Madilyn Bailey (born Madilyn Wold; 2 September 1992) is an American singer and songwriter. She has released various albums containing covers of songs and one EP of original material entitled Wiser, released in July 2016. Bailey has toured internationally together with other YouTube performers.
She was born in Boyceville, Wisconsin, to Greg Wold, who works for an advertising firm, and Heidi Wold; she has five siblings. She has English and Irish ancestry. Bailey began to play music and write songs at the age of seven. She played in the marching band of Boyceville High School and graduated in 2011. Before becoming an artist, Bailey worked as a certified nursing assistant. She is dyslexic. She began her career shortly before graduating, by covering popular songs and posting them on YouTube, which gathered over 100 million views. In 2012, Bailey joined Keep Your Soul Records to assist with the production of her material and moved to Los Angeles in 2013.