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.
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.
When George toasts with his father, there is smoke coming from his cigarette. In the next shot, he lights it.
When George goes to meet Diego to confront him about cutting him out, George pulls the pistol on Diego and dry fires it, producing a click. George then puts the gun to his own head and pulls the trigger for a second time, again producing a click. This would not be possible to do unless George had racked the slide back on the pistol so that it could be fired again.
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.
The Mexican airport scene, which takes place in 1968, includes a 1973 VW micro bus.
Right before they go to Mexico in 1968, they are in a lodge and the Faces "Glad and Sorry" can be heard playing. That song wasn't released until 1973.
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.
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./ It's a real ship. The camera is being panned to the left to follow the actors, which makes the ship appear to move right. There is no reason to overlay a ship in the background when it has nothing to do with the story.
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.
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.
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.
When Derek and George sell the 50 kilos of cocaine, they do it in 36 hours, yet George tells Pablo "Actually it was 3 days". Not a time frame that would be exaggerated longer.
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.
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.
When George and Tuna move to Manhattan Beach, California in 1968 George is wearing a pair of Oakley sunglasses. Oakley didn't become a company until 1975. The sunglasses George is wearing have the Oakley Icon logo on the side of them. The Oakley Icon logo didn't appear on sunglasses until 1994.
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.
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.
In the final drug bust, a crew member wearing a gold watch is visible behind the plastic.
When George and Tuna first enter Derek Foreal's salon, the assistant director can be seen on the left gesturing and yelling, "Action".
When Mirtha is yelling at George about being broke, she walks out and slams the door. A crew member is seen in the kitchen over George's shoulder, when taking to Kristina, stirring a pot on the stove.
When Tuna is driving the RV cross country, the crew truck is visible in the windshield.
When Mirtha wants to have sex with George in the car, as she is turning over to sit on him, the microphone port and the cables are clearly visible on the back of her dress.
"Norman's Cay" is hilly, yet it's in the Bahamas, which are flat.
Towards the end of the movie, when George calls Derek from the payphone to make the final deal, a boom mic appears.