Between the two times that David is shown at the same CBS press conference, his denials about Amy Fisher are reversed.
When Letterman is doing his show, Robert Morton and Peter Lassally appear in the wings and speak to Letterman. In the next scene, the three are speaking in Letterman's office after the show and Lassally is wearing a different suit.
When Letterman is complaining to Morty about how bad he sucked on the air, Morty's hair is curly before the get in the elevator, but it turns to straight hair after they exit the elevator.
In a beach scene when David talks to producer and mentor Peter Lassally, a shot of David from behind shows his eyeglass lenses, which are tinted. In other back and front shots of David, his lenses are clear.
When David is telling Jay at the conference to call Morty and he'll book him on the show, Dave points at Jay and his hand switches from left to right.
The network lineup chart in Littlefield's office shows prime time between 9:00 and 12:00 p.m. Prime time is between 8:00 and 11:00 in the Eastern and Pacific time zones and an hour earlier in the middle of the country.
The film depicts Johnny Carson's familiar theme music playing when Jay Leno performs as a guest host on "Tonight." This music was only used for Carson himself, and never for Leno.
When Johnny Carson springs his retirement at the affiliate meeting, Bob Wright acts surprised along with Warren Littlefield and John Agolia. In reality, Wright, who was a close friend of Carson's, knew of the planned retirement before the announcement was made.
When David calls Johnny to ask his advice about whether he should take NBC's deal, David says it is a Sunday. But moments before he is watching a football game featuring the Marshall University football team. College teams do not play on Sundays.
An early scene takes place at the 1990 Emmy Awards, which were held in September of that year. The next scene is introduced as "Nine months later", which would make it June of 1991. A character looks at a Variety headline that reads May 1991. The next scene is set a week later and shows a character getting out of a cab in New York City. He and all the extras are wearing heavy winter coats indicating the scene is set in a cold month.
As Helen and Warren argue on their car phones, a woman in the passenger seat of a convertible driving beside Helen's car looks directly into the camera. She is clearly not an extra and seems amused that a movie is being made next to them.
A shot of a limousine driving down a NYC street is in fact a shot taken from the 1987 film "The Secret of My Success". Michael J. Fox's plaid shirt is visible through the window as he sits in the driver's side of the limo.
The scene at the NBC meeting at Carnegie Hall when Johnny Carson announces his retirement takes place in May 1991. Behind Johnny is the fall 1991 NBC schedule. Mad About You (1992) is displayed to air on Wednesday nights. The show did not premiere until the fall of 1992.
In fact, the entire lineup on the board is for that of the 1992-93 season, which would've commenced more than a year after Johnny's big announcement.
In fact, the entire lineup on the board is for that of the 1992-93 season, which would've commenced more than a year after Johnny's big announcement.
In the movie, David Letterman wears khakis with sneakers on his show in the '90s. In reality, Letterman stopped wearing his trademark sneakers with khakis on his show in 1987 when he turned 40.
In an early scene set in 1990, Helen Kushnick and Warren Littlefield are seen talking on carphones about the possibility of Leno being guaranteed the Tonight Show when Carson finally decides to quit. Littlefield is driving a Jeep Grand Cherokee with the ZJ body style, which wasn't introduced until 1993.
When David, Peter Lasally, and Morty head to their CBS press conference, they pass a Radio City Music Hall marquee advertising a show running from September-October. However, the press conference was in January (of 1993).
Reflected in Jay's car door when Helen walks up with a letter of termination from Agolia.
Reflected on the glass of the door as Letterman and Lassally leave from their first meeting with Michael Ovitz.