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".
Incorrectly regarded as goofs: 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.
Anachronisms: When the house is full of money, the twenty dollar bills are clearly from a much later issue.
Continuity: The sweat stains on Diego's shirt when he first meets Escobar.
Continuity: George and Escobar's relative positions during their first meeting.
Errors in geography: "Norman's Cay" is hilly, yet it's in the Bahamas, which are flat.
Anachronisms: Kevin mentions the pot market at Hampshire College in 1969. Hampshire College admitted its first class in 1970.
Crew or equipment visible: When Tuna is driving the RV cross country, the crew truck is visible in the windshield.
Continuity: 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.
Anachronisms: The clip that Mirtha was wearing in her hair at the end of the movie did not exist until the mid 1990s.
Crew or equipment visible: In the final drug bust, a crew member wearing a gold watch is visible behind the plastic.
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.
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.
Revealing mistakes: 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.
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.
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.
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.
Factual errors: The Mexican airport scene, which takes place in 1968, includes a 1973 VW micro bus.
Continuity: 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.
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.
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.
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.
Continuity: 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.
Continuity: 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.
Revealing mistakes: 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.