Greg Greenway was a promising high school and college basketball player when he became aware of the racial injustices experienced by his Black teammates. The experience inspired Greenway to write his first songs. In the more than two decades since, Greenway has continued to use his songwriting as a vehicle for sharing his humanistic views. On his 1992 debut album, A Road Worth Walking Down, Greenway sang of freedom during "Free At Last," inspired by the imprisonment of Nelson Mandela, and the title track. On his second album, Singing for the Landlord, released in 1995, he sang of Native American rights ("Ghost Dance"), the horror of a drive-by shooting ("She's Just Gone") and the depression of poverty ("Crack in the Wall").