Madilyn Bailey

Early Life

Madilyn Bailey Wold, known simply as Madilyn Bailey, was born in Boyceville, Wisconsin, to Greg and Heidi Wold. Growing up in a large family with five siblings, she began her musical journey at the tender age of seven, writing songs and playing instruments. She was an active participant in her high school’s marching band and graduated in 2011. Before pursuing a full-time music career, Bailey worked as a certified nursing assistant.

Career

Madilyn Bailey's career took off shortly before her high school graduation when she began posting cover songs on YouTube, amassing over 100 million views. In 2012, she signed with Keep Your Soul Records and relocated to Los Angeles in 2013. That same year, she toured the U.S. and Canada with Boyce Avenue, describing it as an incredible first experience on the road. Her cover of "Titanium" in 2015 gained significant airplay in France, leading to a recording contract with PlayOn, a Warner Music Group label. This success was followed by her album "Muse Box" and several singles, including a cover of Cher's "Believe". In 2018, she was featured on NBC's Today show, showcasing her original single "Tetris".

Personal Life

In 2014, Madilyn married James Benrud, and they welcomed their first child, a daughter, in November 2023. Despite facing challenges, including a diagnosis of stage 4 endometriosis in 2021 and living with dyslexia, Bailey continues to inspire many through her music and personal story. As of October 2025, she boasts approximately 9.54 million subscribers on YouTube, reflecting her significant impact in the music industry.