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In 2020, Ritchie returned to crime comedy with the film The Gentlemen. The story is about an American expat who tries to sell his marijuana business, which triggers a chain reaction response from various criminals. Released on 1 January 2020 in the United Kingdom, and a few weeks later in other countries, the film was generally well received. Anton Bitel of Sight & Sound wrote that it "returns to the sense and sensibilities of his earliest features". Film critic James Berardinelli, gave the film 3½ out of five stars, writing, "The Gentlemen takes Ritchie back to his roots" although "the screenplay is too clever by half, with some of the quirkiness being awkward and intrusive." On Rotten Tomatoes, the film has an approval rating of 74% based on 231 reviews. At the box office, the film earned more than $110 million worldwide. Ritchie is currently working on an upcoming film, titled Cash Truck.

In August 2017, Ritchie received the Raindance Auteur Award for his contributions to the British film industry. Next, Ritchie directed Disney's live action adaptation of Aladdin (2019), based on the 1992 animated film of the same name. The plot follows Aladdin, a street urchin, as he falls in love with Princess Jasmine, befriends a Genie, and battles the wicked Jafar. Released on 24 May 2019 in the United States, the film was a big commercial success despite mixed critical reviews; Aladdin earned more than $1 billion worldwide, becoming one of the highest-grossing films in 2019, and the 34th highest-grossing film of all-time during its theatrical run. Writing for the Chicago Sun-Times, Richard Roeper gave the film 3 out of 4 stars, praising Will Smith, Naomi Scott, and Mena Massoud's performances. On Metacritic, the film has a weighted average score of 53 out of 100 based on 50 critics, indicating "mixed or average reviews" and on Rotten Tomatoes, the film holds an approval rating of 57% based on 362 reviews with an average rating of 5.88/10.

My creative process has never been something I can put into words. It’s very random, very scattered and can sometimes lead down dark alleyways and dead ends. What I will say is I think any director needs to immerse himself in both real life and in history to fully open up creative processes. And you must be prepared for the reality that any creative process worth its salt needs to be revised, reworked and, on occasion, thrown out the window entirely.

In January 2014, Warner Bros. hired Ritchie to direct the first of six films in a franchise, fantasy adventure King Arthur: Legend of the Sword (2017) with Charlie Hunnam portraying King Arthur. The film was released in 2D and 3D on 12 May 2017 in the United States, and a week later in the United Kingdom. Despite high expectations from the film studio, the film was a box-office failure, causing large financial losses for Warner Bros. and Village Roadshow Pictures. The film received mixed reviews from critics and the subsequent sequels were cancelled.

His other directed films are The Man From U.N.C.L.E. (2015), which is a remake of a 1960 spy series, King Arthur: Legend of the Sword (2017) and the live-action adaptation of Disney's Aladdin (2019). The latter film grossed more than $1 billion worldwide, becoming one of the highest-grossing films in 2019, and the 34th highest-grossing film of all-time during its theatrical run. In 2020, he returned to crime comedy with The Gentlemen (2019), which was mostly well received. Divorced from singer Madonna, Ritchie has been married to Jacqui Ainsley since 2015.

In 2012, Ritchie produced a trailer for the video game Call of Duty: Black Ops II. In 2013, he directed a commercial for H&M featuring David Beckham. A year later, he directed a commercial for whisky brand Haig, which also stars Beckham. He made a return to film in 2015, with The Man From U.N.C.L.E., a remake of the 1960s spy series of the same name. The screenplay, written by Ritchie and collaborator Lionel Wigram, tells the story of a CIA agent and a KGB agent who work together to stop a criminal organisation from constructing a nuclear weapon. A number of actors were considered for the lead roles, with Henry Cavill and Armie Hammer eventually being cast. Principal photography commenced in 2013 in London and Italy, with rewrites to the script during filming. The film was released on 14 August 2015 by Warner Bros. to a mixed critical reception from critics. Glenn Kenny, writing for RogerEbert.com opined, "[the film] is only intermittently engaging and amusing, and those portions of the movie that succeed are also frustrating. Because they’re cushioned by enervated, conceptually befuddled, and sometimes outright indifferent stuff". However, he praised Hugh Grant's performance which "saves the movie".

