Frank Sinatra and Kendall Jenner are connected through a 2017 adidas Originals advertisement, not through a documented family or personal relationship. Jenner appeared in the third chapter of the brand’s Original Is Never Finished campaign, which used a remix of Sinatra’s recording of “My Way.” The campaign’s account and an interview with Jenner both identify that link. Sinatra died in 1998, long before the advertisement was made. i-d.co
That answer is more specific than a comparison between two celebrities from different generations. It points to a particular film, a particular recording and a decision by adidas to put an established song into a contemporary fashion campaign.
The documented connection: an adidas Originals film
Adidas introduced Original Is Never Finished as a campaign about revisiting familiar work and giving it a new form. Its 2017 annual report confirms that the campaign film featured a remix of Sinatra’s “My Way.” Earlier chapters used the song before Jenner appeared, so it would be inaccurate to say that she introduced “My Way” to the campaign. report.adidas-group.com
Jenner joined the third chapter, released in August 2017. Contemporary coverage by i-D identifies her alongside James Harden, 21 Savage, Young Thug and Playboi Carti. It also describes the film’s remix of “My Way” and Jenner’s appearance in a scene that reimagines Botticelli’s Birth of Venus. The campaign took recognizable material from music and art and presented it through a streetwear film. i-d.co
An interview with Jenner supplied by adidas removes any doubt that the pairing was deliberate. The interviewer explicitly asks her about the video featuring Sinatra’s song and how she approaches doing things her own way. Jenner answers in terms of her life and work. That is evidence of her participation in a campaign using the song; it is not evidence that she knew Sinatra personally, recorded with him or collaborated with him. Original Is Never Finished
The distinction matters because an advertisement can bring two artists’ work into the same presentation without bringing the people together. In this case, Sinatra’s recorded performance was reused after his death, while Jenner appeared as a member of the film’s new cast.
Why Sinatra’s “My Way” suited the campaign
“My Way” is closely associated with Sinatra, but he did not write its English lyrics. Songwriter Paul Anka adapted the French song “Comme d’habitude” for Sinatra, changing its subject and writing words suited to the singer. Anka has described that process in his account of the song. Sinatra recorded “My Way” on December 30, 1968; his official site dates the My Way album’s release to March 1969. paulanka.com
The song gave adidas a familiar statement of individuality. The campaign then altered its presentation, pairing a remixed recording with new performers and visual references. That reading follows the brand’s stated premise and the film’s documented content; it is an interpretation of the creative choice, not a claim about what Sinatra would have thought of it.
It also helps explain why the names appear together in searches. Jenner did not perform a duet with Sinatra. Rather, viewers encountered her image and a version of his recorded song in the same campaign. Describing it as a joint appearance would obscure the decades separating the original recording from the 2017 film.
Who Frank Sinatra was
Frank Sinatra was an American singer and actor whose work crossed recordings, concerts and film. His official timeline records an early break with the Hoboken Four in 1935 and his first record with trumpeter Harry James in 1939. His career later included a major period at Capitol Records, where he made albums shaped around a sustained mood or musical idea. Frank Sinatra
One example is 1955’s In the Wee Small Hours. Frank Sinatra Enterprises describes it as a pivotal album built around songs of lost love and heartbreak, with arrangements by Nelson Riddle. Its significance lies in the way Sinatra could give a collection of songs a coherent emotional voice—not simply in the popularity of any one recording. Frank Sinatra
Sinatra also earned recognition as an actor. He won the Academy Award for Best Supporting Actor for From Here to Eternity, a 1953 film honored at the 1954 ceremony, according to the Academy of Motion Picture Arts and Sciences. “My Way” arrived much later in his career and became one of its most recognizable recordings. Sinatra died on May 14, 1998. oscars.org
Those dates provide the necessary historical context. The voice in the adidas film belongs to an artist whose recording career had been established for decades before Jenner’s modeling career began.
Who Kendall Jenner was in the 2017 film
Kendall Jenner is an American model whose career developed in fashion while she was already known to television audiences through her family. Vogue’s review of her work identifies Marc Jacobs’s fall 2014 show as her first runway appearance and notes that she appeared on Vogue’s September 2016 cover. Vogue also reported her selection as a face of Estée Lauder in 2014. Vogue
By the time adidas released the third campaign film, Jenner was therefore recognizable both within fashion and beyond it. Her appearance served the campaign’s interest in contemporary style and celebrity. The film placed her in a visual reinterpretation of The Birth of Venus, while the soundtrack revisited Sinatra’s “My Way.” The two references worked together within the advertisement, even though they came from different eras and disciplines. i-d.co
This is the useful comparison between the two figures: Sinatra contributed the recorded performance that the campaign reworked; Jenner contributed an on-screen performance to its 2017 film. They had different roles, and neither source describes the project as a personal collaboration between them.
A short timeline of the connection
| Date | Verified event |
|---|---|
| December 30, 1968 | Sinatra recorded “My Way.” |
| March 1969 | Sinatra’s My Way album was released. |
| May 14, 1998 | Sinatra died. |
| 2014–2016 | Jenner’s runway, beauty and magazine work established her fashion career. |
| August 2017 | Jenner appeared in the third Original Is Never Finished film, which used a remix of “My Way.” |
The recording and album dates come from Sinatra’s official site; the campaign date and Jenner’s participation come from contemporary coverage and the adidas-supplied interview. Frank Sinatra
Frequently asked questions
Are Frank Sinatra and Kendall Jenner related?
No family relationship between them is documented in the sources reviewed. Their identifiable connection is the 2017 adidas Originals film that paired Jenner’s appearance with a remix of Sinatra’s “My Way.”
Did Frank Sinatra and Kendall Jenner meet?
No reliable source reviewed documents a meeting. Sinatra died in 1998, and Jenner’s appearance in the campaign took place in 2017. The campaign alone should not be used as evidence that they met. Frank Sinatra
Did Kendall Jenner sing “My Way” in the adidas advertisement?
The campaign sources identify Jenner as part of the cast and Sinatra’s song as part of the soundtrack. They do not identify Jenner as the singer of the remix. report.adidas-group.com
Did Frank Sinatra write “My Way”?
No. Paul Anka wrote its English lyrics by adapting the French song “Comme d’habitude” for Sinatra. Sinatra made the resulting recording famous. paulanka.com
Conclusion
Frank Sinatra and Kendall Jenner share a documented connection through a campaign, not a documented personal relationship. Adidas Originals reused a remix of Sinatra’s “My Way” in the 2017 film featuring Jenner. Understanding their separate contributions makes the advertisement’s cross-generational idea clear without inventing a story about the people behind it.
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