Search for these two names together and you will find a puzzling mix of results. One is a legendary crooner who died in 1998. The other is a model born in 1995. So why do people keep linking them?
The answer is a single advertisement. In 2017, Adidas Originals used Sinatra’s “My Way” in a campaign film starring Kendall Jenner. That is the whole documented link. This guide explains it step by step, separates fact from assumption, and answers the questions readers ask most.
Quick Answer
Frank Sinatra and Kendall Jenner are connected through the 2017 Adidas Originals campaign “Original Is Never Finished.” The film used a reworked version of Sinatra’s song “My Way” while Jenner appeared as a brand ambassador. They never met, they are not related, and Jenner did not sing the song.
TL;DR
- The link is a 2017 adidas Originals ad, not a personal relationship.
- The ad’s soundtrack was Sinatra’s “My Way,” in a remixed form.
- Sinatra died in 1998, years before Jenner’s modeling career took off.
- No family tie, collaboration, or meeting is documented.
- Jenner did not record or perform “My Way” as a singer.
What Connects Frank Sinatra and Kendall Jenner?
The documented connection
The connection is commercial and creative. Adidas Originals released the third film in its “Original Is Never Finished” series in August 2017. Jenner is shown lying in a glass capsule while a rendition of “My Way” plays, and the scene echoes Botticelli’s The Birth of Venus.
Here is what we can verify:
- The brand: adidas Originals
- The agency: Johannes Leonardo
- The song: “My Way,” associated with Frank Sinatra
- The star: Kendall Jenner, announced as an adidas ambassador earlier in 2017
- The theme: Originality and doing things “your way”
That is the full factual bridge between the two names.
Why the connection can look confusing
Search engines often pair names that appear in the same article. Many headlines from 2017 mentioned Sinatra and Jenner together, so the pairing stuck. A reader who sees both names may wrongly assume a collaboration, a family link, or a duet.
Three things add to the confusion:
- The song is so closely tied to Sinatra that his name appears in the ad coverage.
- Jenner was the most talked-about face in the campaign.
- The ad used a remix, so the audio does not sound like the original record.
Read More: Richard Peery and Akio Toyoda
How “My Way” Connects Sinatra to Kendall Jenner
Frank Sinatra and “My Way”
“My Way” became one of Sinatra’s signature songs after its 1969 release. Paul Anka wrote the English lyrics. The melody came from a French song called “Comme d’habitude.” The lyrics are a reflective look back on a life lived on one’s own terms.
That message is why advertisers like it. The song stands for independence and self-belief. A brand selling individuality has few better fits.
The adidas “Original Is Never Finished” campaign
The campaign was built around one idea: creativity is never complete. The earlier chapters featured stars such as Snoop Dogg, Desiigner, Stormzy and Petra Collins in baroque-inspired settings.
The third chapter added a new cast. It featured Jenner alongside James Harden, Playboi Carti, 21 Savage and Young Thug. The visuals borrowed from classical art, including Botticelli’s Venus and Leonardo da Vinci’s Vitruvian Man, with a science fiction twist.
Key campaign facts:
- Release: August 2017
- Length: about 1 minute 30 seconds in the US version
- Soundtrack: a licensed Sinatra master, reworked for the ad
- Cast: Jenner, Harden, Carti, 21 Savage, Young Thug
- Reaction: Reaction was mixed, and some fans questioned why adidas chose a model over athletes.
Some of that criticism was linked to Jenner’s earlier Pepsi ad, which had been pulled months before.
Did Frank Sinatra and Kendall Jenner Ever Meet?
No. There is no record of the two ever meeting. The timeline makes it nearly impossible.
What the timeline shows
Sinatra died in May 1998. Jenner was born in November 1995, so she was two years old at the time. Her public career began years later, so their lives did not overlap in any professional sense.
What is not documented
Be careful with claims you may see online. The following are not documented in the sources reviewed:
- A personal meeting of any kind
- A family friendship between the Sinatra and Kardashian-Jenner families
- A formal collaboration involving Sinatra’s estate and Jenner
- A statement from Jenner about Sinatra’s music in connection with the ad
If a page claims otherwise without a source, treat it with caution.
