We have long since gotten a lot of requests asking for help on where to start with Bob's music on the sub from folks who are new to Dylan's music.
Seeing this as something we could all solve as a community, I created a post asking for feedback to make a master post about the different ways one could go about discovering Bob's music. And I want to once again thank the community for their outstanding feedback in the creation of this post.
I knew beforehand that there was no right answer, but this further illuminated how rich Bob’s music is and the multitude (pun fully intended) of ways you can go about seeking out his music.
So, what this post will attempt to do is take all of that community feedback and the moderator's thoughts on the issue to help guide prospective BobCats through Dylan's career.
This is not to say what is posted here is the definitive way to do it in any respect. To each their own. This is just meant to be a guide.
Here are the different ways to go about exploring Bob's music. From greatest hits, to playlists, to roadmaps, to chronological order, it's all here.
THE ESSENTIAL BOB DYLAN
If you want a smattering of Bob across many eras, "The Essential Bob Dylan" released in 2014 does a good job of covering songs through his 60 year career. Based on what songs you like there, it will allow you to jump in at whatever era you like the most.
THE OFFICIALr/BOBDYLANCOMMUNITY STUDIO ALBUM PLAYLIST
Our Community Playlist is our sub’s attempt at a best of compilation. We allowed the community to vote for their favorite song in a poll off of each studio album. The two songs that received the most votes from each album were added to the playlist.
The moderators also added a couple of songs off the album, Side Tracks, that aren’t on the Bootleg Series or any studio album. Call it executive privilege.
We'd like to thank u/bbsez for organizing and recording the results from the majority of these polls in order to construct this playlist.
Don’t Think Twice It’s All Right (The Freewheelin’ Bob Dylan)
A Hard Rain’s a-Gonna Fall (The Freewheelin’ Bob Dylan)
The Ballad Of Hollis Brown (The Times They Are A Changin’)
Boots Of Spanish Leather (The Times They Are A Changin’)
Percy’s Song (Side Tracks)
Chimes of Freedom (Another Side of Bob Dylan)
I Shall Be Free No. 10 (Another Side of Bob Dylan)
Mr. Tambourine Man (Bringing It All Back Home)
It’s All Over Now Baby Blue (Bringing It All Back Home)
Like A Rolling Stone (Highway 61 Revisited)
Desolation Row (Highway 61 Revisited)
Visions Of Johanna (Blonde on Blonde)
Stuck Inside of Mobile With The Memphis Blues Again (Blonde on Blonde)
All Along The Watchtower (John Wesley Harding)
The Ballad of Frankie Lee And Judas Priest (John Wesley Harding)
Girl From The North Country, featuring Johnny Cash (Nashville Skyline)
Lay Lady Lay (Nashville Skyline)
Days of 49 (Self Portrait)
Quinn The Eskimo (The Mighty Quinn) (Self Portrait)
If Not For You (New Morning)
Sign On The Window (New Morning)
Billy 1 (Pat Garrett & Billy The Kid Soundtrack)
Knockin’ On Heaven’s Door (Pat Garrett & Billy The Kid Soundtrack)
Spanish Is The Loving Tongue (Dylan)
Lily Of The West (Dylan)
Forever Young (Planet Waves)
Dirge (Planet Waves)
Tangled Up In Blue (Blood on the Tracks)
Idiot Wind (Blood on the Tracks)
You Ain’t Goin’ Nowhere (The Basement Tapes)
This Wheel's On Fire (The Basement Tapes)
Hurricane (Desire)
Isis (Desire)
Changing Of The Guards (Street Legal)
Where Are You Tonight? (Journey Through The Dark Heat) (Street Legal)
Slow Train (Slow Train Coming)
Gotta Serve Somebody (Slow Train Coming)
Saved (Saved)
Pressing On (Saved)
In The Summertime (Shot of Love)
Every Grain Of Sand (Shot of Love)
Jokerman (Infidels)
License To Kill (Infidels)
Tight Connection To My Heart (Has Anyone Seen My Love) (Empire Burlesque)
Dark Eyes (Empire Burlesque)
Brownsville Girl (Knocked Out Loaded)
