Folk-alternative singer-songwriter Anna May has opened for artists like Kacy Hill, Amythyst Kiah, The Arcadian Wild, People Museum, Jann Klose, Altan, The Michigan Rattlers, Kyran Daniel, Jacob Jolliff, Gold Celeste, Vinyl Williams, and Stella Prince. She has performed at Wildflower! Music and Arts Festival, Treefort Music Festival, the Art of Elan series at San Diego's Central Library, and elsewhere.
She has been a featured guest on NPR's Great American Folk Show, on WKU PBS Lost River Sessions, and was nominated for Best Americana Act at the New England Music Awards in 2024. She was also nominated for best Indie song of 2023 by Indie Boulevard Magazine, and her song The Show was KUTX's song of the day in August 2024.
She released her debut album The Show in 2024. In May 2025, she released a full-length called Elegy,, preceded by singles for "Fireflies and Buffalo" and "The Cliff."