2014–present: Final theatrical films and switch to Netflix
In October 2014, Netflix announced a four-movie deal with Sandler and Happy Madison Productions. Also that year, Sandler co-starred in the drama film Men, Women & Children, directed by Jason Reitman. He was considered for the voice of Rocket Raccoon in Marvel's Guardians of the Galaxy but Bradley Cooper was cast instead.
In 2015, Sandler released his last theatrical film, Pixels, based on French director Patrick Jean's 2010 short film of the same name, before transitioning into a distribution deal with Netflix.
Sandler's first original film for Netflix was the Western comedy film The Ridiculous 6. Despite being universally panned by critics, on January 6, 2016, it was announced by Netflix that the film had been viewed more times in 30 days than any other movie in Netflix history. Sandler also starred in another Netflix film in 2016, titled The Do-Over.
Sandler starred in the 2017 Netflix film Sandy Wexler, in which he plays a talent manager who falls in love with one of his clients. He returned to dramatic territory in 2017 with Noah Baumbach's family drama The Meyerowitz Stories. In the film, Sandler plays Danny Meyerowitz, who is unemployed and separated from his wife, and who is experiencing dysfunctional relationships with his brother (Ben Stiller), his sister (Elizabeth Marvel), and his father (Dustin Hoffman). The film premiered in competition for the Palme d'Or at the 2017 Cannes Film Festival where his performance received favorable notices from critics. Peter Debruge, film critic for Variety, wrote of his performance, "With no shtick to fall back on, Sandler is forced to act, and it's a glorious thing to watch".
In 2018, Sandler starred in the Netflix film The Week Of alongside Chris Rock. He also starred in a Netflix stand-up special Adam Sandler: 100% Fresh, which was part of his company's Netflix deal and marked his first stand-up film in over two decades. The special was directed by longtime collaborator Steven Brill, while portions of the special were filmed by Paul Thomas Anderson, which marked Sandler's first project with Anderson since Punch-Drunk Love sixteen years prior.
On May 4, 2019, Sandler made his first appearance as host of Saturday Night Live, ending the episode with a tribute to his friend and fellow former cast member Chris Farley. Sandler received a Primetime Emmy Award for Outstanding Guest Actor in a Comedy Series nomination for his hosting stint. In June 2019, he reunited with Jennifer Aniston in the Netflix film Murder Mystery, which broke the record for the biggest opening weekend in the company's history, and spawned a sequel, Murder Mystery 2, in 2023.
In December 2019, Sandler starred in the crime thriller Uncut Gems, directed by the Safdie brothers. The movie and Sandler's acting received critical acclaim and many end-of-year awards from critics, who noted this role as a career best for Sandler, for which he earned the Independent Spirit Award for Best Male Lead.
In January 2020, Netflix announced a new four-movie deal with Happy Madison Productions worth up to $275 million. Sandler starred in and wrote the 2020 Netflix film Hubie Halloween. In addition he voiced Leo the lizard in Netflix's animated coming-of-age musical Leo (2023).
Sandler produced and starred in the 2022 sports drama film Hustle, which received critical acclaim. His performance in the film was repeatedly singled out for praise and he received a nomination for a Screen Actors Guild Award. On March 19, 2023, Sandler was awarded the Kennedy Center's Mark Twain Prize for American Humor. Many of Sandler's friends and fellow performers, including Ben Stiller, Conan O'Brien, Dana Carvey, and Judd Apatow, spoke at the event.
In 2024, Sandler starred in his second Netflix stand-up comedy special, Adam Sandler: Love You, which was directed by Josh Safdie. He also starred in the science fiction drama film Spaceman, an adaptation of the science fiction novel Spaceman of Bohemia (2017), directed by Johan Renck.
Also in 2024, Sandler was named the People's Choice Icon at the 49th People's Choice Awards. In March 2024, Forbes announced that Sandler was the best-paid actor in Hollywood in 2023, earning $73 million.
In 2025, Sandler reprised his role as the titular character in Happy Gilmore 2, released nearly 30 years following the original film in 1996, and reportedly accruing over 90 million viewers via Netflix following its release. He also appeared alongside George Clooney in the drama Jay Kelly, for which both Clooney and Sandler received praise, particularly Sandler on expanding his dramatic range in the film, and nominations at the 83rd Golden Globe Awards.
On December 3, 2025, it was announced that Sandler would join Season 23 of Variety Studio: Actors on Actors alongside Ariana Grande.