Frank Sinatra and Kendall Jenner

Frank Sinatra and Kendall Jenner: What Connects Them?

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Written by Ethan Brooks

October 15, 2026

Frank Sinatra and Kendall Jenner seem like an odd pair. One was a mid-century crooner who died in 1998. The other is a model and media personality who was a toddler at the time. Yet people search their names together every day.

The reason is one famous song and one famous ad. This guide gives the verified facts, clears up common myths, and answers the questions readers ask most.

Quick Answer

Frank Sinatra and Kendall Jenner are connected through the song “My Way.” In August 2017, adidas Originals used a remixed version of Sinatra’s recording in a campaign film starring Jenner. They never met, they are not related, and she did not sing the song.

TL;DR

  • The link is “My Way,” a song Sinatra made famous in 1969.
  • Kendall Jenner starred in the third chapter of adidas Originals’ “Original Is Never Finished” film.
  • That film launched on August 10, 2017, with a remix of Sinatra’s recording.
  • Sinatra died on May 14, 1998. Jenner was born in 1995, so she was 2.
  • There is no family tie and no documented meeting.
  • Jenner did not sing “My Way.” Her role was on screen.

What Connects Frank Sinatra and Kendall Jenner?

The short version is a shared piece of pop culture. A classic song met a modern fashion campaign. The two stars never crossed paths in person.

The documented connection

Here is what reliable ad and fashion coverage confirms:

  • adidas Originals released Chapter 3 of “Original Is Never Finished” in August 2017.
  • The film used a remixed, reimagined version of Sinatra’s “My Way.”
  • Kendall Jenner was a global brand ambassador for adidas Originals at the time.
  • She appeared in the film alongside Playboi Carti, 21 Savage, Young Thug and James Harden.

That is the whole link. It is a brand soundtrack and a brand face, nothing more personal than that.

Why the connection can look confusing

Several things blur the picture:

  • The campaign used a Sinatra recording, so his name appears in headlines about her.
  • Interview prompts tied to the film asked each star what “My Way” means to them.
  • Search engines group names that appear on the same page.
  • Short social posts often skip the details and imply a closer link.

When a name appears in a story, readers assume the person was involved. In this case Sinatra’s music was involved, not Sinatra himself.

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How “My Way” Connects Sinatra to Kendall Jenner

The song is the bridge. To see why it worked in an ad, it helps to know its history.

Frank Sinatra and “My Way”

“My Way” began as a French song, “Comme d’habitude,” tied to Claude François. Canadian singer Paul Anka later wrote new English lyrics. Sinatra recorded that version in late 1968, and it came out in 1969.

The song is about a person looking back and standing by their choices. It became one of Sinatra’s best known recordings. Its message of personal style and independence is easy for brands to borrow.

The adidas “Original Is Never Finished” campaign

adidas Originals built a film series around the idea that originality keeps evolving. The earlier chapters earned a Grand Prix at Cannes Lions in 2017, in the Entertainment Lions for Music category. The agency was Johannes Leonardo.

Chapter 3 recreated scenes from earlier chapters with a new cast. Key facts:

  • Release date: August 10, 2017.
  • Director: Terence Neale, through RSA Films.
  • Jenner’s scene: She appeared as a sci-fi version of Botticelli’s Birth of Venus, inside a pod, wearing the Superstar sneaker.
  • Co-stars: Playboi Carti, 21 Savage and Young Thug took on Da Vinci’s Vitruvian Man look. James Harden also appeared.
  • Soundtrack: A chopped, remixed take on Sinatra’s “My Way.”

The timing drew attention. Jenner had joined adidas in May 2017, and the film came after a widely criticized Pepsi ad earlier that year. The agency’s co-founder said the team wanted to celebrate her courage under media pressure.

In a brand interview, Jenner said, “I’m just living my life and having fun.” She tied the “My Way” theme to doing things the way she wants.

Did Frank Sinatra and Kendall Jenner Ever Meet?

There is no record that they did. The dates make it nearly impossible.

