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The Saddest Moments On 'The Office'

Updated 7 Feb 2020 2.4k votes 283 voters 4.8k views14 items

List RulesVote up 'The Office' moments that bring a tear to your eye.

There are so many moments from The Office that have stood the test of time and remain funny years later and after much repetition. Michael hitting Meredith with his car may be one of the greatest comedy television moments from the early 2000s, and his trainwreck dinner party with Jan serves up all of the belly laughs.

But, given its documentary-style format that catches a range of emotions, the beloved series is also known for its sincere and heartfelt moments like Jim and Pam’s wedding and Michael’s tearful goodbye. In spite of all the silliness, there are times when the characters on The Office endure real pain and crushing heartbreak. Here’s a rundown of some of the saddest moments in the history of The Office - and be sure to vote up the ones that truly tug at your heartstrings.

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