| # | Title | Length |
|---|
| 1 | iTunes Originals | 0:06 |
| 2 | Tymps (The Sick in the Head Song) | 4:05 |
| 3 | I Want to Make People Happy | 4:06 |
| 4 | Never Is a Promise | 5:56 |
| 5 | It Didn’t Turn Out How I Expected It to Turn Out | 1:53 |
| 6 | Criminal (iTunes Originals version) | 4:24 |
| 7 | I Can’t Remember How I Got There | 1:24 |
| 8 | Shadowboxer (iTunes Originals version) | 6:18 |
| 9 | A 90 Word Album Title | 2:35 |
| 10 | Fast as You Can (iTunes Originals version) | 4:54 |
| 11 | Your Crowbar, So Far | 1:02 |
| 12 | I Know (iTunes Originals version) | 5:25 |
| 13 | It Was Just a Plastic Bag | 1:54 |
| 14 | Paper Bag | 3:40 |
| 15 | The Making of Extraordinary Machine | 10:31 |
| 16 | O’ Sailor | 5:38 |
| 17 | A Pep Talk to Myself | 2:07 |
| 18 | Extraordinary Machine (iTunes Originals version) | 3:53 |
| 19 | A Bird’s Eye View of All of My Relationships | 1:44 |
| 20 | Get Him Back (iTunes Originals version) | 4:58 |
| 21 | I Just Wanted to Leave | 0:41 |
| 22 | Window | 5:34 |
| 23 | Finding the Key | 2:15 |
| 24 | Better Version of Me | 3:01 |
| 25 | I’m Feeling Hopeful | 1:29 |
| 26 | Waltz (Better Than Fine) | 3:44 |
