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Michael Scott’s Cringe Was Always Grief in Disguise — 21 Years On, The Office Earns Its 9/10 as TV’s Most Rewatchable Comedy

A retrospective on The Office, exploring why Michael Scott's cringe comedy and the Dunder Mifflin gang remain a TV classic.

By mitch·9 min read
A dimly lit office cubicle scene evokes the mockumentary style of a classic workplace sitcom.

When “The Office” first aired in 2005, it looked like a mistake. An American remake of a beloved British sitcom, built around a man whose entire comic identity was borrowed from Ricky Gervais, seemed destined for a short, forgettable life. Greg Daniels took that premise and built something stranger and more durable: a show about the quiet tragedy of office life that also became one of the most quoted comedies in television history.

The series follows the paper company Dunder Mifflin through nine seasons of mundane disasters. Regional manager Michael Scott (Steve Carell) believes he is a beloved mentor; his employees know he is a liability. The show’s engine is the friction between Michael’s desperate need for approval and the patient, weary competence of people like Jim Halpert (John Krasinski) and Pam Beesly (Jenna Fischer). It is a comedy about people who spend eight hours a day pretending to be busy, and it somehow made that premise last for 201 episodes.

Trailer, via The Office.

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Michael Scott’s Double Act

Michael Scott is the reason the show works and the reason it almost did not. Carell plays him without a wink. Michael is not a cartoon; he is a man who genuinely believes he is the funniest person in the room and the most sensitive boss in the world. His ignorance is total, but his need is real. When he tells the camera that he is “the world’s best boss,” he means it.

The early episodes lean hard on Gervais’s template. Michael is cruel in small ways, humiliating his employees for a laugh that never comes. But Daniels and his writers slowly moved the character away from pure cringe. By the second season, Michael is still a fool, but he is a fool with a heart. The shift is visible in “The Client,” where Michael closes a deal by being genuinely charming, and in “The Injury,” where his panic over a minor burn reveals a man who cannot cope with any version of the world that does not revolve around him.

That balance is the show’s real achievement. Michael is never fully redeemed, but he is never fully condemned either. He is a man who wants to be loved and has no idea how to earn it. The show lets him fail over and over, but it also lets him win sometimes. Carell’s performance carries that contradiction without ever breaking character.

Inside the Documentary Frame

The camera is a character. The show is shot as a documentary, and the crew is never seen but always felt. Characters speak directly to the camera in confessionals, and those interviews become a second stage for the comedy. Jim’s deadpan looks into the lens are as important as any line he speaks. The format lets the show do something unusual: it can cut away from a scene to let a character react, and that reaction becomes the joke.

The documentary frame also gives the show its sadness. The crew is always there, watching. When Michael is humiliated, the camera does not look away. When Pam cries in the break room, the camera stays. The show never pretends that these people are not being observed, and that observation becomes a kind of judgment. The characters know they are on camera, and they perform for it. The difference between how they act in the room and how they act in the confessional is the difference between who they are and who they want to be.

That structure allows for one of the show’s best running gags: the idea that the documentary crew is making a serious film about the decline of the American paper industry. The show never lets you forget that Dunder Mifflin is a dying company in a dying industry, and that everyone in it is clinging to a job that will not exist in a few years. The comedy is funny, but the frame is tragic.

Jim and Pam’s Slow Burn

The romance between Jim and Pam is the spine of the show’s first five seasons. Jim is the office’s most competent employee, which means he is also its most bored. Pam is the receptionist, engaged to a warehouse worker named Roy who treats her like furniture. Their connection is built on shared glances and inside jokes, and the show is patient enough to let it develop slowly.

The show never rushes them. Jim’s crush is visible from the first episode, but Pam does not leave Roy until the second season finale. The confession in “Casino Night” — Jim telling Pam he is in love with her at the end of season two — is one of the show’s best scenes because it is earned. The show spent two seasons building to that moment, and it lands.

After they get together, the show has to work harder. The will-they-won’t-they tension is gone, and the writers have to find new ways to keep the relationship interesting. Sometimes it works, like when Jim buys the house where Pam grew up. Sometimes it does not, like the later-season conflict over Jim’s startup company. But the show never breaks them, and that is rare for a sitcom. They are the couple you root for, and the show lets them be happy.

Dwight, Stanley, and the Rest

The show is not a two-person story. The supporting cast is deep enough to carry entire episodes on their own. Dwight Schrute (Rainn Wilson) is Michael’s assistant, a beet farmer and volunteer sheriff’s deputy who believes he is the only sane person in the office. Wilson plays him with total commitment, and Dwight’s absurdity is the show’s most reliable source of comedy.

