Taylor Swift’s track “I Knew It, I Knew You” from Toy Story 5 is generating strong Oscar buzz for best original song, according to coverage from outlets like Funk and Play. However, awards history shows that chart dominance doesn’t guarantee an Academy Award, with megastars like Beyoncé and Rihanna previously going home empty-handed.
The 21st-Century Oscar Landscape for Pop and Hip-Hop Icons
Major chart-topping artists frequently secure Academy Award nominations, but winning the golden statue remains notoriously difficult, according to reporting by Archyde. While stadium tours and streaming records guarantee commercial success, Hollywood’s voting body often marches to a different beat.
The journey for hip-hop artists at the Oscars shifted in 2003 when Eminem won best original song for “Lose Yourself” from 8 Mile, a track he co-wrote with Jeff Bass and Luis Resto, according to source records. Later, Three Six Mafia made history in 2006 when group members Juicy J and DJ Paul won alongside Frayser Boy for “It’s Hard Out Here for a Pimp” from Hustle & Flow.
The James Bond Franchise Effect
Film franchises—most notably the James Bond series—continue to serve as reliable vehicles for pop crossover success at the Academy Awards, as noted by Funk and Play. Adele set a high-water mark in 2013 by winning best original song for “Skyfall,” which she co-wrote with Paul Epworth.
The Academy repeated this preference for 007 themes when Sam Smith won in 2016 for “Writing’s on the Wall” from Spectre (co-written with Jimmy Napes), and when Billie Eilish and her brother Finneas won in 2022 for “No Time To Die,” according to official records. Eilish and Finneas later secured a second win for co-writing “What Was I Made For?” from Barbie.
Did you know?
While Taylor Swift aims for gold with Toy Story 5, music icons like Pharrell Williams (“Happy”), Justin Timberlake (“Can’t Stop the Feeling”), and The Weeknd (“Earned It”) all faced defeat in the best original song category, according to historical archives.
Resilience and Redemption in the Voting Booth
Perseverance often defines the competitive Hollywood awards season. Lady Gaga experienced an initial loss for “Til It Happens to You” from The Hunting Ground, but returned three years later to win for “Shallow” from A Star Is Born, and earned a third nomination in 2023 for Top Gun: Maverick, per source documentation.
Other notable winners include John Legend and Common for “Glory” from Selma in 2015, and H.E.R., who won in 2021 for “Fight for You” from Judas and the Black Messiah (co-written with Dernst Emile II and Tiara Thomas). Conversely, superstar entries like Beyoncé’s “Be Alive” from King Richard and Rihanna’s “Lift Me Up” from Black Panther: Wakanda Forever fell short in their respective years.
Frequently Asked Questions
Has Taylor Swift won an Oscar?
No. As of the upcoming 2026 race, Swift is contending with “I Knew It, I Knew You” from Toy Story 5, according to industry reports.

Who was the first hip-hop artist to win an Oscar for Best Original Song?
Eminem won the category in 2003 for “Lose Yourself” from 8 Mile, according to historical records.
Which franchise has the most Best Original Song wins among pop stars?
The James Bond franchise holds multiple wins in this category, including tracks by Adele, Sam Smith, and Billie Eilish, per Archyde.
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