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“When I saw that you were going to call from Billboard, I was reminiscing about the first time I was on the charts,” Nancy Sinatra tells Billboard over the phone. “I think I was No. 89 or something. It barely made it. [It was called] ‘So Long Babe.’”

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The 83-year-old pop legend has a sharp memory. Her first Billboard Hot 100 hit, “So Long Babe,” hit No. 86 – just three spots away from her guess. Of course, that shouldn’t be a surprise to anyone who follows her on X (formerly known as Twitter). Sinatra regularly weighs in on everything from politics (she’s NOT a fan of the guy who tried to reverse the results of a democratic election, FYI) to AI to her celebrity pals’ birthdays.

Although she’s effectively retired from music, she’s more than happy to reflect on her lengthy career as Light in the Attic releases a new compilation of her work, Keep Walkin’: Singles, Demos & Rarities 1965-1978, on vinyl and CD. “Just when I thought I was out, they pull me back in,” she jokes, making a Godfather reference which is doubly funny, considering that her father Frank famously berated series author Mario Puzo.

Here, Nancy Sinatra chats with Billboard about everything from finding her voice on the Hot 100-topping “These Boots Are Made for Walkin’,” her up-and-down acting career and how her daughters’ “tenacity” keeps her music alive.

When you started releasing music, you had a string of singles that didn’t chart. Eventually, working with Lee Hazelwood yielded you a career-defining breakthrough, “These Boots Are Made for Walkin’.” Did working with him feel different?

Very much so. That early stuff was what we used to call bubblegum. I was a nervous wreck [on “Boots”]. I was eager to please because I knew I was going to be dropped from the label if I didn’t do something important enough to make the charts. It was nerve-racking.

After working with him for a bit, were you able to relax?

It got better. The fact that we had a chart record right away was the impetus to keep going. It gave me the confidence to know I was going in the right direction.

With “Boots,” you’re singing in a deeper register than on your earlier stuff. That must have been a conscious decision with your new direction.

Absolutely. Each song dictates the vocal approach. The fact that the music was so completely different, the vocals just followed suit.

You and Lee had another classic with “Some Velvet Morning.” It’s a very strange song – what did you think of it when you first came across it?

I had no idea what it was about. I don’t know if Lee even had an idea either. Later on, in retrospect, he said something about Phaedra [from Greek mythology], that he wanted to pay tribute to Phaedra. That’s a bunch of bull. That never came up in all the years we’d performed. Never once. It was a lucky marriage of vocal sounds, strange as it may seem, and arrangement. He dictated the change in time signatures that occurs in the song. Lee asked Billy [Strange] to do that.

How was working with the Wrecking Crew’s Billy Strange? He’s a legend in his own right.

He was like a big brother. He was one of the best people I’ve ever known in my life. I still miss him so much.

Light In the Attic has done a few reissues of your material. I gather your daughter was the impetus behind that connection.

It’s incredible how my kids have helped me so much. Both of my daughters are very much responsible for these incarnations of mine. I keep bouncing back and it’s because of their tenacity, AJ and Amanda. I’m very blessed.

Courtesy Photo

Do you think about these songs a lot in your day-to-day life?

I don’t, but I’m on Twitter constantly to keep in touch with the public, and they remind me every day of the songs. But the funny thing is they don’t know the half of it. There’s so much they’ve never heard. I’m hoping if we’re blessed enough to succeed with the first couple projects, they will dig deeper into my catalog because there are so many songs that should be heard. They have access to all of my master tapes. Between the Light in the Attic reissues and the book, I feel like I’m reborn again, again. The book is called One for Your Dreams, the phrase from “You Only Live Twice.” David Wills is the author. It’s a picture book with all of the iconic photographs by Ron Joy and stories to go with them.

Since you mentioned the Bond theme, I’m curious, do you keep up with the film series?

I love Daniel Craig. I’m crazy about him. He’s so good, he’s such a good Bond. Did he really die in the last one?

In No Time to Die? I feel like… no.

They blew him up, for heaven’s sake!

Yeah, but he can get out of anything.

I hope so.

When you said people on Twitter don’t know the half of it, what are you referring to? What era?