In February 2011, his £6 million London home was briefly occupied by members of The Really Free School, a squatter organisation. In 2010, Ritchie met model Jacqui Ainsley and they married on 30 July 2015. The couple have three children: Rafael, Rivka and Levi, born in 2011, 2012 and 2014, respectively.

—Empire magazine’s entry for Lock, Stock and Two Smoking Barrels on their list of the 100 best British films.

Ritchie has cited Quentin Tarantino and Sergio Leone as influences on his work. However, he has stated "just about every film — any good film — that’s ever been made has had an influence on me. But then how much of it, I have no idea". He has complimented several films including The Long Good Friday (1980), Good, the Bad, and the Ugly (1966), Seven Samurai (1954) and Once Upon a Time in the West (1968). When asked about the influence of criminals Ronald and Reginald Kray, Ritchie states "It’s inevitable ... everything, more or less, of the old-school villainy related back to the Krays at some point. And the Krays were a lot worse than everyone thinks they are. ... And I know what those boys were doing was a hundred times worse than what everyone thought was going on. So it’s inevitable that anything that is genuine, and old, and British will somehow have something to do with the Krays".

Ritchie's films often incorporate memorable and "colourful" characters, for instance, Irish boxer Mickey O'Neil in Snatch, and crime boss "Hatchet" Harry in Lock, Stock, and Two Smoking Barrels. In his crime films, there is also fragmented dialogue, with lots of characters behaving menacingly and using cockney slang. The portrayal of the British class system has also been explored. Costume designer for The Gentlemen, Michael Wilkinson, said "Each character has an iconic, memorable look — a little larger than life".

Ritchie's next directorial effort was Sherlock Holmes (2009), based on the character of the same name created by Sir Arthur Conan Doyle. Starring Robert Downey Jr. and Jude Law, the film was released on 25 and 26 December 2009 in the United States and United Kingdom, respectively. Sherlock Holmes was a box-office hit, taking more than $520 million worldwide, and garnered mixed to favourable reviews from critics and general viewers. The film received multiple accolades, including two Academy Award nominations for Best Original Score and Best Art Direction, and Downey won a Golden Globe Award for Best Actor. In 2011, Ritchie directed the sequel, Sherlock Holmes: A Game of Shadows. Released on 16 December, the film was a commercial success, grossing more than $545 million worldwide. A. O. Scott of The New York Times, praises Ritchie for "taking liberties" with the characters, and writes that both films depict "a smoky, overcast Victorian world, infuses it with an air of jocular, hairy laddishness and stages a lot of fights in fussy and tiresome slow motion".

In 2008, Ritchie directed RocknRolla, for which he also wrote the screenplay for. Set in London, it tells the story of a crew of gangsters, a rock star and some powerful players, all connected to each other throughout the movie. It stars an ensemble cast of Gerard Butler, Tom Wilkinson, Thandie Newton, Mark Strong, Idris Elba, Tom Hardy, and Toby Kebbell. RocknRolla was released on 5 September 2008 in the United Kingdom, reaching number one at the UK box office in its first week of release. It was generally well received; Rotten Tomatoes gave the film a 60% rating, stating, "Mixed reviews for Guy Ritchie's return to his London-based cockney wideboy gangster movie roots, but most agree, it's a step in the right direction following two major turkeys". Also in 2008, Ritchie directed a television commercial for Nike called "Take It To The Next Level", about a young Dutch footballer who signs for Arsenal, showing the progression of his career from the beginning, through to his debut for the Netherlands. The commercial includes appearances from Cristiano Ronaldo, Cesc Fabregas, Ronaldinho, Wayne Rooney, and Ruud Van Nistlerooy.

