CelebritiesTaylor Swift

44 Taylor Swift Career Milestones and Awards

Do you know all about the moments that made Taylor Swift a global icon? Test your knowledge with this trivia on her career milestones and awards! From humble beginnings to becoming a record-breaking artist, Swift’s journey in the music industry has been nothing short of phenomenal.

Explore the key milestones that define her career, from groundbreaking album releases to significant accolades that recognize her immense talent. Understand the impact she’s made in reshaping the music landscape with her unique artistry and ambition.

Looking for more challenges? Take on trivia about her illustrious discography and personal life. See how her career achievements intertwine with her art and personal narrative.

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Who did Swift open for in 2008 on the Me and My Gang Tour?

Rascal Flatts

Rascal Flatts

Tim McGraw

Tim McGraw

Shania Twain

Shania Twain

Sheryl Crow

Sheryl Crow

According to Forbes, how much is Taylor Swift worth as of August 2018?

$3 million

$3 million

$320 million

$320 million

$275million

$275million

$100 million

$100 million

Swift modelled for Abercrombie and Fitch in her youth as part of which campaign?

Rising Stars

Rising Stars

Easy Riders

Easy Riders

Low Stars

Low Stars

Stars of Youth

Stars of Youth

What is the name of the West End and Broadway musical that will be turned into a film in which Taylor Swift has a major part?

Joseph and His Technicolor Dreamcoat

Joseph and His Technicolor Dreamcoat

Starlight Express

Starlight Express

Kinky Boots

Kinky Boots

Cats

Cats

What is the name of the tour that Taylor Swift had undertaken in 2018?

Taylor Swift’s Reputation Stadium Tour

Taylor Swift’s Reputation Stadium Tour

Fearless Tour

Fearless Tour

The Red Tour

The Red Tour

Speak Now World Tour

Speak Now World Tour

Taylor Swift wrote which song for the ‘One Chance’ soundtrack?

Happier than Yesterday

Happier than Yesterday

Sweeter Than Fiction

Sweeter Than Fiction

Alive and Well

Alive and Well

Such is Life

Such is Life

Which of these is the correct title of the closing track of the Beautiful Eyes EP?

I Love

I Love

I Dance

I Dance

I Kiss

I Kiss

I Heart

I Heart

In which 2010 film did Swift have a cameo?

Love Actually

Love Actually

Valentines Day

Valentines Day

Four Weddings and a Funeral

Four Weddings and a Funeral

Notting Hill

Notting Hill

In late 2014 Taylor Swift controversially pulled her music from where?

Spotify

Spotify

Tidal

Tidal

Amazon

Amazon

Itunes

Itunes

Swift is a spokesperson for the Nashville Predators. What sport do they play?

Basketball

Basketball

American Football

American Football

Baseball

Baseball

Ice Hockey

Ice Hockey

Which Beatles track did Swift perform with Paul McCartney on a 2015 edition of SNL?

Let It Be

Let It Be

I Saw Her Standing There

I Saw Her Standing There

Yesterday

Yesterday

The Long and Winding Road

The Long and Winding Road

When did Taylor Swift sign to Sony becoming the youngest person to ever do so?

2001

2001

2005

2005

2009

2009

2004

2004

At the start of 2015, how many albums had Swift sold worldwide?

40 million

40 million

50 million

50 million

100 million

100 million

20 million

20 million

Where was Taylor Swift born?

Harrisburg

Harrisburg

Philadephia

Philadephia

Reading

Reading

Delaware Valley

Delaware Valley

As well as teaching Taylor Swift to play the guitar, what was the persons other job?

Mechanic

Mechanic

Chef

Chef

Computer repairs person

Computer repairs person

Maths teacher

Maths teacher

Who plays Luna in the video for Bad Blood?

Gigi Hadid

Gigi Hadid

Lena Durham

Lena Durham

Ellen Pompeo

Ellen Pompeo

Ellie Goudling

Ellie Goudling

In which show did Swift make her acting debut?

CSI

CSI

ER

ER

Nashville

Nashville

Greys Anatomy

Greys Anatomy

Who did Taylor Swift team up with to sing ‘I Saw Her Standing There’ on SNL in 2015?

Garth Brooks

Garth Brooks

David Bowie

David Bowie

Mick Jagger

Mick Jagger

Paul McCartney

Paul McCartney

Slay Z is played by whom in the ‘Bad Blood’ video?

