I have a very eclectic library, as evidenced by the current top 25 list from my Itunes library (currently 1478 songs).
Hide and Seek - Imogen Heap
Kingdom Come - Coldplay
Better Days - Goo Goo Dolls
Carey - Joni Mitchell
Silver Springs - Fleetwood Mac
Angel From Montgomery - John Prine
Ideas Are Like Stars - Mary Chapin Carpenter
Uncle John's Band - Grateful Dead
Come In From The Cold - Joni Mitchell
Grand Central Station - Mary Chapin Carpenter
When It Don't Come Easy - Patty Griffin
The End Of The Innocence - Don Henley
Sky Blue And Black - Jackson Browne
Rain - Patty Griffin
Sometime Around Midnight - The Airborne Toxic Event
End Credits (From "Cast Away")- Alan Silvestri
Devils & Dust- Bruce Springsteen
The Psychic- Crash Test Dummies
Canadian Railroad Trilogy- Gordon Lightfoot
Columbus - Mary Black
Dream Cafe - Greg Brown
Sailing To Philadelphia- Mark Knopfler
On the Turning Away - Pink Floyd
Oh Atlanta - Little Feat
One Voice - The Wailin Jennys
my DID would be 100 songs, easy. And that might not be sufficient.
At home in the PNW and loving it