While Ashford has spent much of her career recording and touring in support of her original music, her appearance in the Broadway musical The Great Comet of 1812 took her a slightly different direction. Lin-Manuel Miranda once suggested that she could sing while he wept into a bucket, and The New York Times said she should have been nominated for a Tony.

She’s released two albums under the moniker Prairie Empire, a solo album of show tunes “run through a David Lynch filter” called Drama Club, and numerous singles. Her new album, Trotter, has been heralded by indie press as, “beguilingly rich”, "Profoundly moving…” and “captivating”. Her music has been featured on MTV’s Catfished, HBO’s Search Party and ABC’s The Rookie.