And into the 2000s we go, the first five years….
| 2000 | |
| Eric Clapton | Robbie Robertson |
| Earth, Wind & Fire | Lil Kim |
| Lovin’ Spoonful | John Mellencamp |
| Moonglows | Paul Simon |
| Bonnie Raitt | Melissa Etheridge |
| James Taylor | Paul McCartney |
| 2001 | |
| Aerosmith | Kid Rock |
| Solomon Burke | Mary J. Blige |
| Flamingos | Frankie Valli |
| Michael Jackson | Nsync |
| Queen | Dave Grohl/Taylor Hawkins (Foo Fighters) |
| Paul Simon | Marc Anthony |
| Steely Dan | Moby |
| Ritchie Valens | Ricky Martin |
| 2002 | |
| Isaac Hayes | Alicia Keys |
| Brenda Lee | Jewel |
| Tom Petty and the Heartbreakers | Jakob Dylan |
| Gene Pitney | Darlene Love |
| Ramones | Eddie Vedder |
| Talking Heads | Anthony Kiedis |
| 2003 | |
| AC/DC | Steven Tyler |
| Clash | The Edge / Tom Morello |
| Elvis Costello & the Attractions | Elton John |
| Police | Gwen Stefani |
| Righteous Brothers | Billy Joel |
| 2004 | |
| Jackson Browne | Bruce Springsteen |
| The Dells | Robert Townshend (actor) |
| George Harrison | Tom Petty / Jeff Lynne |
| Prince | Outkast / Alicia Keys |
| Bob Seger | Kid Rock |
| Traffic | Dave Matthews |
| ZZ Top | Keith Richards |
| 2005 | |
| Buddy Guy | Eric Clapton / B.B.King |
| O’Jays | Justin Timberlake |
| Pretenders | Neil Young |
| Percy Sledge | Rod Stewart |
| U2 | Bruce Springsteen |