salon.com/2015/08/Stewart-Sad.mp4" image="http://media.salon.com/2015/08/video-undefined-258EEB1100000578-588_636x3561.jpg"][/jwplayer]