The speech writers write W's 2002 State of the Union Address on Macintosh computers. From the Spotlight icon in the top right of the screen, the Macs are running Mac OS X 10.4 Tiger, released April 29, 2005.
In the scene where George W. Bush and his father are walking on the Texas Rangers baseball field in 1990, W. mentions that it was a mistake to have traded Sammy Sosa. However, by the end of the 1990 season Sammy Sosa had hit only 23 career home runs and no one could have known at that point that he would go on to hit over 600 in his lifetime.
Due to his past history of alcohol abuse, President Bush quit drinking in 1986. Bush is seen drinking beer during his presidency, specifically during the "pretzel choking" scene and while watching baseball at the end of the film. He is actually drinking O'Doul's a non-alcoholic beer. However, when Bush Sr. is elected President in 1988, a perturbed W. is drinking "Near Beer."
In the second scene, in the Oval Office, Toby Jones's character refers to "Roosevelt after Pearl Harbor," meaning FDR, but he pronounces "Roosevelt" with the "oo" sound as in "kangaroo." Theodor Roosevelt used that pronunciation, but his distant cousin, FDR, came from a branch of the family that pronounced the last name's o's as in "rose."
In the scene where George W. Bush holds the speech about uranium in Africa, the TV shows some scenes from the actual speech. The real Dick Cheney is shown, though he is played by Richard Dreyfuss in the movie.
A scene in 1988 in George H. W. Bush's Vice-Presidential office shows them discussing him becoming a "born again" Christian. When Karl is leaving, in the first shot he walks past W, who is holding the door, and is almost out of the office. Then in the next shot he is back by his chair and again walks past W and gives him a VCR tape.
At several points, real-life quotes from George W. Bush are used in very different contexts. For example, he is shown saying "Rarely is the question asked 'Is our children learning?'" during his Texas gubernatorial run. He actually said it in January 2000.
While W. is watching a sports report in 2004, the anchor gives the score of Ohio State vs. Kansas in the Fiesta Bowl, and states that it was the national championship. The championship game that year was LSU vs. Oklahoma in the Sugar Bowl. Ohio State played Miami (FL) for the the title the previous year.
In the 1991 Gulf War scene with George H.W. Bush, the Vice Chairman of the Joint Chiefs of Staff (VJCS) is portrayed as an U.S. Air Force General, however at the time, the VJCS was a U.S. Navy Admiral.