1. The Outlaw

"John Wesley Harding" (John Wesley Harding, 1967)
"All Along The Watchtower" (John Wesley Harding, 1967)
"The Ballad of Frankie Lee and Judas Priest" (John Wesley Harding, 1967)
"Knockin' On Heaven's Door" (Pat Garrett and Billy the Kid, 1973)
"Isis" (Desire, 1976)
"One More Cup Of Coffee (Valley Below)" (Desire, 1976)
"Señor (Tales of Yankee Power)" (Street-Legal, 1978)
"Man In The Long Black Coat", (Oh Mercy, 1989)

5. The Protest Singer

"Blowin' In The Wind" (The Freewheelin' Bob Dylan, 1963)
"A Hard Rain's a-Gonna Fall" (The Freewheelin' Bob Dylan, 1963)
"The Times They Are A-Changin'" (The Times They Are A-Changin', 1964)
"With God On Our Side" (The Times They Are A-Changin', 1964)
"Maggie's Farm" (Bringing It All Back Home, 1965)

16. Seeker of Social Justice

"The Lonesome Death of Hattie Carroll" (The Times They Are A-Changin', 1964)
"Hurricane" (Desire, 1976)

23. The Blues Rambler
"Subterranean Homesick Blues" (Bringing It All Back Home, 1965)
"Tombstone Blues" (Highway 61 Revisited, 1965)
"Highway 61 Revisited" (Highway 61 Revisited, 1965)
"Stuck Inside of Mobile With The Memphis Blues Again" (Blonde on Blonde, 1966)

24. The Storyteller

"Tangled up in Blue" (Blood on the Tracks, 1975)
"Lily, Rosemary And The Jack Of Hearts" (Blood on the Tracks, 1975)

33. The Bitcher

"Like A Rolling Stone" (Highway 61 Revisited, 1965)
"Ballad of a Thin Man" (Highway 61 Revisited, 1965)
"Just Like A Woman" (Blonde on Blonde, 1966)
"Most Likely You Go Your Way And I'll Go Mine" (Blonde on Blonde, 1966)
"Idiot Wind" (Blood on the Tracks, 1975)

47. The Lover

"She Belongs To Me" (Bringing It All Back Home, 1965)
"Love Minus Zero/No Limit" (Bringing It All Back Home, 1965)
"Visions of Johanna" (Blonde on Blonde, 1966)

48. The Spurned Lover
"Girl from the North Country" (The Freewheelin' Bob Dylan, 1963)
"Don't Think Twice, It's All Right" (The Freewheelin' Bob Dylan, 1963)
"Boots of Spanish Leather" (The Times They Are A-Changin', 1964)
"It Ain't Me, Babe" (Another Side of Bob Dylan, 1964)
"Simple Twist of Fate" (Blood on the Tracks, 1975)
"If You See Her, Say Hello" (Blood on the Tracks, 1975)

49. The Husband

"Sad-Eyed Lady of the Lowlands" (Blonde on Blonde, 1966)
"You're a Big Girl Now" (Blood on the Tracks, 1975)
"Isis" (Desire, 1976)
"Sara" (Desire, 1976)

50. The Romantic


"I Want You" (Blonde on Blonde, 1966)
"I'll Be Your Baby Tonight" (John Wesley Harding 1967)
"Lay Lady Lay" (Nashville Skyline, 1969)
"If Not For You" (New Morning, 1970)
"You're Gonna Make Me Lonesome When You Go" (Blood on the Tracks, 1975)
"Make You Feel My Love" (Time Out Of Mind, 1997)

99. What?
"All The Tired Horses" (Self Portrait, 1970)
"The Boxer" (Self Portrait, 1970)
"If Dogs Run Free" (New Morning, 1970)
"Froggie Went A Courtin'" (Good as I Been to You, 1992)

115. Meta-Dylan

"I'm Not There (1956)" (The Basement Tapes, 1967)
"Changing of the Guards" (Street-Legal, 1978)
"Not Dark Yet" (Time Out Of Mind, 1997)
"Things Have Changed" (Wonder Boys OST, 2000)
"I Contain Multitudes" (2020)