Born and raised in Chester Springs, Pennsylvania, Anna first started hosting and performing at open mics when she was seventeen, and quickly started headlining at venues such as the Steel City Coffeehouse in Phoenixville and Seven Stones Cafe in Media. She lived in Portland, Oregon from 2008 to 2014, where she started, hosted, and featured at a monthly variety show called Art Anon at The Waypost. She has shared the stage with Chris Pureka, Amy Correia, and Jonah Luke, and has been featured several times at the Portland Poetry Slam. During her last two years in Portland, she worked as a MusicRx specialist at the Children’s Cancer Association, where she played music with hospitalized kids and teenagers with a variety of medical conditions. She moved back to the East Coast in the fall of 2014 to complete her third album, House on the Sea, with her brother/producer/drummer/bassist Donnie Spackman at Great Time Studios.