The other characters are less showy but just as important. Stanley Hudson (Leslie David Baker) is perpetually done with everything. Phyllis Vance (Phyllis Smith) is gentle and quietly effective. Kevin Malone (Brian Baumgartner) is sweet and slow. Angela Martin (Angela Kinsey) is a judgmental cat lady who is having an affair with Dwight. Kelly Kapoor (Mindy Kaling) is obsessed with pop culture and her own drama. Ryan Howard (B.J. Novak) starts as a temp and becomes a cautionary tale about corporate ambition.

The show also introduces characters later who become essential. Andy Bernard (Ed Helms) arrives in season three as a Cornell graduate with a chip on his shoulder. Erin Hannon (Ellie Kemper) replaces Pam as receptionist and brings a new kind of innocence to the office. Robert California (James Spader) appears in season eight as a terrifyingly vague CEO who speaks in riddles. The show is willing to change its cast, and that willingness keeps it alive.

Character Actor Role Defining Trait
Michael Scott Steve Carell Regional Manager Desperate for approval
Jim Halpert John Krasinski Salesman Bored, competent, in love with Pam
Pam Beesly Jenna Fischer Receptionist Quiet, patient, underestimated
Dwight Schrute Rainn Wilson Assistant to the Regional Manager Delusional, loyal, absurd
Angela Martin Angela Kinsey Accountant Judgmental, secretive

The Art of the Cringe

The show’s signature is discomfort. Michael says things that make everyone in the room wince. The camera holds on the silence. The joke is not what Michael says; it is the reaction to what he says. This style is often called cringe comedy, and “The Office” is its most successful American example.

The show knows when to push and when to pull back. “Dinner Party” is the peak of the cringe style. Michael and his girlfriend Jan invite Jim and Pam over for a dinner that is a slow-motion disaster. Jan is drunk and cruel, Michael is desperate and oblivious, and the camera captures every miserable detail. It is one of the most uncomfortable episodes of television ever made, and it is also one of the funniest.

But the show also knows that cringe cannot carry an entire series. It balances the discomfort with warmth. Michael is a fool, but he is a fool who cares. The show lets him have moments of genuine kindness, and those moments make the cringe bearable. If Michael were only awful, the show would be unwatchable. Because he is occasionally good, the awful moments land harder.

Life After Steve Carell

Carell left the show after season seven. Michael’s departure is handled with surprising grace. He leaves to move to Colorado with his fiancée, Holly, and the show gives him a proper goodbye. The final episode of season seven is a love letter to the character, and it works because the show earned it.

The show continued without him for two more seasons. The quality dips. The new boss, Deangelo Vickers (Will Ferrell), is a misfire. The season eight arc with Robert California is strange and uneven. But the show never collapses. The ensemble is strong enough to carry the load, and the writers find new stories to tell.

The final season brings the documentary crew’s purpose into focus. The film is being released, and the characters gather to watch it. The finale is a reunion episode that gives everyone a happy ending. Jim and Pam are still together. Dwight becomes manager. Michael returns for a cameo. It is sentimental, and it works.

“I feel like all my kids grew up, and then they married each other. It’s every parent’s dream.”

Why It Still Matters

“The Office” changed how comedies are made. Its mockumentary format became a standard, copied by shows like “Parks and Recreation” and “Modern Family.” Its style of awkward humor became the default for a generation of sitcoms. It is hard to imagine American comedy in the 2010s without it.

But the show’s real legacy is its comfort. It is a show people watch on a loop. It is a show that becomes a background presence in your life. It is a show you put on when you are sad or bored or tired. It is not the most ambitious show ever made, but it is one of the most rewatchable.

The show also made stars of its cast. Carell became a movie star. Krasinski became an action hero and a director. Kaling became a creator in her own right. Novak became a writer and director. The show’s influence is visible in the careers of everyone who worked on it.

Final Score

“The Office” is not perfect. The later seasons are weaker, and some episodes are outright bad. The show sometimes leans too hard on its formula, and the cringe can become exhausting. But the show’s strengths outweigh its weaknesses. It has a cast that works together like a band, a central performance that anchors everything, and a willingness to be both funny and sad.

It is also a show about something real. Most people spend their lives in offices. Most people have worked for a bad boss. Most people have passed the hours with small jokes and private grudges. “The Office” turns that shared experience into comedy, and it does so with more heart than anyone expected.

The show is a classic of its form. It is a comedy that makes you laugh and, occasionally, makes you feel something. It is a show about work that never feels like work to watch. It is a show that deserves its reputation.

9 of 10.

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