In 2010, Ortega parted ways with Cherrytree Records and signed a new deal with Last Gang Records, which released her Little Red Boots album in the summer of 2011. Little Red Boots earned two Juno Awards and was nominated for the Polaris Prize for Outstanding Canadian Album. In the wake of the album's critical success, Ortega relocated to Nashville, Tennessee and cut the album Cigarettes Truckstops, which also earned positive notices and another Polaris Prize nomination when it was released in October 2012. Cigarettes Truckstops also marked Ortega's first entry on the American country charts, when the album rose to number 71 on the Country Albums survey. The newly prolific Ortega released 2013's Tin Star one year and six days after her previous studio effort and, like Cigarettes Truckstops, it fared well on the U.S. Country Albums chart, peaking at number 56. A digital live EP, The iTunes Session, was released in 2014, and Ortega also won a Canadian Country Music Association award as Best Roots Artist of the Year. She won the same CCMA award in 2015, and that year she also issued Faded Gloryville, which climbed to number 39 on the U.S. country chart, and number 38 on the indie chart. Ortega returned in 2017 with an EP, Til the Goin' Gets Gone.
Following some tour dates, Ortega holed up in a Nashville studio with producer-songwriter Skylar Wilson. Together, they scaled back the boot-stomping modern honky tonk and throwback country she's known for to craft a set of new songs either self-composed or co-written with Aaron Raitiere, Bruce Wallace, Wilson, and John Paul White, and a cover of "Gracias a la Vida" by Chilean composer Violetta Parra, in musical backdrops that reflected her Mexican heritage. Ortega cites Linda Ronstadt's album Canciones de Mi Padre and her mother’s vinyl collection of '70s country songwriters like Dolly Parton and Willie Nelson as major influences on her music. Teaming with the band Steelism, Country Music Hall of Fame harmonica legend Charlie McCoy and a large cast of guest players and singers, she created a three-movement concept album titled Liberty, which explored themes of loss, séances, resurrection, and freedom. Ortega again wrote or co-wrote all 12 songs with Raitiere, Wallace, and White. Preceded by the acclaimed animated video single "Comeback Kid" in February 2018, the album was released in March. ~ Mark Deming, Rovi