1. “Absolutely I Do”
This is another one of the first pranks Jim pulled on Dwight, from Season 1’s The Alliance, showing us for the first time just how far Jim is willing to go to get back at Dwight for…being Dwight. Combined with the fact that this has extremely hilarious results earns this prank the top spot on this list.
Due to the downsizing rumors in the office, Dwight approaches Jim to form an alliance. Jim realizes what a great opportunity this is and replies “Absolutely I do,” a phrase that both Jim and Pam have used often ever since that moment any time Dwight asks either of them to get involved in his crazy plans. This leads to Jim going around the office talking to others and finding out what he can. Or at least, that’s what Dwight thinks he’s doing when in fact Jim is just talking about sandwiches with Kevin or giggling with Pam.
As you have seen from this list, the brilliance of these pranks is how tensed up and serious it gets Dwight, and it’s no more apparent here when Dwight is led to believe that others are forming an alliance. He goes so far as to hide in a box in the warehouse to listen in on a meeting that Jim said would take place during Meredith’s birthday party. Unlike all the other pranks on here though, this doesn’t end well for Jim as when he gets in trouble with Roy, Dwight denies knowing anything about an alliance. But still, this is the first proper Jim prank in The Office that spawned all the rest, and seeing Dwight with blond hair always cracks me up.
