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In 2018, Boots released her second full length record called Don't Talk About It on Bloodshot Records. She wrote one song, which is sung a cappella, called "I Am a Woman" with Nashville-based musician Nikki Lane. The record was produced by Beau Bedford and The Texas Gentlemen were the session band and was recorded in Dallas at Modern Electric Sound Recorders.

In 2016, Boots played at the Americana Music Association's AmericanaFest, where she signed a distribution deal with Bloodshot Records. She returned to AmericanaFest 2017 as part of the Bloodshot Records annual showcase.

In 2016, Boots relocated to the United States, and now lives in Nashville.

In 2015, Boots released her first record, Solitude, on Lost Highway Records Australia, an imprint of Universal Music Australia. Boots collaborated with many musicians on her debut record. She co-wrote two songs, "Middle of Nowhere" and "No Stranger" with Vikki Thorn from The Waifs, the title track, "Solitude," with Davey Lane from You Am I. Alt-country musician Jordie Lane provided vocals on the duet "Lovin’ in The Fall," and Bill Chambers appears on the song, "Walk Away." The record was recorded in Sydney, Melbourne, Perth, Spain and Utah. Boots began writing the songs in 2012, then recorded the record in 2013, and then mixed it in 2014. The record received overall positive reviews.

Boots studied Basic Music Industry Skills at TAFE WA North Metropolitan, where she received a Diploma of Music Business. In 2014, she also completed The Seed Fund's Management Workshop.

Rebecca Louise "Bex" Chilcott, known professionally as Ruby Boots, (born October 20, 1981) is an Australian singer-songwriter who sings country and americana music.