There was an album called Nancy Sinatra that had artists like Kim Gordon, Morrissey, Pete Yorn — that was another gift from my daughter AJ. She put that together. She said, “Mom, I know so many people who love your music and we should take advantage of that and get songs written by them.” And they did, they came up with songs, which was so sweet. Whether I like it or not, they’re bringing me back all the time. But the songs people are not talking about are very versatile. There’s my California Girl album; I did an album called Cherry Smiles that was a lot of rare singles nobody’s heard. There’s a lot of interesting music that’s recorded that hopefully Light in the Attic will discover. I guess we have to be pretty successful with what we’re doing before they commit to doing anything else. But I’m grateful and humbled. It’s such a gift to me at this time in my life.

Do you miss recording or performing?

Every day of my life. It’s true what they say about how it’s in your blood.

Would you ever get back into it?

No, I’m too old now. I wouldn’t be able to tour. I suppose men can do it but I don’t know about women my age who tour. Do you? Dolly Parton is a lot younger than me and she does still tour.

You also did movies back in the day but didn’t stick with it. Were you less passionate about acting than music?

I was such a crappy actor. It never grabbed me. I made what I like to call my epic films and I stopped. (laughs)

I caught one on TCM that featured you performing, a movie called The Ghost in the Invisible Bikini from 1966.

Oh, that is so horrible. I made a couple of fun ones. The Last of the Secret Agents? was a fun movie. The Wild Angels made me No. 1 at the box office. I had a run-in with a couple of fun movies. I’m very lucky.

Do you have any personal favorites of your own songs?

I like a song called “100 Years,” it’s a Lee Hazelwood song. I also like a song called “Cuando calienta el sol” which is on my California Girl album which is just me and a guitar player called Daryl Curaco. I do lean toward the guitar/vocal duets, I think they’re quite lovely and special. “Bang Bang (My Baby Shot Me Down)” was one of them.

And that song, of course, got a second life thanks to Kill Bill.

Isn’t that the truth? That’s what I mean. In spite of me, I keep getting brought back. Just when I thought I was out, they pull me back in.

Taylor Swift will be spending a little extra time up north next year. Three months after announcing that her ongoing global Eras Tour will open for several shows in Toronto in 2024, the 33-year-old pop star has now added a trio of additional dates to her Canadian leg. All of the new shows will be […]

Taylor Swift will always love Dolly Parton. In a new Hollywood Reporter profile on the 77-year-old country music legend, Swift was candid about all the reasons she admires Parton, who’s gearing up to release her first ever rock album — Rockstar — later this month. “Dolly is a force of evolution and transformation in our […]

Taylor Swift‘s “Cruel Summer” just secured its second week atop the Billboard Hot 100, a feat that’s remarkable even without the knowledge that the song is over four years old. And then there’s the fact that the track, as its title suggests, was originally slated to be a song of the summer contender in 2020 before the COVID-19 pandemic altered its course — only for it to hit No. 1 days before November 2023.
“I’m loving where the music business has gone,” Jack Antonoff, who produced “Cruel Summer” and much of Swift’s 2019 album Lover, told Jimmy Fallon during his Tonight Show appearance Wednesday (Nov. 1). “Because it’s melted down into nothing but what people like. You can talk your crap about this or that, but the fans are God. What they say goes.”

“The idea of a single is just, what’s the song that if you could get your friends in the room, you’d play?” the Grammy-winning producer continued. “And what happened with ‘Cruel Summer’ is a testament to that. It was always our favorite song on the album. Then with nothing, no gas in the fire, with no one on the business side doing anything, just kids started playing it more and more.”

Antonoff’s sentiments echo the video message he and Swift posted shortly after news broke late October that “Cruel Summer” had gone No. 1. Excitedly talking over one another, the Bleachers frontman said that the Lover track had always been “the song that we said was the best song, but we thought, ‘Oh, you know what? This will be our secret best song.’”

“We just wanted to say thank you so much for making ‘Cruel Summer’ a Hot 100 No. 1, and it’s not even summer anymore,” Swift added in the video. “It’s deep fall, I’m wearing a sweater.”