What the timeline shows

Sinatra died on May 14, 1998, at age 82. Kendall Jenner was born on November 3, 1995. She was about two and a half years old when he died. Her public career began years later, with modeling in 2009 and the reality show Keeping Up with the Kardashians, which began in 2007.

What is not documented

I found no credible source showing any of the following:

  • A meeting, photo or interview involving both of them.
  • A collaboration of any kind.
  • A statement by Sinatra about Jenner, which would be impossible given the dates.
  • Jenner performing or recording “My Way.”

Any claim beyond the 2017 ad should be treated as unverified.

Are Frank Sinatra and Kendall Jenner Related?

No. They come from different families with no documented link. Sinatra’s children were Nancy, Frank Jr. and Tina. Jenner’s parents are Caitlyn Jenner (formerly Bruce Jenner) and Kris Jenner. Sharing a famous name in a headline does not mean sharing family.

Did Kendall Jenner Sing Frank Sinatra’s “My Way”?

No. The audio in the adidas film was a remix of Sinatra’s own recording. Jenner’s part was visual. She posed, performed and took part in the art direction of her scene.

Why the distinction matters

Mixing up appearing in an ad with singing in an ad leads to false claims. It also confuses AI search tools, which may repeat a wrong summary. Clear facts help readers, writers and search engines get the same answer: Sinatra provided the voice, and Jenner provided the face.

Frank Sinatra and Kendall Jenner at a Glance

TopicFrank SinatraKendall Jenner
BornDecember 12, 1915November 3, 1995
DiedMay 14, 1998Living
Known forSinger and actorModel and media personality
Link to the otherHis song “My Way”Starred in the 2017 adidas film
Met in person?No recordNo record
Related?NoNo

Frank Sinatra and Kendall Jenner Timeline

  • 1969: Sinatra’s “My Way” is released, after a late 1968 recording session.
  • 1995: Kendall Jenner is born in Los Angeles.
  • 1998: Sinatra dies on May 14.
  • 2007: Keeping Up with the Kardashians begins airing.
  • 2009: Jenner signs with a modeling agency.
  • May 2017: She is announced as an adidas Originals ambassador.
  • August 10, 2017: Chapter 3 of “Original Is Never Finished” launches with the “My Way” remix.

Why the Connection Is Easy to Misunderstand

A few patterns cause most of the mix ups:

  • Name pairing: Two famous names in one story look like a personal link.
  • Ad language: Campaign copy talks about “Sinatra” and “Jenner” in the same paragraph.
  • Reposted summaries: Short blurbs drop the date and context.
  • Remix confusion: Readers hear a remix and assume a new performance.
  • Auto suggestions: Search tools suggest related queries, which can imply a bigger story.

A simple rule helps: when a brand uses a song, the singer is not automatically involved.

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Frank Sinatra’s Age, Death, and Musical Genre

When did Frank Sinatra die?

Frank Sinatra died on May 14, 1998, in Los Angeles, California.

How old was Frank Sinatra when he died?

He was 82. He was born on December 12, 1915.

What genre was Frank Sinatra?

He is best known for traditional pop, swing and vocal jazz.

Who Is Kendall Jenner?

Kendall Jenner is an American model, media personality and businesswoman. She was born on November 3, 1995, in Los Angeles. She is a daughter of Kris Jenner and Caitlyn Jenner.

She first became widely known through Keeping Up with the Kardashians. She began modeling as a teenager and later walked runways and appeared in campaigns for major fashion houses. She also has acting credits, including Ocean’s 8 in 2018.

Her adidas Originals ambassador role in 2017 is the reason her name appears next to Sinatra’s.

Conclusion

Frank Sinatra and Kendall Jenner are linked by one thing: the song “My Way” in the 2017 adidas Originals film. Sinatra’s recording, remixed, set the tone. Jenner was the face of the third chapter. They never met, they are not related, and she never sang the song.

Keep three facts in mind. The ad launched on August 10, 2017. Sinatra died in 1998 at age 82. Jenner was a toddler then. If a page claims more than that, check its sources.

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