Wayne made her debut as a member of the
country trio
Stealing Angels in 2007. The band was founded when Wayne, Caroline Cutbirth, and Tayla Lynn, were recruited for a reality television series titled
All in the Genes, which would focus on the ups and downs of the descendants of famous relatives; Wayne is
John Wayne's granddaughter, Cutbirth is a descendant of
Daniel Boone, and Tayla Lynn is the granddaughter of
Loretta Lynn. Wayne was a
tennis player in her childhood, and was signed to a label founded by
Merv Griffin, but this deal was canceled after Griffin's 2007 death. She met Cutbirth in
Nashville, Tennessee, in 2007, and the two later met Lynn when the three were asked to participate in a
reality television series focusing on the three girls' ancestry. Although the show was never produced, the three began performing together and named themselves Stealing Angels. and reached a peak of number 48 on the chart. Their second single, "Paper Heart", was released in May 2011 and reached a peak of number 59 after two weeks on the chart. "Little Blue Sky" was released as their third single in November 2011, though it failed to chart. In a cast interview in 2012, both Wayne and Cutbirth confirmed that the band had parted ways. Wayne and Cutbirth returned for the twenty-fourth season of
The Amazing Race,
The Amazing Race: All-Stars, which was filmed between November 16, 2013 and December 6, 2013, and was broadcast between February 23, 2014 and May 18, 2014. Wayne and Cutbirth finished as the runners-up. Wayne made her debut as an actress with the role of Amy in the
Christian drama film Like a Country Song, starring
Billy Ray Cyrus and
Jennifer Taylor. The film was released on September 9, 2014. Wayne and
Eric Paslay co-wrote Paslay's top 20 hit "
She Don't Love You". The song was released on October 13, 2014. Wayne has been a member of the country music group
Runaway June since the group's debut in 2015. Under the original lineup, she was the high harmony vocalist and
guitar player, Naomi Cooke was the lead vocalist, and Hannah Mulholland was the low harmony vocalist and
mandolin player. The three met in Nashville and wrote their debut single "Lipstick" with assistance from
Rebecca Lynn Howard, Caroline Hobby (a former member of Stealing Angels), and Elisha Hoffman. The song was released in 2016 via
Broken Bow Records' Wheelhouse Records imprint. They released their self-titled debut
EP in September 2018, which featured the singles "Wild West" and "
But My Own Drinks". The group was a supporting act for
Carrie Underwood on her
Cry Pretty Tour 360, which ran from May 1, 2019 to October 31, 2019, alongside
Maddie & Tae. On May 23, 2019, the group announced their debut album
Blue Roses, which was released on June 28, 2019. "Buy My Own Drinks", which served as the lead-off single, is included on the album alongside three other songs from their previous EP release. The album debuted at No. 36 on the Top Country Albums chart, and No. 2 on the Heatseekers Album chart. After "Buy My Own Drinks", the band also charted two more singles from the album, "Head over Heels" and "We Were Rich". On May 14, 2019, Mulholland announced that she was leaving the group. The next day, the other two members confirmed that she was replaced by Natalie Stovall, the former lead singer of
Natalie Stovall and the Drive, who also plays the
fiddle for the group. This was followed in February 2022 by Cooke's departure from the band. Cooke was replaced by Stevie Woodward two months later. In 2023, Runaway June signed with Quartz Hill Records and released "Make Me Wanna Smoke" as their first single under the new label. Wayne co-wrote
Keith Urban's hit "
Wild Hearts", with Brad Tursi,
Eric Paslay and Urban. The song was released on August 19, 2021. She is also credited as backing vocals. Wayne co-founded the American Paint Hat Co., a company that specializes in custom-designed cowboy hats, in December 2021, alongside Tyler Minor, Tara Joseph and Sydni Joseph. Wayne appeared on The John Wayne Gritcast
podcast series, where she was interviewed by her
maternal uncle,
Ethan Wayne. The episode, "Episode 18 – Jennifer Wayne", was released on February 3, 2022. Wayne and Cutbirth appeared as clue givers during the finale episode in the thirty-fourth season of
The Amazing Race. The episode, "The Only Leg That Matters", was broadcast on December 7, 2022. Wayne appeared on The Design Network's 2023 reality television series
Flip U with Brad Rempel. == Personal life ==