Plot
Gary Starke (Garcia), desperate to get his girlfriend Linda (MacDowell) back, goes to confession to seek guidance but doesn't get the help he seeks. He is a New York City ticket scalper who "works the street".
Linda won't take his calls, so Gary shows up at her sales job. He earns a dinner date with her by selling a 60-inch TV to someone who was only window shopping.
Gary plans to make one last big score: to win Linda back and straighten out his life. Believing his chance rests on an opportunity to scalp a large stack of tickets to see the Pope at Yankee Stadium. Gary comes up against 'Casino', a Florida scalper who undercuts him.
Meanwhile, at Linda's culinary course a New York Times food critic asks her to cater an upscale dinner party after trying her dish. So, instead of their date, Gary jumps in to help. She's way underpaid for the meal at the upperclass party, so they retaliate by ruining the dishes. That evening, they spend the night together.
The next day Gary is off seeking Pope tickets. He and the other scalpers get thrown in jail. While there, his scalper friends say that his lookout Benny Moran is unreliable, but he tells them Benny used to be in the corner for boxing champion Joe Frazier, and though they all had their money confiscated, Gary didn't because he hid his money in a tennis ball he'd been bouncing the entire time while talking to them, which he tells them was taught to him by Benny.
When Gary is released, he hurries to Linda's, only to meet Alan, an exterminator and her new boyfriend. He listens to advice from pregnant, ex drug addict 'Cyclops', to try to get a social security number. Unfortunately he can't without a birth certificate.
Gary finds Max offering 200 tickets for 5,000 if he can get it for Saturday. So he works hard scalping Broadway tickets. Caught by undercover cops, Casino helps out, warning that it's a one-time deal as it's his turf now and most everyone works for him.
Sitting opposite Linda's building, she comes out to tell Gary she's leaving for culinary school in Paris in three weeks. After some finagling, he buys the tickets to scalp, although warned about Max.
Linda's large family throws her a congratulatory party, a combined birthday and going away to culinary school celebration. Gary is warmly welcomed by everyone, and is quietly told she dumped the exterminator. They soon find out he has provided a film montage of loving moments between them.
Linda walks out mid-projection, with Gary following with a non-going away present, their trophy for best couple at a picnic. He again tries talking about his plans for them. Admitting she has loved him completely for years, but his many fantasies have never come through, so she needs to focus on the future.
In the city, Benny talks with Linda. He tells her that Gary has been intently working on something, and asks her to swear to do something for him. Then we see Gary in a realtor's office cutting a deal on a two-year lease. Afterwards, seeking out Benny, who was with his dog, he has passed.
At Benny's small funeral, Frazier comes to pay his respects, shocking the guys, as they hadn't believed he'd worked with him. Linda has also come, she tells Gary that Benny had asked her to promise to say yes to anything Gary asks. So he requests she be at an address at 9 a.m. on Monday.
Arriving home Gary finds Cyclops, who warns him that the tickets Max sold him were taken from a church, and the cops are looking for him. On the day of the Pope's address, dressed as a nun, Gary keeps the tickets and money in a hollowed out bible. Casino snitches on him, and although he transforms into a priest, he is caught. The evidence is lost in the scuffle.
As the scalping money is gone, Gary's not at the 9 a.m. appointment at the premises. An insurance rep appears on his doorstep instead with a $56,000 payment from Benny's life insurance policy as well as his own birth certificate he needed.
Gary sets up the lease, fully stocking it with dishes etc. Discovering Linda's at her mom's, he gets her to detour her airport taxi to the premises. Entering, she sees the signed lease and his social security card. Months later, we see the couple happily operating a thriving restaurant.
