Other mistake: Story inconsistency, at the start of the film in the Ferrari scene, Jordan says he made 49 million aged 26 as the head of his own brokerage firm. The newspaper article by Forbes states Jordan filed for personal bankruptcy aged 26 and that Jordan is currently 29 and that Stratton Oakmont is 2 years old, making Jordan at least 27 in the scenes when they are still operating from the garage. (00:01:30 - 00:40:00)
Continuity mistake: When Jordan goes to lunch with Mark, Mark is wiping his nose with a napkin as the waiter talks to him in the wide shot. As the waiter says the next word, they cut to a close-up of Mark, but the hand is missing the napkin and is in a completely different position reaching into his suit pocket. (00:08:25)
Continuity mistake: In the first restaurant scene with Jordon and Mark, there are two martini glasses on the table in the close-up. When they cut to the wide shot, there is only one martini glass on the table. (00:09:40)
Continuity mistake: When Jordan pitches his first sale at "Investor Center," Dwayne (the guy who interviewed Jordan) is as already facing Jordan, smiling with his head on his hand for support. In the next cut-scene, Dwayne is as being caught off guard to Jordan's pitch and trying to understand what is going on. The scene cuts back to him leaning on his hand smiling. (00:20:00 - 00:20:45)
Audio problem: Jordan and Donnie are talking about Jordan's money. Jordan then says "technically 72 thousand last month. Something like that." When he says "something like that", the camera is very close to Jordan's head with Donnie in the background. You hear the words "something like that", but Jordan's mouth is not moving, it is closed. (00:23:00)
Continuity mistake: The glass of beer Donnie knocks over at the party (which falls onto the ground floor) is at its previous place in the next shot. (00:51:15)
Continuity mistake: In the scene where Teresa is yelling and hitting Jordan after pulling him out of the limo, we see the door being closed 3 times. She starts to close the door. In the next shot she slips, and the door is fully open again. In the following shot she closes the door completely, and in the shot following that, she's closing the door once again. (01:00:25)
Continuity mistake: When Teresa is yelling and hitting Jordan because he cheated on her with the blonde girl in the limo, the car disappears and reappears between shots. (01:00:35)
Visible crew/equipment: The telescopic handle of a boom mic is visible in the reflection of the right window during the questioning of the gay butler in the penthouse. (01:03:05)
Continuity mistake: The yacht Jordan presents Naomi as a wedding present is different from the the one sailing in the next shot. The first one is bigger and has a different number of windows on the hull side. (01:10:35 - 01:11:15)
Continuity mistake: After Steve Madden talks to the office, Jordan talks in the face of two employees. When talking to the second one, the hand holding the microphone and the hand around the employee's neck swap. (01:22:40)
Continuity mistake: When the FBI is on the boat and Jordan introduces the two models, his hand is either behind the back of one of hers or loose, depending on the angle. (01:29:40)
Continuity mistake: On the yacht Jordan offers some food to Patrick Denham and the other FBI agent. Patrick stands, while the other walks towards the table. In the next shot he is again behind agent Patrick Denham. (01:29:50)
Factual error: When the guys arrive in Switzerland and pull up at the office for their meeting with the Swiss Banker, the car is driving/pulling up on the left-hand side of the road, whereas the Swiss drive on the right. It's probably because the scene was filmed in the City of London (UK drives on the left), as there are City of London street signs visible in the background. (01:42:06)
Continuity mistake: Just before Jordan saves Donnie for his choking he gets a shot of cocaine which disappears from his nose and mouth few shots later. (02:06:15 - 02:06:45)
Continuity mistake: When Jordan announces that Donnie is going to take the leadership of the Stratton Oakmont company, in a closeup on his face, Nicky Koskoff has a serious face. In the next shot he is smiling and clapping his hands. (02:11:55)
Continuity mistake: After Jordan and Naomi make love for the last time, his pants suddenly appear on him when he's about to leave the bed. (02:40:20)
Continuity mistake: When Jordan is inside his Mercedes trying to escape with his daughter, his wife breaks the door glass and the shot changes abruptly. When she breaks the windows Jordan doesn't have a ring, but when the shot changes the ring appears on his finger again. (02:43:30)
Factual error: When Jordan tries to escape with his daughter in the Mercedes, he pulls the parking brake with his hand (a hand-type parking brake) to stop the car, but that car (Mercedes Benz SL Class R129) is only available with a foot-type parking brake, making his action impossible. (02:43:35)
Continuity mistake: In the very last scene in New Zealand when Jordan is giving a motivational speech, he approaches his first target in the audience and says 'Sell me this pen.' As he does so, he holds out a pen in his right hand. When we cut to the shot to the person's face, we see that the pen is in Jordan's left hand; this goes on and on with every person. (02:52:10)
Answer: Naomi's boyfriend.