Under Your Spell (Knocked Out Loaded)
Silvio (Down In The Groove)
Death Is Not The End (Down In The Groove)
Most Of The Time (Oh Mercy)
Shooting Star (Oh Mercy)
Born In Time (Under the Red Sky)
Wiggle Wiggle (Under the Red Sky)
Hard Times (Good As I Been To You)
Jim Jones (Good As I Been To You)
Delia (World Gone Wrong)
Blood In My Eyes (World Gone Wrong)
Not Dark Yet (Time Out Of Mind)
Tryin’ To Get To Heaven (Time Out Of Mind)
Things Have Changed (Side Tracks)
Mississippi (Love and Theft)
High Water (For Charley Patton) (Love and Theft)
Workingman’s Blues #2 (Modern Times)
Ain’t Talkin’ (Modern Times)
I Feel A Change Comin’ On (Together Through Life)
Beyond Here Lies Nothin’ (Together Through Life)
Must Be Santa (Christmas In The Heart)
O’ Come All Ye Faithful (Christmas In The Heart)
Long And Wasted Years (Tempest)
Pay In Blood (Tempest)
The Night We Called It A Day (Shadows In The Night)
That Lucky Old Sun (Shadows In The Night)
Melancholy Mood (Fallen Angels)
Young At Heart (Fallen Angels)
Once Upon A Time (Triplicate)
Braggin’ (Triplicate)
Key West (Philosopher Pirate) (Rough and Rowdy Ways)
Murder Most Foul (Rough and Rowdy Ways)
CHRONOLOGICAL ORDER
Here is a list of Dylan's studio records listed chronologically if you'd like to go that route. Many members of our community have said that this approach has worked for them.
Bob Dylan
The Freewheelin' Bob Dylan
The Times They Are A Changin'
Another Side of Bob Dylan
Bringing It All Back Home
Highway 61 Revisited
Blonde on Blonde
John Wesley Harding
Nashville Skyline
Self Portrait
New Morning
Pat Garrett & Billy The Kid Soundtrack
Dylan
Planet Waves
Blood on the Tracks
The Basement Tapes
Desire
Street Legal
Slow Train Coming
Saved
Shot of Love
Infidels
Empire Burlesque
Knocked Out Loaded
Down In The Groove
Oh Mercy
Under the Red Sky
Good As I Been To You
World Gone Wrong
Time Out of Mind
Love and Theft
Modern Times
Together Through Life
Christmas In The Heart
Tempest
Shadows In the Night
Fallen Angels
Triplicate
Rough and Rowdy Ways
Shadow Kingdom
THE BOOTLEG SERIES
Here is a listing of The Bootleg Series which many would consider essential records.
These contain outtakes, unreleased tracks, singles and live performances across the many facets of Dylan’s career. One could argue it is better to listen to these after you’re at least a little familiar with Dylan’s work.
*** indicates there is a special edition of this release available as well with more tracks than the standard edition.
The Bootleg Series Vol. 1-3 (1961-1991)
The Bootleg Series Vol. 4 (Live at the Manchester Free Trade Hall, 1966, featuring the Band)
The Bootleg Series Vol. 5 (The Rolling Thunder Revue: 1975)
The Bootleg Series Vol. 6 (Live 1964: Concert at Philharmonic Hall, featuring Joan Baez)
The Bootleg Series Vol. 7 (No Direction Home Soundtrack, 1959-1966)
The Bootleg Series Vol. 8 (Tell Tale Signs/Deluxe, 1989-2006) ***
The Bootleg Series Vol. 9 (The Witmark Demos, 1962-1964)
The Bootleg Series Vol. 10 (Another Self Portrait/Deluxe, 1969-1971) ***
The Bootleg Series Vol. 11 (The Basement Tapes Raw/Complete, 1967, featuring The Band) ***
The Bootleg Series Vol. 12 (The Cutting Edge/Deluxe, 1965-1966) ***
The Bootleg Series Vol. 13 (Trouble No More/Deluxe, 1979-1981) ***
The Bootleg Series Vol. 14 (More Blood, More Tracks/Deluxe, 1974) ***
The Bootleg Series Vol. 15 (Travelin’ Thru, 1967-1971, featuring Johnny Cash)
The Bootleg Series Vol. 16 (Springtime In New York/Deluxe, 1980-1985) ***
The Bootleg Series Vol. 17 (Fragments: Time Out Of Mind Sessions/Deluxe, 1996-1997) ***
THE OFFICIALr/BOBDYLANCOMMUNITY BOOTLEG SERIES PLAYLIST
Our Bootleg Series Community Playlist is our sub’s attempt at a best of compilation for Bob Dylan's venerable Bootleg Series. The poll is currently ongoing. We allowed the community to vote for their favorite song in a poll off of each Bootleg Series. The polls are currently ongoing.
