In the midst of a tumultuous marital crisis with his wife, Sophie and her mother, Nicholas "Oz" Oseransky (a personable dentist originally from Chicago now living in Montreal) unexpectedly finds himself embroiled in the dangerous world of crime and violence. His dental assistant, Jill, with a cheeky smile, mischievously encourages Oz to place a bounty on his own wife's disappearance, leaving him in a state of both amusement and discomfort. The arrival of Jimmy "the Tulip" Tudeski, a feared Chicago contract killer with a price on his head, serves as a major turning point for Oz, yanking him from his ordinary life as a dentist into the murky depths of the criminal underbelly.
As Oz navigates this perilous environment, he reveals Jimmy's identity to Sophie, who is both intrigued and horrified at the idea of crossing paths with a legendary assassin. Amidst the chaos, Oz forms an unexpected bond with Jimmy, sharing the burdens of his life, including the shocking revelation that his business partner—and Sophie's father—was involved in a scandal involving an underage boy, plunging the family's finances into disarray and leading to his own tragic demise.
Returning home, Oz faces an emotional upheaval as Sophie sets a trap for him, compelling him to travel to Chicago to disclose Jimmy's whereabouts to the menacing mob boss Janni Gogolak in exchange for a hefty reward. Despite his initial doubts, Oz finds himself compelled to comply, igniting a series of events that will ultimately test his resolve.
Upon reaching Chicago, Oz checks into a hotel where he encounters Franklin "Frankie Figs" Figueroa, Janni's enforcer, and is soon escorted to Janni's lavish estate. There, he meets Cynthia, Jimmy's estranged wife, complicating Oz's precarious situation even further.
As he maneuvers through this perilous landscape filled with mobsters, contract killers, and duplicitous family members, Oz grapples with conflicting loyalties—his duty to protect those in his life and his instinct for self-preservation. In a desperate moment at the hotel, he reaches out to Jimmy, only to be confronted with the harsh reality that Jimmy is fully aware of Oz's betrayal and has been manipulating events from the shadows.
The entrance of Cynthia sets off a frenzy of complications, revealing that both Janni and Jimmy are intent on eliminating her to claim a $10 million trust known as "the whole nine yards." Amid the chaos, Oz forms a connection with Cynthia, leading to a passionate night where he commits to safeguarding her from danger.
Back in Canada, Oz reunites with Frankie, only to discover that Jimmy and Frankie have schemed a plan to take down both Janni and Cynthia. The stakes soar as Jimmy shockingly proposes to eliminate Sophie, a suggestion Oz adamantly rejects, faced with the heavy moral implications.
At his dental practice, Oz confides in Jill about his perilous situation, only to learn that she is also a contract killer, hired by Sophie to eliminate him. However, Jill's affection for Oz leads her to call off the hit, and she dreams of meeting her hero, Jimmy, who senses a valuable ally in her skills.
As Janni's gang closes in on Oz's home, Cynthia forewarns him that Jimmy is on the brink of falling prey to Janni's vengeance. With this dire warning in mind, Oz and Cynthia observe as the gang unwittingly enters a trap, setting the stage for an intense showdown between rival groups of assassins and mobsters. Sophie unwittingly tiptoes into further trouble when she encounters another hitman, who recognizes Janni and feels compelled to act.
The brutal confrontation spirals into chaos, resulting in the deaths of Janni and several of his associates, courtesy of Oz, Cynthia, Jimmy, Frankie, and Jill. Amidst the turmoil, Sophie watches in disbelief as her plans unravel, witnessing how a hitman—designated to eliminate her adversaries—meets his own demise.
After the bloodshed, Oz seizes the moment to bend the situation in his favor, exchanging the dental records of a deceased detective with Jimmy's and arranging for the bodies to be incinerated in his vehicle. Authorities are misled into believing that both Janni and Jimmy have perished, clearing the way for Oz to regain his freedom.
Simultaneously, Sophie becomes ensnared in her own machinations when a recorded conversation reveals her intentions to eliminate Oz, leading both her and her mother behind bars. Sophie insists on her innocence, convinced that Jill orchestrated the chaos. However, in a surprising twist, it is actually Cynthia who has been orchestrating everything from the sidelines, skillfully maneuvering events to absolve Oz and secure their future.
An unexpected run-in between Cynthia and Jill at a bank sets off a new set of challenges, while Jimmy and Frankie schemer a dark plan to take Oz captive on a luxurious yacht. Despite Jill’s pleas for Cynthia to abandon Oz and claim their fortune, Cynthia remains steadfast in her loyalty to Oz, recognizing the test of her devotion.
On the open waters, Jimmy divulges that he has successfully transferred $10 million into his account, only to then aim a gun at Oz. In an astonishing turn of events, Frankie lies dead, a casualty of Jimmy's act of mercy—a reflection of his internal moral struggle influenced by his burgeoning feelings for Jill.
In the aftermath, Oz stands before Cynthia again, this time proposing to her as they look towards a shared future. Unaware of the $1 million windfall that awaits, Oz's heartfelt proposal brings joy, and the two share a dance against the stunning backdrop of Niagara Falls, their love shining brightly in the night sky.