Antonoff also recently spoke with Billboard about the “Cruel Summer” phenomenon, calling its delayed chart triumph “a huge thumbs-up from the universe.” “I take it all as a reminder to do what you believe in, make the songs you believe in,” he added. “You never want to do anything that you don’t believe in for the sake of success … With [‘Cruel Summer’], I loved that it existed, and didn’t need anything more from it. It’s just this bizarre icing on the cake.”

Watch Jack Antonoff open up about the belated success of “Cruel Summer” above, and the Bleacher’s Tonight Show performance below.

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Britney Spears has a lot to celebrate this week. In fact she has 1.1 million reasons to pop corks because, according to the Associated Press her tell-all memoir, The Woman in Me, sold that many copies in its first week. The sales figures cover pre-orders, print sales, 3-books and audiobook versions of the book that […]

Little Mix gave fans a sip of their secret potion with their spellbinding 2015 music video for “Black Magic,” and the magic still exists in 2023 — as the clip has officially hit one billion views on YouTube. Explore Explore See latest videos, charts and news See latest videos, charts and news In the video, […]

Fans will soon be able to bask in all of Jung Kook’s solo glory with a very special upcoming television appearance. The “Seven” crooner will make his solo Tonight Show debut on Monday, Nov. 6, as a guest and performer. Emmy-winning host Jimmy Fallon took to the official Tonight Show Instagram to reveal the announcement. […]

No, this is not an illusion: Dua Lipa is prepping the release of her brand-new single, and it’s coming much sooner than you think. On Wednesday (Nov. 1), the three-time Grammy winner took to her social media pages to share the highly anticipated announcement. “Houdini,” Lipa’s new single, will arrive Nov. 9. The singer shared […]

Olivia Rodrigo is returning to the Rock & Roll Hall of Fame stage on Friday (Nov. 3), as it was announced this week that she’ll be performing for the second year in a row. Explore Explore See latest videos, charts and news See latest videos, charts and news “@oliviarodrigo will perform with one of her […]

The Huey Lewis & the News musical, The Heart of Rock and Roll, is headed to Broadway in the spring of 2024. According to The New York Times, the comedic show that had its debut at the Old Globe Theater in San Diego in 2018, tells the story of a couple whose romance has to “navigate their rock band and corporate life aspirations.”

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The “feel-great” musical is slated to begin previews at the James Earl Jones Theater on March 29 and open on April 22, with no cast announced yet. The show borrows its title from the song of the same name released by the 1980s pop-rock band that peaked at No. 6 on the Billboard Hot 100 in the spring of 1984, spending 20 weeks on the chart.

The $16 million show will be directed by Gordon Greenberg (Holiday Inn), with choreography by Lorin Latarro (The Who’s Tommy) and a book by Jonathan A. Abrams based on a story by Abrams and Tyler Mitchell.

Lewis and the News’ fourth album, 1986’s Fore!, scored the group their last No. 1 hits on the Billboard Hot 100 chart with “Stuck With You” spending three weeks at the top, along with another chart-topper, “Jacob’s Ladder,” which spent one week at the pinnacle. The album also featured the No. 3 hit “Hip to Be Square,” the No. 6 hit “Doing It All For My Baby” and the No. 9 charter “I Know What I Like”; the band landed their first No. 1 hit, 1985’s “The Power of Love” from the Back to the Future soundtrack.

Lewis posted an announcement about the show on Wednesday (Nov. 1) morning, in which he said he first fell in love with “all that is Broadway when I appeared as Billy Flynn in the musical Chicago in 2009. And I continue to believe that musical theater — because it’s so demanding — is also the most rewarding form of artistic expression.”

Lewis said his team has been working on the “funny and smart… lot of heart” show for a long time and that they’re very proud of the results. He also clarified that he won’t be appearing in it and that it’s not the story of his life, but that it does feature all the band’s biggest hits, including: “The Power of Love,” “Hip to Be Square,” “If This Is It,” “Doing It All For My Baby,” “I Want a New Drug,” “Jacob’s Ladder,” “Back in Time” and more.

Watch the Broadway announcement below.