Artist	Song
John Lee Hooker	One Bourbon, One |Scotch, One Beer
David Gray	Babylon
Simon & Garfunkel	America
Allison Krauss	Down to the River to Pray
Otis Redding	Try a Little Tenderness
Beastie Boys	Alive
Tower of Power	What is Hip?
Talking Heads	Psycho Killer
Lauryn Hill	Forgive Them Father
Howlin' Wolf	Smokestack Lightnin'
Fiorello feat. Jude Law and Matt Damon	Tu vuo 'fa l'Americano
R.E.M.	I'll Take the Rain
The Clash	Janie Jones
B.B. King	Everyday I Have the Blues
U2	In a Little While
Radiohead	Everything in its Right Place
Dave Matthews & Tim Reynolds	One Sweet World
Barenaked Ladies	This is Where it Ends
Ben Harper	Sexual Healing
Moby	Run On

Comment:

An extrapolation on my annual top-20 most played list to cover my fifth year of high school (Yes, fifth. Ontario had a Grade 13 for much of the late part of the 20th Century ... 2000-01). Songs ranked lowest to highest in terms of heavy rotation.

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