Madonna filed for divorce in October 2008, citing irreconcilable differences. On 15 December 2008, Madonna's spokeswoman announced that the she had agreed to a divorce settlement with Ritchie, the terms of which grant him between £50–60 million, which includes the value of the couple's London pub and Wiltshire estate in England. This would be one of the largest divorce settlements in history. The couple issued a joint statement calling the settlement "misleading and inaccurate", and that it remains private. At the Principal Registry of the Family Division, district judge Caroline Reid pronounced the decree nisi, which dissolved the marriage within six weeks. Madonna and Ritchie entered a custody agreement for their children.

After a two-year hiatus, Ritchie returned to directing his next heist film. Revolver (2005), starring Jason Statham, their third collaboration. Also cast were Ray Liotta, Vincent Pastore and André Benjamin. The story is about a gambler called Jake Green (Statham), who is released from prison and seeks revenge on those who stole his money. Filming was completed in late 2004 and the film premiered at the 2005 Toronto International Film Festival. Revolver was released in the United Kingdom on 22 September 2005; the film was critically panned and a commercial failure. Simon Guerrier of FilmFocus, gave Revolver 1 out of 5 stars, calling it, "tedious, humourless, pretentious and nasty". Adrian Hennigan from the BBC writes, "the cheeky charm [of his previous films] has been replaced by plodding pretentiousness in a film that's illuminated by great action set-pieces and some powerful performances, but not redeemed". Ritchie responded to the criticism by stating, "I don't think anything went wrong with Revolver. By its very nature it's an esoteric movie. It's not designed for the masses". Budgeted at $27 million, the film earned only $7.1 million at the worldwide box office. In 2007, Revolver was re-edited and released for the United States.

In 2002, Ritchie conceived a prank show titled Swag, for Channel 5 in the United Kingdom.

In 2001, Ritchie directed a music video for the song "What It Feels Like for a Girl", performed by Madonna, to whom Ritchie was married at the time. In the video, she commits criminal and violent acts towards men. Music channels MTV and VH1 decided to ban the video from their rota, opting to play it only once on the release date. Ritchie then directed a short film starring Madonna and Clive Owen, titled Star for season one of The Hire, a 2001 online series to promote BMW automobiles. Ritchie's next film, starring Madonna and Adriano Giannini, was Swept Away (2002), a remake of Lina Wertmüller's 1974 Italian film of the same name. It is a romantic comedy about a wealthy socialite who is shipwrecked on a deserted island with a Communist sailor. The film was a critical and commercial disappointment, with an average rating of 5% on film review aggregator Rotten Tomatoes. Almar Haflidason of the BBC was critical of the lead actors, writing, "[Madonna] has neither good comedic sense nor any warmth ... as for Giannini, he spends the first half of the movie endlessly complaining like some old fishwife". The film won five awards at the 2002 Golden Raspberry Awards for Worst Picture, Worst Actress, Worst Screen Couple, Worst Remake or Sequel and Worst Director.

Ritchie's next film was Snatch (2000), another crime-comedy about a group of criminals searching for a stolen diamond. Starring an ensemble cast including Benicio del Toro, Dennis Farina, Jason Flemyng, Vinnie Jones, Brad Pitt, Rade Sherbedgia and Jason Statham. Similar to Lock, Stock and Two Smoking Barrels, the film depicted events from different characters' perspectives; a narrative device which he would use in later films. Snatch was released on 23 August 2000 to a commercial success at the box office, grossing more than $83 million worldwide. Mick LaSelle, writing for San Francisco Chronicle was impressed with Ritchie's directing and "sequences that discharge with energy", but felt the writing could have been better. Film critic Roger Ebert, describes Ritchie as a "zany, high-energy director" but felt the film's plot "doesn't build and it doesn't arrive anywhere".

