Photos: Taylor Swift’s 19-Year Career

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  • Taylor Swift released her 12th studio album, “The Life of a Showgirl,” on Friday.
  • In the 19 years since she released her debut album, Swift has become a billionaire.
  • Here’s a photographic journey through her career, her many eras, and her blockbuster tours.

In the 19 years since Taylor Swift released her first album, she’s been a country star, a pop star, and a voice of a generation.

She’s a four-time album of the year winner, a billionaire, and the first person with a tour grossing $1 billion. She also rocked the music industry when she decided to re-record her first six albums so she’d own the rights to her own music — and then once again, when she announced she’d bought her masters back after a yearslong effort.

Plus, her 12th album, “The Life of a Showgirl,” is set for a massive debut on the charts after its release on Friday.

But she wasn’t always this juggernaut. Here’s a look at her impressive career, from her 2006 debut to her 2025 superstardom.

Taylor Swift released her self-titled debut album in 2006, when she was just 16.




Swift sang the National Anthem as the Detroit Lions hosted the Miami Dolphins on Thanksgiving.

Al Messerschmidt/Getty Images

By 2007, she was already playing to large crowds. Her aesthetic consisted of flowy dresses, an acoustic guitar, curly hair, and cowboy boots.




Taylor Swift performed in Kansas City on May 11, 2007.

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Her guitar has been a constant companion from 2007 to 2025.




Swift performed onstage in Las Vegas.

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Swift’s debut single was “Tim McGraw,” named, of course, after the country star. In May 2007, she performed the song to him and his wife, Faith Hill, at the Academy of Country Music Awards.




Faith Hill, Taylor Swift, and Tim McGraw during the 42nd Annual Academy of Country Music Awards.

Kevin Winter/ACMA/Getty Images for ACMA

An EP, “Beautiful Eyes,” was released in July 2008, just two months after she performed at Stagecoach Music Festival — essentially, country music’s Coachella.




Taylor Swift performed on Day 2 of Stagecoach on May 3, 2008, in Indio, California.

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Even as her star was rising, Swift made time to take selfies with fans … on digital cameras!




Taylor Swift greeted fans before her performance during the 2008 Chicago Country Music Festival.

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By August 2009, her second album, “Fearless,” had been released, and she was headlining Madison Square Garden.




Taylor Swift performed at Madison Square Garden in 2009.

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A turning point in her career came during the MTV Video Music Awards in September 2009, when Kanye West interrupted her acceptance speech to declare Beyoncé deserved the award.




Kanye West jumped onstage after Taylor Swift won the best female video award during the MTV Video Music Awards.

Christopher Polk/Getty Images

In December, she performed with one of her then-musical idols, John Mayer. The two would go on to briefly date, inspiring her song “Dear John.”




John Mayer and Taylor Swift performed onstage during Z100’s Jingle Ball 2009.

Kevin Mazur/WireImage for Clear Channel Radio New York/Getty Images

At the 2010 Grammys, Swift performed with Stevie Nicks — 14 years later, Swift referenced their connection in the song “Clara Bow.”




Taylor Swift and Stevie Nicks performed onstage during the 52nd Annual Grammy Awards.

Kevin Winter/Getty Images

Later that night, the “You Belong With Me” singer was gobsmacked to win album of the year. She’d later write about this night in “Long Live.”




John Legend presented Taylor Swift with album of the year during the 52nd Annual Grammy Awards.

ROBYN BECK/AFP/Getty Images

Her third album, “Speak Now,” was released in October 2010. The world tour began in February 2011.




Taylor Swift performed during her “Speak Now” tour at Prudential Center on July 24, 2011.

Kevin Mazur/WireImage/Getty Images

It sold over 1 million copies in its first week, the highest single-week sales for a female country artist. She also became the first female artist to have 11 songs on the Hot 100 simultaneously.




Taylor Swift played to a sold-out crowd of over 51,000 fans when she took her “Speak Now” World Tour to Lincoln Financial Field.

Kevin Mazur/WireImage/Getty Images

She continued to collaborate with musical legends. She brought James Taylor out at her Madison Square Garden show in November 2011.




James Taylor and Taylor Swift performed onstage during the “Speak Now” World Tour at Madison Square Garden on November 22, 2011.

Larry Busacca/Getty Images

In 2012, she made her first move away from country music to more straightforward pop. Cowboy boots were nowhere to be found.




Taylor Swift performed during the 2012 iHeartRadio Music Festival.

Christopher Polk/Getty Images for Clear Channel

The debut single from her fourth album, “Red,” called “We Are Never Ever Getting Back Together,” became her first No. 1 on the Hot 100.




Taylor Swift performed during Z100’s Jingle Ball 2012.

