Simeon Holloway was born in Gary, Indiana on December 15, 1920. He worked at a steel mill, and then enlisted in the US Navy at the outbreak of World War II. During his time in the Navy, he was chosen for the Navy's first allblack band, the B-1s, the existence of which was denied for decades. Forty years later the members would receive honorary music degrees. After the Navy, he was an actor in Los Angeles, California from the 1970s to 1985. He moved to Las Vegas, Nevada in 1985 and has been a successful investor in Las Vegas residential properties.