| 1 | Alligator | reptiles |
| 2 | Althea | conversations |
| 3 | Attics of My Life | the impossible |
| 4 | Bird Song (with Branford Marsalis) | unlikely collaborations |
| 5 | Box of Rain | kindness |
| 6 | Brokedown Palace | adult lullabies |
| 7 | Cassidy | blessings & curses |
| 8 | China Cat Sunflower | surreal songs |
| 9 | Cold, Rain and Snow | stairs, ladders & elevators |
| 10 | Dark Star | super solos |
| 11 | Dire Wolf | steel guitar |
| 12 | The Eleven | numbers |
| 13 | Estimated Prophet | omens & prophecies |
| 14 | Eyes of the World | eureka moments |
| 15 | France | steelpan |
| 16 | Franklin’s Tower | inheritance |
| 17 | Hard to Handle | favourite live versions |
| 18 | He’s Gone | acceptance |
| 19 | Jack Straw | gripping or intriguing narrative |
| 20 | Lazy Lightning | electricity |
| 21 | Loser | ironic songs |
| 22 | Me and My Uncle | outlaws & rebels |
| 23 | Mississippi Half-Step Uptown Toodleoo | arresting opening lines |
| 24 | Morning Dew | indifference |
| 25 | The Music Never Stopped | mood-changing music |
| 26 | New Speedway Boogie | concerts |
| 27 | Playing in the Band | unusual time signatures |
| 28 | Ramble on Rose | similes |
| 29 | Ripple | gifts & giving |
| 30 | Scarlet Begonias | sixth sense |
| 31 | Sing Me Back Home | time travel |
| 32 | St. Stephen | philosophers |
| 33 | Sunrise | paganism |
| 34 | Throwing Stones | nursery rhymes |
| 35 | Touch of Grey | ages |
| 36 | Truckin’ | one word titles |
| 37 | Uncle John’s Band | community |
| 38 | Victim or the Crime | chicken and egg songs |
| 39 | Wharf Rat | redemption |
| 40 | What’s Become of the Baby | psychedelia |