| Hoe Down | Poco | 2:04 | |
| Country Road - 2019 Remaster | James Taylor | 3:22 | |
| San Francisco | Lukas Nelson and Promise of the Real | 4:41 | |
| Tuscaloosa Women | Stampeders | 2:51 | |
| Country Gal | The Gourds | 4:13 | |
| I Heard That You've Been Laying My Old Lady | Rusty Wier | 5:02 | |
| Caroline | Old Crow Medicine Show | 3:33 | |
| Don't Think Twice It's All Right | Jerry Reed | 2:41 | |
| Boats To Build | Guy Clark | 3:49 | |
| Steel Rail Blues | Gordon Lightfoot | 2:49 | |
| Ripple | Playing For Change, David Crosby, David Hidalgo, Jimmy Buffett | 4:22 | |
| Bears | Lyle Lovett | 3:05 | |
| Mamaloi | The Doobie Brothers | 2:30 | |
| Don't Cry Blue | Jonathan Edwards | 2:44 | |
| Box #10 | Jim Croce | 2:27 | |
| Race Among the Ruins | Gordon Lightfoot | 3:18 | |
| Rita Ballou | Guy Clark | 2:50 | |
| Rise and Fall | The Souther-Hillman-Furay Band | 3:08 | |
| One More Song About Mexico | El Camino | 3:07 | |
| Too Drunk to Meet Jimmy Buffett | Jesse Rice | 3:39 | |
| All That You Dream (with Linda Ronstadt) | Little Feat, Linda Ronstadt | 3:33 | |
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| Anywhere like Heaven - 2019 Remaster | James Taylor | 3:27 | |
| Bob Away My Blues | The Marshall Tucker Band | 2:46 | |
| Peach Pickin' | The Black Lillies | 4:00 | |
| Rapid Roy (The Stock Car Boy) | Jim Croce | 2:46 | |
| A Night On the Beach | Scott Kirby | 4:31 | |
| Private Conversation | Lyle Lovett | 4:32 | |
| Swingin' | Tom Petty and the Heartbreakers | 5:30 | |
| Sunday Morning Sunshine | Harry Chapin | 3:51 | |
| Dead Skunk | Loudon Wainwright III | 3:05 | |
| Train of Glory | Jonathan Edwards | 2:28 | |
| Cynthia - 2012 Remaster | Blue Rodeo | 4:40 | |
| Searchin' for a Rainbow | The Marshall Tucker Band | 3:05 | |
| Spotlight | David Allan Coe | 3:06 | |
| Carolina Day | Livingston Taylor | 3:08 | |
| Door Number Three | Jimmy Buffett | 3:07 | |
| Navajo Rug | Tom Russell | 3:34 | |
| True Fine Love | Steve Miller Band | 2:39 | |
| Fool Me Once | Lukas Nelson and Promise of the Real, Lucius | 3:50 | |
| Grapefruit - Juicy Fruit | Jimmy Buffett | 2:58 | |
| Valley Road | James McMurtry | 4:45 | |
| West Nashville Grand Ballroom Gown | Jimmy Buffett | 2:40 | |
| Mack The Knife | Frank Sinatra, Jimmy Buffett | 4:26 | |
| Girl Downtown | Hayes Carll | 3:27 | |
| Willin' | Linda Ronstadt | 3:02 | |
| Lucky That Way | Joe Walsh | 4:14 | |
| Woman Goin' Crazy On Caroline Street | Jimmy Buffett | 4:10 | |
| Banana Republics | Jimmy Buffett | 5:11 | |
| The Apartment Song | Tom Petty | 2:32 | |