When Walcott corrects the hard copy of the threatening email, he only corrects two misspellings. Allowing for the popular use of "gonna," there remain two more misspellings (an additional "your" and an additional "trader"), a capitalization error ("President"), and an omitted comma between "you" and "but."
At 34:33 Landay (Woody) pulls out a $20 that shows President Jackson w/o an oval background around his portrait. This version was not introduced until 2003. The time of this scene was in 2002. He should have had an earlier version, eg the one introduced in 1998 with the oval frame around his head.
At 10minutes in in the bar scene, the is a flag in the background for Super Bowl XLVIII. This Super Bowl took place in 2014, but the scene takes place in 2001.
At 1:07:00, a PlayStation 3 console is shown on the shelf. This console was not unveiled for several years after the moment in time this scene is set in.
During the shot in front of the UN headquarters building, the flag of the German Democratic Republic can be seen. Secretary of State Powell addressed the UN in 2003, the German Democratic Republic only existed till 1990.