Gigi Hadid

Gigi Hadid

Ellen Pompeo

Ellen Pompeo

Jessica Alba

Jessica Alba

Lena Durham

Lena Durham

What was the title of the poem with which a young Taylor Swift won a national poetry contest?

High in the Place

High in the Place

Danger in the Bed

Danger in the Bed

Monster in My Closet

Monster in My Closet

Low Under the Covers

Low Under the Covers

What Tim McGraw song did Swift provide guest vocals on in 2012?

Highway Don’t Care

Highway Don’t Care

Road Aint Here

Road Aint Here

One is More

One is More

Two is Less

Two is Less

What is Taylor Swift’s mother’s name?

Annabelle Swift

Annabelle Swift

Andrea Swift

Andrea Swift

Anne Swift

Anne Swift

Amber Swift

Amber Swift

When did Taylor Swift release her self title debut album?

2007

2007

2009

2009

2006

2006

2011

2011

Which of these was an early song writing partner for Taylor Swift?

Liz Flower

Liz Flower

Liz Rose

Liz Rose

Liz Bud

Liz Bud

Liz Tulip

Liz Tulip

Which was the first Brit Award won by Taylor Swift?

Best International Breakthrough

Best International Breakthrough

Best Video

Best Video

Best Song

Best Song

Best International Female

Best International Female

The EP ‘Beautiful Eyes’ was released exclusively in which stores?

Amazon

Amazon

Walmart

Walmart

Target

Target

HMV

HMV

Taylor Swifts fourth album shares its name with which color?

Black

Black

Red

Red

White

White

Blue

Blue

Which of these was a song Taylor Swift played on the Hunger Games soundtrack?

Here and There

Here and There

Safe and Sound

Safe and Sound

Each and Every

Each and Every

Near and Far

Near and Far

Which was the first single released by Taylor Swift in 2006?

Tim McGraw

Tim McGraw

Jessie Jones

Jessie Jones

Bob Dylan

Bob Dylan

Shania Twain

Shania Twain

What position did ‘Teardrops on My Guitar’ reach when it became Taylor swifts first top 20 Billboard hit?

33

33

23

23

13

13

44

44

Who was the first record label to sign Taylor Swift aged 14?

High End

High End

Soft Cell

Soft Cell

Little Machine

Little Machine

Big Machine

Big Machine

Which of these is a real track title from ‘1989’?

Pazaza

Pazaza

Icon

Icon

Fashion

Fashion

Style

Style

How old was Taylor Swift when she first started to play the guitar?

12

12

10

10

14

14

11

11

How many times has Taylor Swift been nominated for a Golden Globe Award?

1

1

Twice

Twice

3

3

0

0

What was the name of the person who taught Taylor Swift how to play guitar?

Hank Cremer

Hank Cremer

Johnny Cremer

Johnny Cremer

Ronnie Cremer

Ronnie Cremer

Reggie Cremer

Reggie Cremer

At which edition of the Grammys did ‘Fearless’ win best album?

82nd

82nd

102nd

102nd

52nd

52nd

32nd

32nd

What date did the 1989 World Tour commence from?

July 19th 2015

July 19th 2015

May 5th 2015

May 5th 2015

May 4th 2015

May 4th 2015

August 17th 2015

August 17th 2015

Which of Taylor Swifts albums ends with ‘Begin Again’?

Speak Now

Speak Now

Red

Red

1989

1989

Fearless

Fearless

Which store was ‘Sounds of the Seasons’ exclusively released into?

Target

Target

Apple

Apple

WalMart

WalMart

Amazon

Amazon

Gary Lightbody of Snow Patrol featured on what Taylor Swift album?

Red

Red

Speak Now

Speak Now

1989

1989

Fearless

Fearless

Which Taylor Swift song contains the line ‘She’s cheer captain and I’m on the bleachers’?

Love Story

Love Story

You Belong With Me

You Belong With Me

Dear John

Dear John

Hey Stephen

Hey Stephen

Which of the following is the title of Taylor’s first album?

Taylor Swift

Taylor Swift

Fearless

Fearless

Red

Red

1989

1989

Which album contains the tracks ‘I Know Places’ and ‘This Love’?

Speak Now

Speak Now

1989

1989

Red

Red

Fearless

Fearless

How much did the 1989 World Tour make at the end of the tour?

$20 million

$20 million

$2 million

$2 million

$100 million

$100 million

$250 million

$250 million

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Not bad

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Find all our questions on this topic in this quiz: 101 Taylor Swift Trivia Questions To Test Even The Die-Hard Swifties

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