In The Office pilot, Michael famously proclaims, "I'm a friend first and a boss second, and probably an entertainer third." In order to fulfill the duties of his final role, Dunder Mifflin's regional manager has been forced to take on various personas throughout the series. Michael uses his alter egos for many different purposes. While sometimes he pulls out a character to impress a lady, other times he turns into a different person to teach his employees a lesson. No matter why an alter ego exists, however, they're no doubt one of the most interesting parts of Michael's personality. They expose some of his biggest quirks and flaws. We're here to look at ten of the most memorable ones now.
In determining Michael's best and worst alter egos, it's worth noting that we'll primarily be choosing our favorites and least favorites based on their appropriateness, relevance, and success. While many of the alter egos are humorous in the context of the show, some of them would be terrible to face in real life. With that explained, it's time to look back at the many characters of Scranton; here are Michael's five best (and five worst) alter egos.
10 Worst: Date Mike
The Scranton gang goes to a “Happy Hour” (S6E21), at which Michael meets Pam and Jim’s friend, Julie. They bring her along hoping that she and Michael will hit it off. However, after Jim accidentally tells Michael that he’s on a date, he decides to change into Date Mike in order to impress Julie.
Date Mike is a cool and cocky character who wears an unbuttoned shirt and a backward Kangol hat. Though he makes many desperate attempts to impress women, he ultimately fails because he is inspired by the losers of reality dating shows.
9 Best: Caleb Crawdad
After learning that Dunder Mifflin is getting stuck in financial troubles in "Murder" (S6E10), Jim tries to reassure the staff that everything will be fine. Michael, on the other hand, gets the gang together for the party game Belles, Bourbon & Bullets. This has him transforming into the southern Caleb Crawdad.
Though some of Michael’s characters are created for comedy's sake, Michael takes on Caleb to bring his employees together and keep everyone optimistic. This is one of the rare times a Michael character was created for a good reason.
8 Worst: Santa Bond
Also known as Classy Santa, Santa Bond is Michael’s slick holiday alter ego. He dresses in a stylish red suit and a pushed-back Santa hat. He likes jazz and eggnogs stirred, not shaken.
Michael invented Santa Bond in order to impress Holly in “Classy Christmas” (S7E11/12). Unfortunately, while in his disguise, he gets jealous of Holly’s boyfriend A.J. and destroys the Toy Story Woody doll he gave her. This makes Santa Bond one of Michael’s meaner characters.
7 Best: Michael Wonka
Michael decides to create a Willy Wonka-inspired promotion in “Golden Ticket” (S5E19). If a customer finds a shiny piece of paper inside of their shipments, they’ll receive a 10% discount. In order to put this promotion into order, Michael dresses up as Michael Wonka. He is known for wearing a bowtie and top hat. He is also seen dancing around the shipments while holding an umbrella.
Though Michael’s discount idea at first backfires when Dunder Mifflin’s biggest client gets all five golden tickets, they end up making the paper company their exclusive office supplies provider. Wonka’s big ideas worked out in the end.
6 Worst: Michael Klump
Michael Klump is so ridiculous he's funny, but yes, he's also very offensive. Though Michael originally designed the noticeably overweight Klump as a way to make fun of fat people, he decides to instead use the character to celebrate heavy people in the Season 5 opener “Weight Loss.” He gets his look by wearing a plus-sized suit over a partially inflated sumo suit.
Michael’s Klump is best known for his dramatic catchphrase, “I say, I say, I say, I’ll sit on you!”
5 Best: Michael The Magic
During the cold open of “Cocktails” (S3E18), Michael sets out to prove his illusion skills as the one and only Michael the Magic. His great trick will be escaping the many chains he has wrapped around himself.
Though Michael the Magic’s hopes are high, he fails big after accidentally dropping the key he was going to use to unlock himself. Noticing it, Jim casually slides the key under his foot. Michael continually struggles to find a way out.
4 Worst: Ping
Michael Scott likes to pull out all of his impressions during “The Dundies” (S2E1), and so early in his routine at the Chilis, he transforms into an Asian character named Ping.
While Ping is based on an actual delivery man, Michael’s impression of him is fully inappropriate. He simply bases Ping’s persona on stereotypes rather than real details. Thankfully, Ping does not return on camera.
3 Best: Agent Michael Scarn
Agent Michael Scarn is the starring protagonist of Michael’s movie, “Threat Level Midnight” (S7E17). He is a skillful secret agent who is known for keeping the villainous Goldenface from meddling with the NFL Pro Bowl game, the MLB All-Star game, and the NBA All-Star game. Unfortunately, he was unable to keep Goldenface away from his wife, and she ends up dead.
Despite the setbacks, Scarn ultimately blows up his biggest enemy and gets an entire bar to jam to his own song, “The Scarn.”
2 Worst: Blind Guy McSqueezy
In “The Lover” (S6E7), Michael introduces a character he deems Blind Guy McSqueezy. Michael goes to an improv class and frequently performs as McSqueezy, who is known for “accidentally” squeezing women’s breasts. He became blind after tragically falling into a pool of acid.
When Pam and Jim come back from their honeymoon, Michael takes on the role of McSqueezy, feeling Pam’s face and squeezing Jim’s chest, unable to tell them apart.
1 Best: Prison Mike
Prison Mike is one of Michael’s most iconic characters, known for stereotyping people who have been behind bars. In “The Convict” (S3E9), Prison Mike shows up wearing a purple bandana and tossing around prison slang after he learns Dunder Mifflin employee Martin was once in jail. Though Prison Mike has “never been caught,” he ended up getting arrested for theft, robbery, and kidnapping the president’s son.
Michael created the character of Prison Mike by doing lots of research on the internet, however, he also drops in a few movie references during his performance.
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