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As her musical style changed, so did her style. She traded flowing dresses and cowboy boots for form-fitting dresses and high heels; gone was the curly hair, traded for sleek, straight tresses.




Taylor Swift attended the 2013 NRJ Music Awards in Cannes, France.

Pascal Le Segretain/Getty Images

The Red Tour grossed $150.2 million, making it the highest-grossing country tour ever when it ended in 2014.




Taylor Swift wrapped the North American portion of her “Red” tour on September 21, 2013.

Larry Busacca/TAS/Getty Images for TAS

She became the first female solo artist in 20 years to perform a stadium tour in Australia. The last female artist to do it was Madonna in 1993.




Taylor Swift played to a sold-out crowd of more than 40,000 fans on December 4, 2013, in Sydney, Australia.

Mark Metcalfe/TAS/Getty Images for TAS

In August 2014, she left country behind with the song “Shake It Off,” a pure pop song.




Swift performed onstage during the MTV Video Music Awards at The Forum in Inglewood, California.

Christopher Polk/MTV1415/Getty Images for MTV

“1989,” Swift’s fifth album, remains a high point of her career. It elevated Swift to pop-icon status and spawned three No. 1 hits and two more top-10 singles.




Swift performs onstage during the “1989” World Tour at the Staples Center in Los Angeles.

Christopher Polk/Getty Images for TAS

It was also the era of her “squad.” People are still captivated by who is in Swift’s inner circle.




Swift performed onstage with Hailee Steinfeld, Gigi Hadid, Lily Aldridge, and Lena Dunham during the “1989” World Tour.

Larry Busacca/LP5/Getty Images for TAS

To top off the “1989” era, she won her second album of the year Grammy in February 2016.




Taylor Swift accepted the award for album of the year onstage during the 58th Annual Grammy Awards on February 15, 2016.

ROBYN BECK/AFP/Getty Images

Her bleached blonde era — known as “Bleachella,” since she debuted it at Coachella in 2016 — showed that people were obsessed with her every move.




Swift attended the “Manus x Machina: Fashion In An Age Of Technology” Costume Institute Gala at the Metropolitan Museum of Art.

Mike Coppola/Getty Images for People.com

But by July 2016, Swift had vanished. Her feud with Kim Kardashian and Kanye West had resurfaced, with many on social media turning against her.




A mural by Melbourne graffiti artist Lushsux is seen in Melbourne, Australia.

Robert Cianflone/Getty Images

In 2017, she cleared her social media and told us: “There will be no explanation, just reputation.” Her sixth album, “Reputation,” was released in November.




Swift performed “Ready For It” in Studio 8H.

Will Heath/NBCU Photo Bank/NBCUniversal via Getty Images

“Reputation” brought a new dark and gritty aesthetic. But the old Taylor, who loves interacting with her fans, was still in there.




Taylor Swift greeted fans during her “Reputation” Stadium Tour on June 16, 2018, in Dublin.

Gareth Cattermole/TAS18/Getty Images for TAS

The “Reputation” Stadium Tour was her first all-stadium tour. Upon its completion in November 2018, it grossed $345.7 million, making it the then-highest-grossing North American tour ever.




Taylor Swift performed onstage during the “Reputation” Stadium Tour on July 22, 2018.

Kevin Mazur/TAS18/Getty Images for TAS

In a savvy move, she reclaimed the snake imagery that had been used against her by critics.




Swift later shared that the large snake was named “Karyn.”

Kevin Mazur/TAS18/Getty Images for TAS

But after her two years of all-black edginess, 2019 brought a complete aesthetic shift.




Taylor Swift and Brendon Urie at the Billboard Music Awards in Las Vegas.

Christopher Polk/NBCU Photo Bank/NBCUniversal/Getty Image

Her seventh album, “Lover,” was released in August 2019 and was full of love songs, pastel rainbows, and bubblegum pop.




Taylor Swift performed onstage at the 2019 iHeartRadio Wango Tango festival in Carson, California.

Rich Fury/Getty Images for iHeartMedia

“Lover” was her sixth consecutive No. 1 album and the best-selling album of 2019. But “Lover Fest” was canceled due to the pandemic.




Taylor Swift performed during the TIME 100 Gala Dinner at Jazz at Lincoln Center.

Dimitrios Kambouris/Getty Images for TIME

In July 2020, Swift surprised fans with her eighth album, “Folklore.” It would go on to win album of the year — she was the first woman ever to win three times.




Swift during the 63rd Annual Grammy Awards in Los Angeles.

Kevin Mazur/Getty Images for The Recording Academy

After a seven-year hiatus, she returned to her country roots. She performed the song “Betty” at the 2020 Academy of Country Music Awards.




Swift performed onstage during the 55th Academy of Country Music Awards at the Grand Ole Opry.

