She was the lead vocalist and songwriter of the pop punk band Hey Monday, with whom she released one studio album and two EPs.

In 2008, she and Gentile founded the pop punk band Hey Monday along with Alex Lipshaw, Michael "Jersey" Moriarty, and Elliot James.

The Christmas EP was released on December 6, 2011, and later that month Hey Monday took an indefinite hiatus on good terms.

In January and February 2012, Pope embarked on her first solo acoustic tour across the east and west coasts of the United States.

[8] She auditioned for season 3 of the singing competition The Voice during the summer and had all four coaches offer her a place on their teams; she ultimately picked country singer Blake Shelton.

She was the only female contestant to advance to the Top 4 round where she performed "Stupid Boy" by country singer-songwriter Sarah Buxton, which also reached number one on iTunes.

[9] In January 2013, Pope signed with country music label Republic Nashville; the lead single of her solo album, "Wasting All These Tears", was released on May 31, 2013.

On July 24, 2016, Pope sang the Star Spangled Banner, the United States national anthem, before the Brickyard 400 NASCAR race at the Indianapolis Motor Speedway.

On October 16, 2016, Pope sang the Star Spangled Banner, the United States national anthem, before the Houston Texans and Colts game.

[13] In December 2022, Pope said that she was stepping away from country music and going back to her roots in pop-punk, and collaborated with Levi Hummon on the song "RSVP".

[17] In February 2024, Pope did an interview with Rolling Stone that expanded on her decision to leave country music and that part of the reason was due to the racist and sexist politics that were associated with the genre.

[19] In January 2010, Pope began dating drummer Rian Dawson, who is a member of the band All Time Low.

I tend to go backwards a little bit and listen to Natalie Imbruglia's Left of the Middle and old Shania, Michelle Branch, Avril, Blink 182…I'm kind of all over the board.