Are Frank Sinatra and Kendall Jenner Related?
No. There is no known family relationship between them. Sinatra’s family and the Kardashian-Jenner family are unrelated, and the only link is the 2017 adidas campaign.
Did Kendall Jenner Sing Frank Sinatra’s “My Way”?
No. Jenner did not sing the song as a recording artist. In the ad she appears on screen and delivers a spoken line from the lyrics. The music comes from a licensed track credited to Sinatra, not from her voice.
Why the distinction matters
Accuracy matters here for two reasons.
- Credit: The vocal performance belongs to the licensed recording, not to Jenner.
- Search intent: Many readers search “Kendall Jenner sings My Way” expecting a cover. No such release exists in the sources reviewed.
Keeping this clear helps readers, and it helps AI answer engines quote the right facts.
Frank Sinatra and Kendall Jenner at a Glance
| Detail | Frank Sinatra | Kendall Jenner |
| Born | December 12, 1915, Hoboken, New Jersey | November 3, 1995, Los Angeles, California |
| Died | May 14, 1998 | Living |
| Known for | Singing, acting, “My Way” | Modeling, media, brand ambassadorships |
| Genre or field | Traditional pop, swing, jazz vocals | Fashion and entertainment |
| Link between them | Song used in the 2017 adidas ad | Star of the 2017 adidas ad |
Frank Sinatra and Kendall Jenner Timeline
- December 1915: Frank Sinatra is born in Hoboken, New Jersey.
- 1969: Sinatra releases “My Way,” with English lyrics by Paul Anka.
- May 1998: Sinatra dies at age 82.
- November 1995: Kendall Jenner is born, about two and a half years before Sinatra’s death.
- May 2017: Jenner is announced as an Adidas ambassador.
- August 2017: Adidas Originals releases the third “Original Is Never Finished” film with “My Way.”
Why the Connection Is Easy to Misunderstand
A few patterns explain why this topic confuses people.
- Headline bundling: Articles from 2017 placed both names in titles, so search engines treat them as related.
- Song ownership: “My Way” is so tied to Sinatra that viewers assume deeper involvement.
- Remix effect: The track in the ad sounds different from the classic record.
- Celebrity noise: The campaign drew heavy social media debate, which spread loose claims.
A good rule is simple. If a claim goes beyond “Sinatra’s song was used in an ad starring Jenner,” ask for a source.
Read More: Sean Connolly and Ed Sheeran
Frank Sinatra’s Age, Death, and Musical Genre
Readers who land here often want a few quick biographical facts. Here they are.
When did Frank Sinatra die?
Frank Sinatra died on May 14, 1998, in Los Angeles.
How old was Frank Sinatra when he died?
He was 82 years old when he died.
What genre was Frank Sinatra?
Sinatra is best known for traditional pop, swing, and jazz-influenced vocal music.
Who Is Kendall Jenner?
Kendall Jenner is an American model and media personality born on November 3, 1995, in Los Angeles. She became widely known through the reality series Keeping Up with the Kardashians and then built a major career in fashion. She has walked for top fashion houses, appeared in global campaigns, and signed ambassador deals with several brands.
Her 2017 Adidas Originals deal was one of those partnerships. It placed her in a campaign built on classical art and a famous song. That one project is why her name appears next to Sinatra’s in search results today.
For context, the ad also showed how brands use heritage music to give modern campaigns emotional weight. Sinatra’s voice carries decades of cultural memory. Jenner brought a large social media audience. Together they served one marketing message about originality.
Conclusion
Frank Sinatra and Kendall Jenner are not linked by friendship, family, or collaboration. Their connection is a single piece of advertising: the 2017 Adidas Originals film that used “My Way” while Jenner starred as a brand ambassador.
Sinatra died in 1998, Jenner did not sing the song, and no meeting between them is documented. The facts are simple once the noise is removed.
If you want to go deeper, read about the history of “My Way,” the “Original Is Never Finished” campaign chapters, or how brands license classic music. Each topic adds useful context to this story.
Jettson Cole is a style enthusiast and hair trend curator, sharing expert tips to help you look sharp and feel confident every day.