Movie Goof (anachronisms): In the series of freeze-frame photos following the initial meeting with Pablo Escobar, while the song "Blinded By The Light" plays, at least two bottles of flavor-infused vodkas are shown behind a bar (Absolut Citron and a Stoli Berry flavor). These vodkas were not introduced until the late 1980s.
Movie Goof (continuity error): When George gets busted the last time, his lawyer brings him a pack of Camels. He opens it and sets them to his right. When the lawyer pushes the tape recorder towards him, the Camels are on his left side. When he gets ready to start the player, they're back on his right side.
Movie Goof (crew or equipment visible): In the final drug bust, a crew member wearing a gold watch is visible behind the plastic.
Movie Goof (continuity error): George and Escobar's relative positions during their first meeting.
Movie Goof (anachronisms): When George goes to Puerto Vallarta, Mexico, looking for a marijuana dealer, you can see a Ladatel prepaid telephone card sign in the entrance of a store in the background. The Ladatel prepaid card didn't exist until the late 80's, and the sign is from the late 90's.
Movie Goof (continuity error): The sweat stains on Diego's shirt when he first meets Escobar.
Movie Goof (anachronisms): When the house is full of money, the twenty dollar bills are clearly from a much later issue.
Movie Goof (anachronisms): When George and his friends steal the small plane, a Boeing 757 is taking off in the background. The 757 was not designed or produced until the 1980s.
Movie Goof (continuity error): The man that leads them to their first Mexican marijuana connection has his hair in a ponytail. In the next shot when they are following him, his hair is loose.
Movie Goof (revealing mistake): In the scene after George meets Pablo Escobar and his associate is executed, Escobar's henchmen are dragging the "dead" body. However, you can still see the "dead" man isn't actually dead, the man's legs are bent and his feet flat on the ground.
Movie Goof (boom mic visible): Towards the end of the movie, when George calls Derek from the payphone to make the final deal, a boom mic appears.
Movie Goof (crew or equipment visible): When Tuna is driving the RV cross country, the crew truck is visible in the windshield.
Movie Goof (anachronisms): The clip that Mirtha was wearing in her hair at the end of the movie did not exist until the mid 1990s.
Movie Goof (anachronisms): At Logan Airport, when George is returning from Cartegena in 1976, at least two passengers have wheeled luggage. Wheeled personal luggage was invented in 1989 by airline pilot Bob Plath, and introduced by Travelpro, which he founded.
Movie Goof (miscellaneous): At Logan Airport, when George returns from Cartegena in 1976, a man in a brown coat with a reddish scarf picks up a bag, then walks through the immigration and customs station behind George without being checked through.
Movie Goof (crew or equipment visible): When George and Tuna first enter Derek Foreal's salon, the assistant director can be seen on the left gesturing and yelling, "Action".
Movie Goof (anachronisms): When they first go to Mexico, a VW Beetle in the background has turn signal lights on the front bumper. VW signal lights were on top of the fenders from the 1940s to the 1970s. The lights moved to the bumpers in the 1980s.
Movie Goof (continuity error): When George toasts with his father, there is smoke coming from his cigarette. In the next shot, he lights it.
Movie Goof (factual errors): The Mexican airport scene, which takes place in 1968, includes a 1973 VW micro bus.
Movie Goof (revealing mistake): Flipped shot: When George is first taken to Colombia to meet Pablo Escobar and the plane is landing in the background, the Chevy bow-ties on the front of the pickup trucks in the foreground are backwards.
Movie Goof (anachronisms): When George is selling marijuana along the beach, he talks to some bikers. One of the motorcycles shown is a late 1990s Harley Davidson Sportster.
Movie Goof (anachronisms): Kevin mentions the pot market at Hampshire College in 1969. Hampshire College admitted its first class in 1970.
Movie Goof (continuity error): During George's arraignment the judge asks him what his plea is, guilty or not guilty. George asks to say a few words to the court. After he is done, the judge tells him his bail is set at $20,000 and the case is adjourned, but George never gave his plea and no plea was entered into record.
Movie Goof (continuity error): When George visits his parents after Barb dies, he drinks and smokes with his father. George takes a deep rolling hit from his cigarette, but never exhales.
Movie Goof (anachronisms): In the off-kilter shot of the motel sign, a pick-up truck is visible in the foreground. That particular model was not available in the 1970s.
Movie Goof (continuity error): After George and Dulli steal the plane when they arrive in Mexico the plane is out of control as they try to land on the runway. They pass the waiting drug dealer still going at a decent speed, still bouncing up and down. In the next shot, as they're getting out of the plane, George and Dulli are right next to the crowd waiting for them. It would be impossible for the plane to have landed that close to the group after that landing.
Movie Goof (incorrectly regarded as a mistake): When George and Mirtha are fighting, George's mother, not a crew member, can be seen from the kitchen. She was originally supposed to be in the scene, but the long shots were not used, and her presence seems incongruous.
Movie Goof (errors in geography): "Norman's Cay" is hilly, yet it's in the Bahamas, which are flat.
Movie Goof (revealing mistake): When George and Barb are walking on the beach, there is a large freighter in the background, heading out to sea, with a plume of smoke behind it. Rather than become smaller and smaller as it sails away, it moves sideways, and the smoke does not move in relation to the ship. This is because it is a picture being moved sideways to simulate an ocean.
Movie Goof (continuity error): When Georges party gets busted on his birthday the Fed agent that carries out his daughter is the same actor that was the police detective that escorted him out of his parents house.