Hennessy Carolina began her career in late 2015, posting videos on the Vine app alongside her elder sister, Cardi B.[14] Following Vine's success, she transitioned to television.[15] In 2016, Hennessy appeared as herself on episodes of Love & Hip Hop: Check Yourself, after auditioning for the Love & Hip Hop TV series.[16]
Hennessy appeared on Love & Hip Hop: New York, with a total of 12 episode appearances throughout the show's run from 2016 to 2018. She first appeared as a guest star in Season 6 of Love & Hip Hop: New York, playing herself as Cardi B's friend and confidante.[17][18] She later joined the supporting cast in Season 7, where she acted as a matchmaker for Cardi B and producer Swift Star.[19] At the Season 7 reunion, Hennessy got into a physical altercation with Major Galore while defending her sister.[20] After leaving the show, Hennessy made a one-episode appearance in Season 8.[21] Additionally, she filmed scenes for two more episodes, but they were cut from the main broadcast and released as bonus content on VH1's website.[22]
Hennessy appeared on The Challenge: Champs vs. Stars, a special mini-series of MTV's The Challenge,[23] specifically Season 2, which premiered on April 17, 2018.[24] In an interview, Hennessy admitted that appearing on Champs vs. Stars was intimidating. "To be honest, I was really scared of going on the show because they do a lot,' she said. Although the $150,000 prize goes to a charity of their choice, the competition is complicated by political tensions between The Challenge veterans and celebrity contestants".[25] She withdrew from the competition after multiple confrontations with cast members, citing concerns for her well-being.[26]
In a 2018 interview with Paper Magazine, Hennessy reflected on her and her sister Cardi B's rise to fame. "It's a blessing, but it comes with challenges," she said. "Sometimes you can't express your opinion, and not everyone will agree with you. Overall, it's a blessing."[27] Hennessy walked the runway for Philipp Plein's show in Milan in September 2018.[28] Although she was nervous.[29]
In November 2018, Hennessy collaborated with Boohoo on a limited-edition collection.[30][31] The collection featured sequined dresses, glittery separates, jewel-tone blazers, and strappy heels, all priced under £70 and available in sizes UK 6-24.[32][33] Hennessy appeared on two episodes of the television game show Hip Hop Squares in 2019.[34][35] That same year, in August, she landed a campaign with Moschino.[36][37][38] In a 2019 interview with Galore, Hennessy shared her career aspirations: "I want to dominate the fashion industry and I would eventually like to get into the makeup industry.[39][40] As of October 2024, Hennessy has accumulated over 8 million followers on Instagram.[41][42]
Hennessy Carolina publicly identified as bisexual in an instagram post in 2018.[43][44] She was in a relationship with Michelle "Mel" Diaz from 2017 to 2021.[45]
