However, one aspect of a sitcom that is challenging to get right is the ending. After years watching characters being goofy and making choices that lead to wild and hilarious consequences, these shows need to neatly conclude their stories and give the characters a proper send-off. For the most part, The Office was able to create positive endings for the main cast, with Michael, Jim, Pam, and Dwight standing out as having some of the best and most rewarding endings to their story, but for many others, things were a lot less satisfying.
10. Pete Miller
The Unsung Hero Needed a Happier Ending
9. Jan Levinson
A Complex Character Deserved Redemption
Jan wasn’t a great boss, and even when she entered into a romantic relationship with Michael, she turned out to be an even less great person, but her ending in the show was disappointing. With The Office being a comedy show first and foremost, some characters are purely there to be the butt of jokes, and often, this was Jan’s role. Early on, Michael continued to be inappropriate in his conversations with Jan, but when the pair got involved, something snapped for Jan. She went from an executive with her life in order, to something completely different.
8. Deangelo Vickers
A Tragic Loss That Could’ve Been Avoided
At the end of season 7, The Office was trying to find a replacement for Michael Scott, due to Steve Carell’s career taking off. As a result, they brought another comedy giant in to begin the transition, but Will Ferrell’s time on The Office was incredibly short. Ferrell played Deangelo Vickers, who was set to take over the Scranton branch of Dunder Mifflin. Over three episodes, he meets Michael, he meets the team, and he begins to take control of the branch
However, after an intense game of dunking basketball against Jim Halpert, the hoop collapses on him, and he is taken away to hospital. Later on, it is confirmed that Deangelo died from dunking, which indicates that the character was fatally injured. It’s bizarre, and kind of funny because of how absurd it is, but Deangelo deserved better.
7. David Wallace
A Corporate Ladder Climber Who Deserved More
He got out once before, and despite being aimless, David began pursuing passion projects.
Later on, David Wallace reacquired the company, and he presumably enjoyed many more years at Dunder Mifflin. However, it felt like he was stuck. He got out once before, and despite being aimless, David began pursuing passion projects. While he loved Dunder Mifflin, it felt as though the company was holding him back, and reacquiring the company likely didn’t make him any more happy or fulfilled.
6. Karen Filipelli
A Loyal Friend Who Deserved Better
Pam broke it off with Roy, and Jim’s old flame came back as a burning fire. Karen had genuine feelings for Jim, but he ultimately dumped her in favor of his first choice. Karen does appear a couple more times in The Office, with her final appearances being in season 5, and a brief cameo in Michael’s movie “Threat Level Midnight” in season 7. By season 5, Karen is pregnant and happily married, which is sweet, but the way her life was turned upside down with her old office closing, and then her boyfriend leaving her for his crush was tragic.
5. A.J.
A Brief but Memorable Character Who Left Too Soon
Speaking of ex’s, Michael Scott had several relationships throughout The Office, but the one woman who he really connected with on a deeper level was Holly Flax. Michael and Holly had quirky characteristics that complimented each other, and they generally brought out the best in one another. However, Holly was moved out of the Scranton branch not long after they began dating. Michael still carried a torch for Holly, but it seemed like the two were fated to be apart.
But, in season 7, Holly returns to the show for the second time with her new boyfriend, A.J.
4. Katy Moore
A Strong Woman Who Deserved More Screen Time
Katy Moore is a character who was played by the incredibly talented actress, Amy Adams. However, her role in The Office was oddly small. However, when she shows up in season 1, she attracts a lot of attention as she makes an effort to sell some bags to the staff of the Scranton branch. While she clearly has no interest in suitors like Michael or Dwight, she does end up getting a ride home with Jim, and the pair begin dating.
3. Kelly Kapoor
A Character Deserving of Growth and Maturity
Despite running toward her happy ending, Kelly returns for the finale and bumps into Ryan, who is raising his son as a single parent after his life has taken him on a roller coaster. Ryan and Kelly instantly perceive their connection, and Ryan tricks Ravi into taking his son to inspect a fake rash, only to run away with Kelly. As much as the pair may be as messed up as each other, it’s unlikely their actions will lead them toward a happier or better life, and Ryan’s son is certainly in a precarious position after he abandons him.
2. Stanley Hudson
A Cynic Who Deserved a Happy Ending
Stanley lost loved ones, and by the time he retired, there wasn’t a lot left for him to enjoy.
But, as seen when he appears in the finale, Stanley does miss his coworkers, particularly Phyllis, who used to sit close to his desk. Stanley lost loved ones, and by the time he retired, there wasn’t a lot left for him to enjoy. This led to more isolation, and a hobby of carving wooden birds. Hopefully he’s happier, but Stanley wasn’t exactly someone who cracked a smile very often either.
1. Andy Bernard
A Character Arc That Went Off the Rails
Then, Andy has his heart broken by Angela, who cheats on him with Dwight, and then again by Erin, who develops strong feelings for Pete. Ultimately, Andy experiences multiple mental breaks, and he finds himself the subject of viral videos, leading to near constant ridicule. He does manage to turn things around a little when he gets a job at his old university, Cornell, but his public perception is likely to continue to see him ridiculed after The Office concludes.