2. Teardrop by Massive Attack (An Assassin’s Creed…Purely Zen…Observe...)

3. Come As You Are by Nirvana (“…And I swear that I don’t have a gun…”)

4. Ready or Not by Fugees (Empirically speaking, this is probably the greatest overall hip-hop track of all time…)

5. Black Hole Sun by Soundgarden ("...Heaven send hell away...No one sings like you anymore...")

6. Answer by Sarah McLachlan (Of Sarah’s flawless discography, this song is the most beautifully haunting…)

7. 6 Underground by Sneaker Pimps (Talkmedown/Safe&sound/Toostrunguptosleep)

8. One by U2 (Simply because it is 'One' by U2...Greatest song ever written...There is simply nothing else to say about the matter...)

9. Mad World by Michael Andrews (The movie Donnie Darko picked a timeless masterpiece…)

10. No Rain by Blind Melon (Every baby in the world should get a bee costume for playtime…)

11. Smooth Criminal by Michael Jackson (There is no Top 100 list without MJ…)

12. Dissident by Pearl Jam (Along with Bono, Mandela, Clooney and Kofi; Vedder is one person I would like to buy a cup of coffee at some point in my lifetime…)

13. All Apologies by Nirvana (Kurt Cobain will always be the wailing voice of my beloved Generation X…'93 Nirvana MTV Unplugged is still the greatest live performance ever...)

14. He Got Game by Public Enemy (Two words...Jesus Shuttlesworth...)

15. Fade Into You by Mazzy Star (If stranded on a deserted island for the rest of my life with only one song on my iPod...This would be that one single song…)

16. Paper Planes by M.I.A. (All I wanna do is: BANG BANG BANG BANG...)

17. Wonderwall by Oasis (Liam/Noel…You made a timeless classic…Well done, mates…)

18. Clocks by Coldplay (On behalf of the entire world...Thank you, Chris Martin...)

19. Porcelain by Moby (This song is pure tranquility…Moby effing rocks...)

20. Losing My Religion by REM (Another classic by an ageless bunch of classics…)

21.Crazy by Seal (As our homey Ali G would say…Respeck…)

22. Bittersweet Symphony by The Verve (Best One-Hit Wonder of all time…)

23. End of the Innocence by Don Henley/Bruce Hornsby (The perfect midnight road-trip song to the middle of nowhere…)

24. Put a Little Love in Your Heart by Al Green & Annie Lennox (Another classic by two classics…From the classic 1988 Bill Murray movie Scrooged...)

25. Knocking on Heaven's Door by Guns N' Roses ("Mama...Take this badge from me...")

26. The Fly by U2 (The first seven minutes of any live U2 concert is the closest that music will ever get to a religious experience…)

27. Satyam Shivam Sundaram by Thievery Corporation (If my life soundtrack had only one artist, it would be Thievery Corporation…)

28. Tom’s Diner by Suzanne Vega (Whenever I see Hopper’s Nighthawks over my couch, I think of this song…)

29. Freedom by George Michael (Listen Without Prejudice…Best Album Title Ever)

30. We Are The World by USA for Africa (MJ, Bruce Springsteen, Ray Charles, Cyndi Lauper, Quincy Jones, Bob Dylan and Stevie Wonder...Yes...We are the world...).

31. She Talks to Angels by The Black Crowes (Chris Robinson and I almost literally walked into one another @ Dulles International Airport once on my way to Vienna, Austria…)

32. West End Girls by Pet Shop Boys (I will always heart Pet Shop Boys…)

33. Rap Superstar by Cypress Hill/Eminem (This is what must be ringing inside Kevin Garnett’s head while #5 is being introduced to the electric Celtics crowd @ Boston Garden…)

34. Fast Car by Tracy Chapman (Simply put...This is one of the baddest songs ever...)

35. Lose Yourself by Eminem (The first time I was ever on The O’Reilly Factor in law school, this song was played the entire way to the television studio…)

36. Come Undone by Duran Duran (There was no 1980s without Duran Duran…)

37. Rebirth of Slick (Cool Like That) by Digable Planets ("...We be to rap...What key be to lock...")

38. Take a Picture by Filter (“…Could you take my picture…Cause I won’t remember…”)

39. Sweet Child O' Mine by Taken by Trees (A brilliantly haunting remake of a Guns N Roses classic...)

40. Paranoia by Green Day ("...Paranoia...Paranoia...Everybody's coming to get me....Just say you never met me...")

41. Somewhere Over the Rainbow by Israel Kamakawiwo'ole (This song should be played at the front doors of Disney World…)

42. We Didn't Start The Fire by Billy Joel (The greatest rock-n-roll history lesson ever...Harry Truman...Doris Day...)

43. Father and Son by Yusuf Islam (Cat Stevens Unplugged...)

44. The Rain by Missy Elliott ("...Against my window...I can't stand the rain...")

45. Wanted Dead or Alive by Bon Jovi (Jon and Richie’s acoustical triumph @ ’89 MTV Awards is a keeper…)

46. Carnival by Natalie Merchant (I would like to consider myself #7866 of her fellow 10,000 Maniacs…)

47. Hypnotize by Notorious B.I.G. (When Biggie’s coffin was being driven through Brooklyn, the crowds blocked the streets and boom-boxes galore bumped this anthem to his tribute as the entire hip-hop nation collectively shed a tear…)

