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"Stay away from my case, Max. Stay away for your own good!"
―Valerie Winterson

Valerie Winterson was an NYPD Homicide detective. A co-worker of Max Payne, strict, diligent, and devoted to her work, she is described as one of the best detectives on the force. However, her romantic relationship with the Inner Circle rebel Vladimir Lem and her role as a double agent for him ultimately cost her life. She is the secondary antagonist of Max Payne 2: The Fall of Max Payne.


Valerie Winterson is divorced and a single mother raising her only blind son. She is hinted to have once had a crush on her colleague Max Payne, but later starts seeing another man, doing her best to hide his identity from her co-workers. Her romantic interest proves to be the Russian Mob boss and an Inner Circle member Vladimir Lem. According to her, Lem has been affectionate and caring with her son and is a generous financial donor of the Brooklyn School for the Blind where her son goes to school.

Prior to 2003, at some point after the events of the first game, Winterson paired up with Max in order to catch a serial killer who was "desperate to make a name for himself" by killing newlyweds. She got taken hostage by the killer but was saved by Max (which probably caused Winterson to have a crush on him). Later in 2003, she is a Homicide detective for the NYPD and is seen arriving with police backup at Annie Finn's warehouse where Max Payne is engaged in a firefight with the Squeaky Cleaning Company hitmen having called for assistance earlier. She saves Payne from being run over by one of the cleaner vans by pulling him to safety.

Later that night, at her lieutenant Jim Bravura's office at the police station, after she and Payne are debriefed about the warehouse shooting, Winterson receives a murder case of Senator Gate. A lone witness identifies the prime suspect as Mona Sax. Unbeknownst to Winterson, Max Payne saw Sax at Finn's armory that same night killing a trio of cleaners, but Max decides to withhold the fact for the time being and does not reveal it to his colleague.

The very same night Vladimir Lem is assaulted in his club Vodka by Italian mobsters led by Vinnie Gognitti, and Winterson talks on the phone with him. The Russian Mafia boss assures her everything is going to be fine as Max Payne has arrived to his aid.

Sometime later, again at night, Valerie Winterson receives a call from Payne informing her his apartment complex is being stormed by the cleaning company commandos, including a sniper being positioned outside his window. Payne ends up killing most of the attackers on his own and the rest flee before any of the police arrive.

That same night Winterson meets Max Payne at the police station, but he suddenly leaves for a secret meeting with Mona Sax, following a note with her address left at his desk. Winterson is quick to warn Payne not to do "anything stupid" as she starts suspecting her colleague might be in communication with her murder suspect. Her suspicions prove to be true as, some hours later, she personally arrests Mona Sax and finds Payne with her in the luxurious Upper East Side apartments where the two had been engaged in a firefight with, and killed, more cleaners.

Bringing the two to the station, Winterson is furious at Max for compromising her case and demands Bravura punish Payne accordingly. She later has the witness of Gate's murder identify Sax as the killer in a line-up. After the procedure, Max Payne catches the detective talking on the phone with a third party (most likely Vladimir Lem) about the case and mentioning that both Sax, and he would be "taking the fall." Payne accuses her of disclosing classified information, but his colleague angrily denies it and storms into the lieutenants' office once again.

Max Payne and Mona Sax escape from the police station when the cleaning company fighters launch a daring assault on it. That night, Winterson gets a tip-off about their possible location at the Castling Construction Site. She quickly drives to the location, talking on the phone with Lem on her way. The detective agrees to murder both Sax and Payne for Vlad when she gets the chance. Arriving at the site before any other police officers, Winterson indeed finds the couple there in the aftermath of their offensive on the major cleaner hitmen operating base. The detective points her handgun at Sax and demands her immediate surrender while the fugitive tells Payne Winterson is only there to kill her. Max tries to mediate calm between the two, but the situation gets more tense, and, when Valerie appears to be about to fire her weapon, he instinctively shoots his Homicide colleague first. All three of them are shocked as Winterson collapses. Shaken, Payne shouts for Sax to run before other police forces arrive. A mortally wounded Winterson suddenly fires at him; Max is hit and tumbles down into a pit. Policemen arrive at the scene shortly after that and call for an ambulance, but Winterson is pronounced dead-on-arrival at the hospital. Her killer, though, is resuscitated.


Since her death, Max revealed to his chief Jim Bravura that Winterson is a traitor in the NYPD and working for Vladimir Lem in the Cleaner Case. Max uses this reason to justify his murder of his partner where in reality he murdered her for Mona.

Winterson's murder have been part of Max's guilt after the Cleaner Case as it seen as a betrayal of his duty for his love. The phone call from Winterson did not help his guilt as Vlad and Valerie are similar to Max and Mona relationship and the fact that his actions left her blind son as an orphan with both Vlad and Valerie dead. Max revisited her grave during a shootout with the DeMarcos and lament his poor choice for his murder.


Valery Winterson is seen wearing a burgundy suit or a long coat over it when in rain (as she appears at the construction site). She is in her mid-thirties to early forties and has blonde hair.

Professional and a by-the-book cop, Winterson is a tragic figure. She is constantly frustrated by Max Payne's unorthodox style undermining her murder case against Mona Sax. When she finally decides to betray the NYPD for her lover Vladimir Lem, who she sees as a caring father-figure for her blind son, she is gunned down by Max.


"Back off, Payne"
―to Max Payne



Another flashback of Max killing Winterson.

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