Maymay Entrata

After being rejected several times, Entrata almost did not audition for Pinoy Big Brother: Lucky 7 however, when her grandfather Joe got ill, she saw it as a reason to try again. She underwent several auditions before she successfully joined the show. During the show's duration, Entrata's grandfather died due to cardiac arrest and she had to temporarily exit the house to visit his wake in Camiguin. While inside the PBB house, Entrata wrote and recorded the song "Baliw" ("Crazy") which was released by Star Music in different music streaming media. Entrata was later announced as a semi-finalist on the show and had to temporarily exit due to the program's format. Meanwhile, Entrata, together with the other semi-finalists, Edward Barber, and Kisses Delavin, took part in an online reality series called Follow the Lucky 3 Teens, which follows their journey after exiting the house. Entrata went on to win the competition on March 5, 2017, at the Alonte Sports Arena, earning 42.71% of the votes against runners-up Delavin, Yong Muhajil, and Barber.

After winning Pinoy Big Brother, Entrata began her acting career with a lead role in her lifestory episode of the ABS-CBN drama anthology series Maalaala Mo Kaya (MMK). A month after her TV debut, she signed a recording contract with Star Music. In May 2017, Entrata made her film debut in the romantic comedy film Loving in Tandem, in which she played the lead role of a happy-go-lucky girl named Shine, a young woman trying to make ends meet for her family. The film was co-starred by her fellow Pinoy Big Brother contestants Barber, Delavin, and Marco Gallo. Oggs Cruz of Rappler considered the film to be "surprisingly charming" and credited Entrata for her "dignified performance, one that is grounded not in discrepancy but on very relatable appeal". Her performance earned her a nomination for New Movie Actress of the Year at the PMPC Star Awards for Movies.

Following her lead role in Maalaala Mo Kaya, Entrata took on a supporting role at the horror-fantasy drama television series La Luna Sangre—the third installment of Lobo and a sequel to Imortal, starring Kathryn Bernardo and Daniel Padilla. On June 21, 2017, she launched her eponymous debut album at the SM North EDSA SkyDome, selling 2,000 physical copies at the venue alone, and over 7,500 copies on the day of its release. It was later certified gold on June 26, 2017, and platinum, on September 17, 2017, by the Philippine Association of the Record Industry (PARI).

To further expand her musical career, Entrata headlined her The Dream concert on February 23, 2018 at the Kia Theater (now New Frontier), where she was accompanied by Barber, Enchong Dee, and 4th Impact. The concert's success led her to embarked on The Dream Tour to promote her music. She also had other concert appearances, performing in 4th Impact's Rise Up concert at the SkyDome and in with Maja Salvador's MAJA on Stage concert at the Kia Theater. After her tour, Entrata appeared at the horror comedy Da One That Ghost Away, starring Kim Chiu and Ryan Bang. Oggs Cruz considered the film as a "complete and utter mess" and described her character as "blatantly useless". Entrata then played a lead role opposite Barber on a miniseries in the fantasy anthology Wansapanataym, where she played a fake fortune teller named Espie. In November 2018, Entrata was invited by Dubai-based Filipino fashion designer Furne One Amato to audition for the Arab Fashion Week in Dubai. She headlined Amato's fashion label, Amato Couture, making her the first Filipina to do so. Also that year, Entrata began her hosting career in the variety show ASAP when she hosted the program's online counterpart called ASAP Chillout (now iWant ASAP). Her final film of the year was in the fantasy comedy Fantastica.

In 2019, Entrata hosted World of Dance Online along with Riva Quenery, AC Bonifacio, and Georcelle Dapat-Sy. In March 2019, Entrata played an Aeta beauty queen named Judith in another MMK episode, directed by John Lapus. The episode received mixed reviews on social media, mostly on Twitter, with viewers praising Entrata for her performance, to some questioning the lack of diversity in the Philippine entertainment industry for casting non-Aeta actors, and for artificially darkening their skins particularly Entrata's character to appropriate the indigenous group. A month after, she released her second studio album #M0806 for streaming and digital download. She then appeared as Sarah in the drama series Hiwaga ng Kambat starring Barber and Grae Fernandez. Entrata next took a supporting role in Cathy Garcia-Molina's romantic drama Hello, Love, Goodbye where she played an overseas Filipino worker in Hong Kong. Her performance received mixed reviews. Julia Allende of the Philippine Entertainment Portal believed that Entrata, together with Kakai Bautista and Lovely Abella supplied most of the comedic relief and kept things lively throughout the film. Writing for BusinessMirror, Tito Genova Valliente considered their performances as "not only over-the-top, but over any tolerable intelligent decibel". Regardless, the film earned ₱880 million ($17.8 million) worldwide making it the highest grossing Philippine film to this date. She ended the year by starring on another MMK episode, playing Maxine Blanco, a bone cancer patient who went viral when her boyfriend posted their love story on Facebook.

In January 2021, Entrata starred in the romantic comedy Princess DayaReese portraying both a con artist and a princess, who temporarily switched roles.