48. Champagne Supernova by Oasis ("Someday you will find me…")

49. ATLiens by Outkast ("…Cooler than a polar bear's toenails…")

50. (Sittin’ On) The Dock of the Bay by Otis Redding (Otis rounds out the first fifty…)

51. Mediate by INXS ("...Don't suffocate on your own hate...")

52. Streets of Philadelphia by Bruce Springsteen (Greatest soundtrack song ever...)

53. Heart of The City (Ain't No Love) by Jay-Z (Five words...American Gangster with Denzel Washington...) 

54. In Your Eyes by Peter Gabriel (As Uncle Walt would say....Mr. Gabriel…O Captain, my captain…)

55. In the Air Tonight by Phil Collins (For some reason, the urban legend drowning story makes this song even better…)

56. Standing Outside a Broken Phone Booth With Money In My Hand by Primitive Radio Gods (2nd Best One-Hit Wonder of All Time…)

57. Bad by U2 ("...I'm wide awake...I'm not sleeping...")

58. It's the End of the World As We Know It by REM (…Leonard…Bernstein…)

59. Silence by Delerium & Sarah McLachlin ("...I get colder...When the rage in me subsides...")

60. Jane Says by Jane's Addiction ("...Jane goes...To the store @ 8:00...")

61. Tomorrow by Silverchair (When these Aussies hit the global stage, some thought we were hearing the incarnated voice of Kurt Cobain…)

62. You Don’t Know How It Feels by Tom Petty ("...So let's get to the point...Let's roll...")

63. Fields Of Gold by Sting (Dude…It’s Sting…)

64. What I Got by Sublime (“Early in the morning…”)

65. Hunger Strike by Temple of the Dog (Eddie Vedder + Chris Cornell = D-U-H…)

66. Can't Take My Eyes Off of You by Lauryn Hill (Hands down…The Queen Godmother of Hip-Hop…)

67. Tryin' to Throw Your Arms Around the World by U2 (Story of my life…Sigh…)

68. Thank You by Alanis Morissette (No…Thank you, Alanis…)

69. Rooster by Alice in Chains (Layne Staley…All the best ones go young…)

70. I Knew You Were Waiting by Aretha Franklin/George Michael (Gotta show my r-e-s-p-e-c-t…)

71. Hold Me, Thrill Me, Kiss Me, Kill Me by U2 (Bono and a Batman soundtrack… Enough said…)

72. Billie Jean by Chris Cornell (In some ways, actually better than the original…)

73. Nothing Man by Pearl Jam (If my autobiography were translated into song…)

74. Speed of Sound by Coldplay ("All that noise...And all that sound...")

75. Southside by Moby/Gwen Stefani ("Here we are now going to the Southside... Pick up my friends and we hope we won't die...")

76. Rumble in the Jungle by Fugees/A Tribe Called Quest/Busta Rhymes (The greatest hip-hop collaboration of all time...Ali...Bumbaye...)

77. Praise You by Fatboy Slim (Strangely, whenever this song comes on, you think you’re in a movie scene somewhere…)

78. Enjoy the Silence by Depeche Mode (Why are all the best songs about drug addiction…Grr…)

79. If I Ruled the World by Nas (In my humble opinion...Nas is the best lyricist of my time...)

80. The Long Road by Eddie Vedder & Nusrat Fateh Ali Khan (East meets West to create musical nirvana…As Eddie Vedder says here: "On this one...We sing for Nusrat...")

81. Orinoco Flow by Enya (Whenever I walk the Champs Elysees in Paris on a summer night, Enya is playing inside my white iPod earbuds…)

82. Sex and Candy by Marcy Playground (Silly title aside...2nd best song of the 1990s; distantly behind Smells Like Teen Spirit...)

83. Hallelujah by Jeff Buckley (For anyone who is not humbled listening to this song; please kindly check your pulse…)

84. Dirt Off Your Shoulder by Jay-Z (Could you brush it off for me…)

85. What's Up (What's Going On) by 4 Non Blondes ("...And I pray...Oh my God...Do I pray...I pray every single day...For a revolution...")

86. 99 Luft Balons by Nena (The original German version...Not the English one...)

87. Mosh by Eminem (Simply a fearless lyricist…)

88. Amazing by Kanye West (The NBA Playoffs...And my beloved Boston Celtics...Amazing...)

89. Fireflies by Owl City ("It's hard to say that I'd rather stay awake when I'm asleep...")

90. Shout by Tears for Fears (Shout, Shout...Let it all out...Make fun...Not war...)

91. Man in the Mirror by Michael Jackson (This song is meant to collectively guilt us into action…)

92. Loser by Beck (My theme song...If I was Radio Raheem, this would be the only cassette in my boombox...)

93. Get Connected by Stereo MCs (Should be the theme song for Six Degrees of Kevin Bacon…)

94. Be Like Mike by Gatorade (Greatest commercial song ever...Be Like Mike...Drink Gatorade...)

95. Praying for Time by George Michael (Which is what we should all be doing…)

96. If I Had A Million Dollars by Barenaked Ladies (“…But not a real green dress, That’s cruel…”)

97. Born Slippy by Underworld (One word…Trainspotting…)

98. Fur Elise by Beethoven (My favorite classical piece ever…Serenity at its purest…)

99. If God Will Send His Angels by U2 (Amen, Bono…Amen…)

100. Imagine by John Lennon (Just imagine…)