The Wooldridge Brothers have attracted enough attention with their brand of country/Americana since the early '90s to earn national airplay and have several of their songs featured in films and TV shows. Yet, the Wisconsin-based duo has never truly broken into the national mainstream.
Scott Wooldridge writes most of the songs, sings lead vocals, and plays keyboards, acoustic guitars, and drums. Brian Wooldridge plays electric and acoustic guitars, bass guitar, and sings backup vocals. They left their home state of Indiana in the late '80s to settle in Milwaukee. There, they released three albums with the band the Squares, for which the brothers contributed most of the songwriting. In 1991, they started working on their own as a side project, and when the Squares broke up a short time later, that became their main focus.
The brothers' first work under the Wooldridge Brothers name was a cassette-only release. It drew enough attention to get them invited to several music festivals.