David Simms tells Roy and Romeo that the purse for his tournament is half a million dollars. When Gary McCord and Phil Mickelson are making bets with Craig Stadler, the announcer says it's a $250,000 purse.
During the opening credits and the opening scene, the range is shown at twilight, and Roy hits balls into the setting sun, yet when he and his entourage enter the pro shop, the light coming through the blinds, as well as the view of the range through the front door clearly show it to be daytime. When Roy and Molly step outside to begin her first lesson, it is twilight again.
When Roy visits Molly at her office, his collar is sometimes well-adjusted and sometimes the left side larger then the right.
At the start of the last round of the US Open, Simms's hat goes back and forth from being blank to saying INFINITI when he is talking to Tin Cup on the first hole's teebox.
During the trailer bedroom scene, one camera angle shows a woven blanket, a different angle shows a smooth blanket.
On the second hole of the final round, Roy bets Gary McCord he can hit it off the porta potty onto the green. His ball only gets to the fringe short of the green, but McCord pays anyway.
The U.S. Open golf tournament was depicted as broadcast by CBS. At the time of the film, the Open was broadcast by NBC. To date, CBS has never broadcast the Open, and will not until at least 2027, when the current contract (held by Fox) expires.
In the bar after the first round, Roy commented that he didn't shoot an 82 because he missed a four footer on the 18th. The scoreboard showed that Roy shot 5 (par) on the 18th to shoot 83. Yet, following Roy's shot into the water on the 18th in the third round, broadcaster Jim Nantz stated that he had found the water for the third straight day. If Roy had put the ball in the water with his second shot on the 18th in the first round and missed a four footer on that green the best score he could have had would have been a 6. (Drive + shot into water + penalty stroke + approach shot + missed putt + made putt = 6)
On the 2nd hole of Day 4 of The Open, Roy bets Gary McCord $50 that he can get his third shot on the green (off the porta john). Roy's shot comes up just short of the green, but we see McCord paying Romeo the $50.
In the bar following the first round of the US Open, the Brickyard 400 NASCAR race is on the TVs. This race is held the first weekend of August every year; the US Open is always in June. Also, the first round is played on Thursday, not the weekend.
On his way to his historical second round score of 62, Tin Cup (Roy), is shown hitting his approach shot to the 18th green, and the announcer states that he has stuck his approach shot 12 feet from the hole, and the camera cut to the ball clearly shows a 12 foot putt waiting, but when Tin Cup actually goes to sink the putt, it's more like a 4 foot putt, not a 12 footer.
CBS golf producer Lance Barrow offers that Salome is in West Texas near Floydada. Floydada is in the panhandle about 60 miles east of Lubbock, not near Fort Stockton as the road signs at the first of the movie suggest. Barrow is from Floydada and was probably giving a shout out to folks back home.
On the last hole of the Open when Roy finally puts the ball in the cup and then proceeds to toss it into the water, several guys trample across the green and dive in the pond to retrieve the ball and one hoists it up once found. There is no way they would have been able to distinguish that ball from the other balls he hit into the drink. Not to mention they would have been tackled by security as Roy's playing partner still needed to complete his hole.
During the press conference when Roy is listing his sponsors, he says "Woody's Smokehouse" when the patch on his shirt says "Wally's Smokehouse".
According to the US Golf Association, a player can borrow a ball from another player as long as it's the same brand and model, so if Roy hit his last ball into the water, he may or may not have been disqualified, as Romeo stated.