Michael Scott wanted to be friends with everyone — except Dunder Mifflin's sad sack HR rep, Toby Flenderson.
The Big Picture The Office might be an ensemble series, filled with wacky and hilarious characters, but for the first seven seasons of its nine-season run, it was the regional manager of Dunder Mifflin Scranton, Michael Scott , who was the centerpiece of the show. Without him, The Office somewhat struggled in its last two years. His co-workers might find Michael intolerable most of the time, but we love him.
Why Does Michael Scott Hate Toby Flenderson? It all comes down to one thing: Fun. Michael Scott just wants to have fun, but Toby Flenderson represents every corporate procedure that holds the Dunder Mifflin manager back from having fun, freedom, and whatever else he wants to do in the workplace. Michael might have a mug that says "World's Greatest Boss," but most of the time work is the last thing on his mind, hence why he hates Toby. Dunder Mifflin is Michael's stage.
During the Season 4 episode, "The Deposition," Toby and Michael eat lunch together, with the former trying to help the latter. You wonder if this will be a breakthrough moment for the two. Nope! Instead, Michael responds by pushing Toby's lunch on the floor as if he was a toddler. Michael can't even let himself respect Toby. That would go against everything he believes in, which is that the HR rep sucks in every way imaginable.
Paul Lieberstein Reveals Why Michael Scott Hates Toby Flenderson The man behind Toby Flenderson, Paul Lieberstein, wasn't just an actor on The Office but was one of the series' writers, executive producers, directors, and a showrunner for four years as well. In a 2020 interview with the Today Show, he talked about the real-life origins of the Michael and Toby feud, which actually came from an annoyance Steve Carell felt for Lieberstein in one moment.
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