On 18 May 2000, Ritchie was arrested by police for allegedly assaulting a 20-year-old man outside the Kensington home he shared with singer Madonna. On 22 December 2000, Ritchie married Madonna at Skibo Castle in Scotland, and she gave birth to their son, Rocco (born 11 August 2000 in Los Angeles) and adopted a Malawian baby in 2006, David (born 24 September 2005).

The production of crime-comedy heist, Lock, Stock and Two Smoking Barrels, was completed in about eight months. Starring Nick Moran, Jason Statham, Jason Flemyng and Dexter Fletcher, the film exposed them to worldwide audiences, and launched the acting career of former footballer Vinnie Jones. It was released in the United Kingdom on 28 August 1998 to critical and commercial success, with Janet Maslin of The New York Times praising Ritchie's "brash, ebullient direction" and "punchy little flourishes that load this English gangster film". The film earned $28.1 million at the worldwide box office. At the 1999 British Academy Film Awards (BAFTAs), Lock, Stock and Two Smoking Barrels was nominated for three awards: Outstanding British Film, Best Editing and Outstanding Debut by a British Writer, Director or Producer for Vaughn. The film won a BAFTA for Film of the Year. In response to the film's success, Ritchie created a spin-off television series called Lock, Stock.... in 2000.

Ritchie left school at age 15 and worked entry-level jobs in the film industry before going on to direct television commercials. In 1995, he directed a short film, The Hard Case, followed by the crime comedy, Lock, Stock and Two Smoking Barrels (1998), his directorial debut in a feature film. He soon gained recognition with his second film, Snatch (2000), which also found critical and commercial success. Following Snatch, Ritchie directed Swept Away (2002), a critically panned box-office bomb starring his then-wife Madonna. He went on to direct Revolver (2005) and RocknRolla (2008), which were less successful and received mixed audience reviews. In 2009 and 2011, he directed two box-office hits, Sherlock Holmes and its sequel, Sherlock Holmes: A Game of Shadows, respectively. The former was nominated for two Academy Awards—Best Original Score and Best Art Direction.

Ritchie's first project was a 1995 short film, The Hard Case. In 1998, Ritchie met Matthew Vaughn, nephew of Peter Morton, co-founder of the Hard Rock Cafe chain. Vaughn had been working in Los Angeles and expressed interest in producing Ritchie's new film, Lock, Stock and Two Smoking Barrels (1998). It took 15 months to secure financial backing. Trudie Styler served as an executive producer—stating "I've always liked bad-boy movies".

Both of Ritchie's parents remarried. His father's second marriage was to Shireen Ritchie, Baroness Ritchie of Brompton, a former model and later Conservative politician and life peer. Between 1973 and 1980, Ritchie's mother was married to Sir Michael Leighton, 11th Baronet of Loton Park. As a divorcée, she is correctly styled as Amber, Lady Leighton. Ritchie is dyslexic, and attended Windlesham House School in West Sussex and Stanbridge Earls School in Hampshire. He was expelled from school at aged 15. He has claimed that drug use was the reason for expulsion, although Ritchie's father said he was "cutting class and entertaining a girl in his room".

Guy Stuart Ritchie (born 10 September 1968) is an English film director, producer, writer, and businessman. Some of his work include his British gangster films and Sherlock Holmes franchise.

Ritchie was born in Hatfield, Hertfordshire, the second of two children of Amber (née Parkinson) and Captain John Vivian Ritchie (b. 1928), former Seaforth Highlanders serviceman and advertising executive. He has an older sister, Tabitha, and a half-brother, Kevin, who was born to Amber Parkinson and put up for adoption. John's father was Major Stewart Ritchie, who died in France, in 1940, during World War II. John's mother was Doris Margaretta McLaughlin (b. 1896), daughter of Vivian Guy McLaughlin (b. 1865) and Edith Martineau (b. 1866), the latter by whom he shares close common ancestors with Catherine, Duchess of Cambridge. The McLaughlins have a pedigree going back to King Edward I of England.