This 18th volume in the award-winning Bootleg Series tells the story of Dylan's emergence and maturation as a songwriter and performer, from Minnesota to the Greenwich Village bohemia in the early 1960s. It includes rare Columbia Records outtakes, recordings made at club dates, in tiny informal gatherings, in friends' apartments, and at jam sessions in long-gone musicians' hangouts. The 4LP Highlights edition features 42 tracks, of which 18 are completely unreleased as well as 9 super-rare cuts.

Disc 1
1. Let the Good Times Roll (Terlinde Music Shop, St. Paul, MN, 1956) - Bob Dylan
2. I Got a New Girl (Informal Recording, Hibbing, MN, 1959) - Bob Dylan
3. Jesus Christ (Informal Recording, Minneapolis, MN, 1960) - Bob Dylan
4. K.C. Moan (Informal Recording, Madison, WI, 1960) - Bob Dylan with Danny Kalb
5. Remember Me (Informal Recording, East Orange, NJ, 1961) - Bob Dylan
6. Railroading On the Great Divide (Gerdes Folk City, NYC, 1961) - Bob Dylan with Jim Kweskin
7. Man of Constant Sorrow ('Bob Dylan' Rehearsal, NYC, 1961) - Bob Dylan
8. He Was a Friend of Mine ('Bob Dylan' Outtake, NYC, 1961) - Bob Dylan
9. Ramblin' Round ('Bob Dylan' Outtake, NYC, 1961) - Bob Dylan
10. Story: East Orange, New Jersey (Party, Minneapolis, MN, 1961) - Bob Dylan
11. Po' Lazarus (Party, Minneapolis, MN, 1961) - Bob Dylan
12. Dink's Song (Party, Minneapolis, MN, 1961) - Bob Dylan
13. I Was Young When I Left Home (Party, Minneapolis, MN, 1961) - Bob Dylan
14. Cocaine (Party, Minneapolis, MN, 1961) - Bob Dylan

Disc 2
1. Talkin' New York (Gerdes Folk City, NYC, 1962) - Bob Dylan
2. Corrina, Corrina (Gerdes Folk City, NYC, 1962) - Bob Dylan
3. (I Heard That) Lonesome Whistle ('Freewheelin'' Outtake, NYC, 1962) - Bob Dylan
4. Rocks and Gravel ('Freewheelin'' Outtake, NYC, 1962) - Bob Dylan
5. Let Me Die in My Footsteps (The Finjan, Montreal, 1962) - Bob Dylan
6. Tomorrow Is a Long Time (Party, Minneapolis, MN, 1962) - Bob Dylan
7. Don't Think Twice, It's All Right (The Gaslight Cafe, NYC, 1962) - Bob Dylan
8. The Cuckoo (The Gaslight Cafe, NYC, 1962) - Bob Dylan
9. The Ballad of the Gliding Swan (BBC-TV, London, 1962) - Bob Dylan
10. John Brown ('Broadside Ballads' Album Version, NYC, 1963) - Bob Dylan
11. Dusty Old Fairgrounds (Town Hall, NYC, 1963) - Bob Dylan

Disc 3
1. House of the Rising Sun (Informal Recording, NYC, 1963) - Bob Dylan
2. Seven Curses ('The Times They Are A-changin'' Outtake, NYC, 1963) - Bob Dylan
3. Masters of War ('Freewheelin'' Alternate Take, NYC, 1963) - Bob Dylan
4. Girl from the North Country ('Freewheelin'' Alternate Take, NYC, 1963) - Bob Dylan
5. Liverpool Gal (Party, Minneapolis, MN, 1963) - Bob Dylan
6. Boots of Spanish Leather ('The Times They Are A-changin'' Outtake, NYC, 1963) - Bob Dylan
7. Moonshiner ('The Times They Are A-changin'' Outtake, NYC, 1963) - Bob Dylan
8. The Lonesome Death of Hattie Carroll (Party, Los Angeles, 1963) - Bob Dylan
9. The Times They Are A-changin' (Informal Recording, Los Angeles, 1963) - Bob Dylan

Disc 4
1. Who Killed Davey Moore? (Carnegie Hall, NYC, 1963) - Bob Dylan
2. Lay Down Your Weary Tune (Carnegie Hall, NYC, 1963) - Bob Dylan
3. Blowin' in the Wind (Carnegie Hall, NYC, 1963) - Bob Dylan
4. North Country Blues (Carnegie Hall, NYC, 1963) - Bob Dylan
5. A Hard Rain's A-gonna Fall (Carnegie Hall, NYC, 1963) - Bob Dylan
6. Talkin' World War III Blues (Carnegie Hall, NYC, 1963) - Bob Dylan
7. Only a Pawn in Their Game (Carnegie Hall, NYC, 1963) - Bob Dylan
8. When the Ship Comes In (Carnegie Hall, NYC, 1963) - Bob Dylan