ACMA2020/Getty Images for ACM

In November 2021, Swift released the 10-minute version of her song “All Too Well,” originally from 2012. She also directed an accompanying short film starring Dylan O’Brien and Sadie Sink.




Taylor Swift attended the “All Too Well” premiere at AMC Lincoln Square.

ANGELA WEISS/AFP/Getty Images

“Red (Taylor’s Version),” her re-recorded version of the 2012 album “Red” was a huge hit. “All Too Well (10-Minute Version)” became the longest No. 1 song in the chart’s history.




Swift accepted the favorite pop album award for “Red (Taylor’s Version)” at the 2022 American Music Awards.

Matt Winkelmeyer/Getty Images for dcp

But just re-recording wasn’t enough for Swift. In August 2022, she announced her 10th album, “Midnights,” which became yet another hit.




Swift accepted the video of the year award for “All Too Well” onstage at the 2022 MTV VMAs.

Arturo Holmes/Getty Images

The year 2023 was the year of Swift, as she embarked on her globe-spanning Eras Tour. The setlist paid homage to her career — cowboy boots were back!




Swift performed onstage at the opening night of The Eras Tour in Glendale, Arizona.

Kevin Winter/Getty Images for TAS Rights Management

Since “Lover” never got a tour of its own, it kicked off the show. Four years after its release, Swifties got “Cruel Summer” to the top of the Hot 100.




Taylor Swift performed at the Eras Tour held at Allegiant Stadium in Las Vegas.

Christopher Polk/Penske Media/Getty Images

During her “Speak Now” set, she brought back her koi-fish guitar and the purple dresses.




Swift performed onstage at night one of The Eras Tour in Kansas City, Missouri.

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During the “Red” set, she interacted with some of her youngest fans.




A young fan exchanged friendship bracelets with Swift during The Eras Tour in São Paulo.

TAS2023/Getty Images

In the “1989” portion, we got taken back in time to when Swift loved a two-piece set.




Swift performed during night two of The Eras Tour at Arrowhead Stadium in Kansas City, Missouri.

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The “Reputation” era might be long gone, but the snakes were back for this portion of the show.




Swift performed onstage during The Eras Tour at Allianz Parque in São Paulo.

Buda Mendes/TAS23/Getty Images for TAS Rights Management

She also paid homage to the woodsy, cottage-core vibes of “Folklore” and its sister album, “Evermore.”




Swift performed onstage during The Eras Tour in Glendale, Arizona.

Kevin Mazur/Getty Images for TAS Rights Management

Swift ended the night with the “Midnights” set, which spawned two of her biggest hits, “Karma” and “Anti-Hero.”




Swift performed onstage for night one of The Eras Tour at Arrowhead Stadium in Kansas City, Missouri.

ohn Shearer/TAS23/Getty Images for TAS Rights Management

The Eras Tour was a global phenomenon. It was the first tour to ever surpass $1 billion in revenue.




Swift performs onstage during The Eras Tour at Estadio Olimpico Nilton Santos.

Buda Mendes/TAS23/Getty Images for TAS Rights Management

When “Taylor Swift: The Eras Tour,” a concert film, was released in theaters, it quickly became the highest-grossing concert film ever.




Taylor Swift attends the “Taylor Swift: The Eras Tour” Concert Movie World Premiere at AMC The Grove 14 on October 11, 2023 in Los Angeles, California.

Matt Winkelmeyer/Getty Images

Fans used the movie to show off their finest friendship bracelets.




A Taylor Swift fan at the opening night theatrical release of “Taylor Swift: The Eras Tour” at AMC Marina Marketplace 6.

Amanda Edwards/Getty Images

In February 2024, Swift became the first artist to win album of the year four times with “Midnights.” That night, she announced her 11th album, “The Tortured Poets Department.”




Swift accepted the album of the year award for “Midnights” onstage during the 66th Grammys.

Monica Schipper/Getty Images for The Recording Academy

She incorporated “TTPD” songs into the second leg of the Eras Tour in May 2024.




Taylor Swift performed onstage during the Eras Tour in Paris, France.

Kevin Mazur/TAS24/Getty Images for TAS Rights Management

She even had a special guest during a London show: Her now-fiancé, Travis Kelce, popped up onstage in June.




Taylor Swift was joined onstage by Travis Kelce during the Eras Tour at Wembley Stadium on June 23, 2024.

Gareth Cattermole/TAS24/Gareth Cattermole/Getty Images for TAS Rights Management

In 19 years, Swift has released 12 albums, four re-records, won 14 Grammys, had 12 No. 1 hits, become a billionaire, and broken countless records. She’s showing no sign of slowing down.




Taylor Swift took a bow while performing at the Eras Tour.

Emma McIntyre/TAS24/Getty Images for TAS Rights Management

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