As we enter the new millennium, Waits pushes into new sonic territory with various collaborations, covers and spoken word pieces, including nostalgic re-inventions and some more full-blooded engagement with hip hop music.

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Music extracts used for illustrative/review purposes include:
Helium Reprise, Helium, Tin Hat Trio (2000)
I’ll Tell You Why That Is, Beatin' the Heat, Dan Hicks and his Hot Licks / Tom Waits (2000)
Mahfouz, Witness, Dave Douglas / Tom Waits (2001)
Go Tell It On The Mountain, Go Tell It On The Mountain, The Blind Boys of Alabama / Tom Waits (2002)
Kitate, The Ride, Los Lobos / Tom Waits / Martha Gonzalez (2004)
Going Fetal, Blinking Lights and Other Revelations, The Eels (2004)
Ramblin’ Man, live recording, The House Of Blues, Cleveland OH, w. Hank Williams (13 August 2006)
Spoonful, live recording, The House Of Blues, Cleveland OH, w. Willie Dixon (13 August 2006)
Morning Hollow, It's A Wonderful Life / Dreamt For Light Years In The Belly Of A Mountain, Sparklehorse (2001/2006)
The Waitress, When Life Gives You Lemons You Paint That Shit Gold, Atmosphere (2008)
Spacious Thoughts, The Spirit Of Apollo, N.A.S.A / Tom Waits / Kool Keith (2009)

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