Richard Roundtree as John Shaft Sr, legendary private investigator, father of John Shaft and grandfather of J.J.Cliff 'Method Man' Smith as Freddy P., acquaintance of John Shaft.Titus Welliver as Special Agent Vietti, J.J.'s FBI boss.Matt Lauria as Major Gary Cutworth, Karim's partner in the rehab centre.Alexandra Shipp as Sasha Arias, medical doctor, JJ's female best friend and love interest.Regina Hall as Maya Babanikos, J.J.'s mother and John Shaft's ex-wife.Jordan Preston Carter portrays a young J.J. Shaft, an FBI computer analyst, estranged son of John Shaft and grandson of John Shaft Sr, whom he meets for the first time since he was a baby. Jackson as John Shaft, a private investigator and ex- NYPD Detective, father of J.J. The three generations of Shafts walk away together. JJ joins his father and grandfather in their PI business. JJ and Sasha kiss and begin a relationship. In the aftermath, Shaft recovers in hospital and Bennie is arrested. Gordito attempts to shoot JJ but Shaft takes the bullet and shoots Gordito, who falls through a window to his death. JJ rescues Sasha before being confronted at gunpoint by Gordito. The trio assault Gordito's penthouse and kill the smugglers, avenging Karim's death. Shaft introduces JJ to his grandfather, John Shaft Sr. JJ is discovered by the smugglers Sasha is kidnapped while JJ is rescued by Shaft. The ring donated to Karim's mosque to buy his silence, then later killed him when he threatened to blow the whistle. JJ and Sasha track Bennie to an abandoned warehouse and uncover the operation: 'Brothers Watching Brothers' smuggles drugs from overseas, Gordito sells them, and Bennie launders the money.

JJ and Shaft investigate Bennie Rodriguez, who donated $500,000 to the mosque. They learn that Karim stopped going to rehab in favor of attending services at a mosque. The Shafts investigate 'Brothers Watching Brothers', the drug rehab clinic Karim founded with fellow ex-soldiers. Shaft agrees to help, believing JJ's case may lead him to Gordito. JJ's childhood friend and ex- United States Army soldier Karim appears to die of a heroin overdose, but doctor and love interest Sasha concludes he was murdered. Twenty-five years later, Shaft has become a private investigator and JJ is a rookie FBI analyst. Concerned for their safety, Maya divorces Shaft, moves upstate, and raises JJ on her own. In 1989, NYPD Detective John Shaft, his wife Maya, and their infant son JJ Shaft survive an assassination attempt by drug lord Pierro 'Gordito' Carrera. It received mixed reviews from critics and underperformed at the box office. Pictures, and digitally in global markets on June 28, 2019, by Netflix. The film was released theatrically in the United States on June 14, 2019, by Warner Bros. It is the fifth film in the Shaft series, a direct sequel to the 2000 film with the same title and was also Roundtree's final portrayal of the original eponymous character John Shaft Sr. Usher, Regina Hall, and Richard Roundtree. Shaft is a 2019 American action comedy film directed by Tim Story and written by Kenya Barris and Alex Barnow.

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