When Linda asks Ted to break into the Osborne house, he puts his hands up while telling her "No, No" and no ring is visible. In the next shot, he is making this gesture from another angle and there is clearing a wedding band on Ted's wedding finger.
When Linda and Chad are at the Russian Embassy, the picture behind Linda and Chad on the office wall is Boris Yeltsin, then in a security camera shot showing Chad and Linda waiting for Krapotkin, the portrait is of Vladimir Putin.
When Linda and Chad are at the Russian Embassy, the video surveillance shot shows the date as May 1st; later it shows Harry looking at his cell phone with the date of 17/9/2008, September 17th, obviously 5 months later.
As Harry and Sandy are driving home from the Coxes' party, their Mercedes rounds a bend in Georgetown and, in a view from the car behind, it's obvious the driver is the only occupant.
The apparent time of year keeps changing, some scenes have "turned leaves" on the street, with colorful trees. Other scenes look to be in mid summer, with clear streets and sidewalks.
When the CIA supervisor opens & closes a file marked "Top Secret", the file's cover sheet is outlined in red. This is an error because the cover sheet of all "Top Secret" classified files is outlined in orange. Red is saved for the cover sheets of all classified files marked "Secret" and blue is used for the cover sheets of all classified files marked "Confidential".
The check that Osborne Cox wrote was returned NSF to him, when in reality it would be returned to the payee.
Mr. Krapotkin asks, about the CD, "PC or Mac"? Most data CD formats are readable by either type of computer.
When Malkovich is watching "Family Feud," host Richard Karn reveals the not-guessed answers from low number to high number. Family Feud not-guessed answers are always revealed from high to low.
Harry says he was "with Treasury until they went to Homeland Security." Treasury has never been part of Homeland Security. The Secret Service was part of Treasury and is now part of Homeland Security, but that's not what Harry says. His statement is nonsensical.
Katie reports that it's 5.2 miles on the odometer from the Cox residence on Olive St. NW to West Potomac Park just off the Lincoln Memorial. It's actually no more than about two miles. This may be deliberate, however. Harry often lies to try to impress his dates. Perhaps he had Katie go the long away around to the park so he could take the shortcut back that is about two miles, but implying that it is 5 miles to Katie.
When Osborne returns home after being served for divorce, he tries to enter his home with a car key not a house key.
Olive St. is depicted to be a one-way street, from the way the cars are parked. But the "SCHOOL ZONE" paint on the pavement faces the opposite direction to the supposed one-way traffic.
The MICR encoding line at the bottom of Ozzy's returned (NSF) check does not have the check number.
Chad and Linda enjoy a Jamba Juice together. There are no Jamba Juice stores within 50 miles of Washington, DC.
On his 5.2-mile run, after crossing the Francis Scott Key Bridge, Harry runs north up a steep hill on 35th Street, and a black car passes him from behind. In reality, this street runs one-way in the opposite direction. Also, the car appears to continue straight through the intersection, but is then seen going east on Prospect Street; Harry watches it drive away while facing northwest, then turns and jogs away in the same direction the car went, passing the same tree that the car just passed.
The CIA Supervisor states that Venezuela does not have an extradition treaty with the US. Venezuela has had a bilateral extradition treaty with the US since 1923.
When Osborne Cox receives his notice of insufficient funds, as he looks at the paper, it clearly says "We recently we received..."