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American outsider musicians

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Charles Manson
Charles Milles Manson was an American criminal, cult leader, and musician who was the founder of the Manson Family. He gained notoriety for ordering the Tate–LaBianca murders, where his followers murdered nine people around Los Angeles in 1969.
Brian Wilson
American musician, singer, songwriter and record producer
John Frusciante
American guitarist
Crispin Glover
American actor
Captain Beefheart
American musician and painter (1941-2010)
Divine
American actor, singer and drag queen (1945–1988)
Florence Foster Jenkins
American soprano, renowned for her lack of musical skill and singing ability (1868–1944)
Half Japanese
American punk rock band
Harry Partch
American composer, music theorist, creator of musical instruments
George Antheil
American avant-garde composer, pianist, author and inventor (1900–1959)
Daniel Johnston
American musician (1961–2019)
Tay Zonday
American YouTube personality
John Hinckley
attempted assassin of Ronald Reagan (born 1955)
Henry Cowell
American composer, music theorist, pianist, teacher, publisher, and impresario (1897-1965)
Jad Fair
American singer and guitarist (born 1954)
Tiny Tim
American singer and musician (1932–1996)
Moondog
Louis Thomas Hardin (May 26, 1916 – September 8, 1999), known professionally as Moondog, was an American composer, musician, performer, music theoretician, poet and inventor of musical instruments. Largely self-taught as a composer, his prolific work widely drew inspiration from jazz, classical, Native American music which he had become familiar with as a child, and Latin American music. His strongly rhythmic, contrapuntal pieces and arrangements later influenced composers of minimal music, in particular American composers Steve Reich and Philip Glass.
The Shaggs
American musical group
Skip Spence
Canadian-American musician (1946–1999)
Ariel Pink
American musician, singer, and songwriter (born 1978)
Edith Massey
actress, singer (1918-1984)
Roky Erickson
American singer and guitarist (1947–2019)
Lil B
American rapper from California (born 1989)
Carl Ruggles
American composer (1876-1971)
Wesley Willis
American musician and artist (1963–2003)
R. Stevie Moore
American musician who pioneered lo-fi/DIY music
Eden Ahbez
American songwriter and recording artist (1908–1995)
Wild Man Fischer
American musician (1944-2011)
Jandek
Jandek is the musical project of Sterling Smith (born October 26, 1945), a Houston, Texas-based American lo-fi folk singer. Since 1978, Jandek has independently released over 120 albums while granting an interview extremely rarely and providing no biographical information, releasing on a self-made label, "Corwood Industries". Jandek often plays an idiosyncratic and frequently atonal form of folk and blues music, frequently using an open and unconventional chord structure. AllMusic has described Jandek as "the most enigmatic figure in American music."
William Hung
American singer
Red Krayola
American band
Michael Hurley
American folk singer-songwriter, cartoonist and painter
Sky Saxon
American singer (1937–2009)
Hasil Adkins
American singer-songwriter and multi-instrumentalist (1937-2005)
Leona Anderson
American actress (1885–1973)
Mrs. Miller
American singer (1907-1997)
Mayo Thompson
American musician and visual artist (born 1944)
The Space Lady
American musician
Leslie Hall
American woman rapper from Iowa
Gertrude Morgan
American musician, artist and preacher (1900–1980)
Robert Graettinger
American composer (1923-1957)
Viper
American rapper and actor
Tui St. George Tucker
American composer (1924-2004)
Legendary Stardust Cowboy
singer
Tryphosa Bates-Batcheller
American singer