Goofs

Near the end, Holland falls in a pool fully dressed and gets soaked. Shortly after he pulls a paper cigarette packet out and lights one. The packet and the cigarettes (as well as his suit) are bone dry.

At about 1:44:10 John Boy shoots and hits the film canister March is holding right in the middle. You can clearly see the mark it leaves behind. However in the subsequent shots of the canister, the bullet mark is no longer there.

One of the headlights was broken on the Mercedes when it hit the water barrels, and later the bottom headlights are both on and the top two off. When March and Healy are driving to March's house, the top two headlights are on again and the front of the car is undamaged, but when they arrive the front is damaged again with the broken headlight, bent license plate, and the bottom two headlights on.

It is indicated, that the hitman, John Boy, does not know what Amelia looks like, despite the fact that he successfully killed her. When he arrives at Holland's house, he looks at Holly's friend, Jessica and asks if she is Amelia. Throughout the shootout, Amelia is not revealed to John and as he flees the scene and runs into her later, he kills her, despite it being possibly the first time he sees her.

When they pull up to look at the porn film poster, the Mercedes doesn't have the Mercedes-Benz star on the top of the hood, but it's there when they pull up to the party later that night.

at 1:12 Ryan Gosling clearly lights an American Spirit brand cigarette though that company did not exist until 1982.

The Cavalier Centerfold depicted of Misty Mountains is of a fold-out 3 page spread as in Playboy. In 1977, Cavalier's Centerfolds were a simple two page layout.

Early on when Misty's car crashes, it powers through a barrier off the road and dives down onto an embankment, then smashes into the house where it plows through furniture and more internal walls - but just before it leaves the house again, a close-up shot shows the car's front is undamaged with the lights still working.

The auto show in the movie was featuring new for the period 1978 models. On the revolving stand was a new Cadillac Eldorado convertible. The last year for the full size Eldorado convertible was 1976. There were no convertibles for 1977 or 1978. The Eldorado convertible didn't make an appearance in the marketplace again until the next generation model as a 1984/1985 model.

Healy tells March about his fight with the diner robber. He says he got a bullet in his bicep and a $500 hospital bill. The flashback (at 1:00:20) shows the shot going off with Healy's right arm roughly a foot from the shotgun's muzzle. By rights, Healy should have lost his arm from roughly the mid-humerus down, as the shot--regardless of gauge--would not have time to spread.

In the first shootout with John Boy, Jack's automatic runs out of ammo and locks open. He asks Holland for his gun, a revolver which Holland tosses through the window and then brings a cookie jar full of ammo and hands another revolver to Jack. Jack is next seen reloading that revolver instead of the automatic and firing out the window.

When Amelia lands on the car, she presumably fell from the penthouse. While that not only would have likely killed her, it would have noticeably dented the roof. (There were fire escapes above the vehicle, and it's apparent that she climbed down the fire escape and then to the roof of the car, hence she survived and the roof wasn't dented.)

During Holland March's search for Amelia Kuttner, the bartender recognizes her and claims that she was at the bar recently, drinking "Bourbon Martinis," to which March responds, "Well, that's disgusting." A Martini is a cocktail composed of gin, vermouth, and sometimes, bitters and served with olives or a twist of lemon.

Swapping gin for bourbon creates a Manhattan, a cocktail composed of either bourbon, or rye, mixed with sweet or dry vermouth (or both), and bitters and served with a cherry.

The only way this would be considered "disgusting" is if the bartender just added bourbon to a regular martini.

When Holland smashes through the glass roof, the glass breaks without him actually 'touching down'. He maintains the posture he had while falling and just passes through while the bits are flying, revealing the scene to be CGI.

When Mrs. Glenn came to the March's house (exactly at 1 hour 30 minutes 20 seconds) we can see a blue necklace that is partially hidden under her dress. Then several seconds later we can see this necklace over her dress, then again under her dress and over it. However she didn't touch the necklace.

Holland March yells for someone to call 911. It was 1977-78 and while 911 was an emergency system that was used as early as 1968 in Alabama, it was not formally introduced to Los Angeles until October 1, 1984.

The movie takes place in the Fall of 1977, but there are multiple songs heard being played in various party/club scenes which were released in 1978 ("September" by Earth, Wind & Fire), 1979 ("Escape: The Pina Colada Song" by Rupert Holmes, "Boogie Wonderland" by Earth, Wind & Fire) and even 1982 ("Get Down on It" by Kool & The Gang). "Boogie Oogie Oogie" by A Taste of Honey. This song was not released until June 1978.

While Healy and March are driving with Chet to Amelia's boyfriend's house they pass under the Chinatown twin dragon gateway. It wasn't erected until July 2001.

Captain Morgan's Spiced Rum was not introduced in the US until 1984.

The phone number advertised in front of the comedy club shows the area code 323 which was not released in the Los Angeles area until 1998.

Healy refers to Munich as "a city in Germany". While correct, during this Cold War time period he more likely would have clarified it as "a city in West Germany".