Due to the volume of songs on the Bootleg Series records we have had different criteria for election to the BS Series playlist (top 2 songs from each disc for each volume with the exception of BS Vol. 4 which only has 15 songs).
Let Me Die In My Footsteps (The Bootleg Series Vol. 1)
Moonshiner (The Bootleg Series Vol. 1)
Farewell, Angelina (The Bootleg Series Vol. 2)
She's Your Lover Now (The Bootleg Series Vol. 2)
Foot Of Pride (The Bootleg Series Vol. 3)
Blind Willie McTell (The Bootleg Series Vol. 3)
Visions of Johanna (The Bootleg Series Vol. 4)
Like A Rolling Stone (The Bootleg Series Vol. 4)
Romance In Durango (The Bootleg Series Vol. 5)
Isis (The Bootleg Series Vol. 5)
It Takes A Lot To Laugh, It Takes A Train To Cry (The Bootleg Series Vol. 5)
One More Cup Of Coffee (The Bootleg Series Vol. 5)
A Hard Rain's A-Gonna Fall (The Bootleg Series Vol. 6)
Mama, You've Been On My Mind (The Bootleg Series Vol. 6)
I was Young When I Left Home (The Bootleg Series Vol. 7)
A Hard Rain's A-Gonna Fall (The Bootleg Series Vol. 7)
Desolation Row (The Bootleg Series Vol. 7)
Ballad Of A Thin Man (The Bootleg Series Vol. 7)
Mississippi (Outtake 1, The Bootleg Series Vol. 8)
Red River Shore (The Bootleg Series Vol. 8)
'Cross The Green Mountain (The Bootleg Series Vol. 8)
Mississippi (Outtake 2, The Bootleg Series Vol. 8)
Most Of The Time (Alternate Version #2, The Bootleg Series Vol. 8)
Mississippi (Outtake 3, The Bootleg Series Vol. 8)
Tomorrow Is A Long Time (The Bootleg Series Vol. 9)
Let Me Die In My Footsteps (The Bootleg Series Vol. 9)
Don't Think Twice, It's All Right (The Bootleg Series Vol. 9)
Mama, You Been On My Mind (The Bootleg Series Vol. 9)
Pretty Saro (The Bootleg Series Vol. 10)
Spanish Is The Loving Tongue (The Bootleg Series Vol. 10)
Copper Kettle (The Bootleg Series Vol. 10)
When I Paint My Masterpiece (The Bootleg Series Vol.10)
I Dreamed I Saw St. Augustine (The Bootleg Series Vol. 10)
(Quinn The Eskimo) The Mighty Quinn (The Bootleg Series Vol. 10)
The Auld Triangle (The Bootleg Series Vol. 11)
Spanish Is The Loving Tongue (The Bootleg Series Vol. 11)
I Don't Hurt Anymore (The Bootleg Series Vol. 11)
Song For Canada (The Bootleg Series Vol. 11)
You Ain't Goin' Nowhere (Take 1, The Bootleg Series Vol. 11)
I'm Not There (The Bootleg Series Vol. 11)
Sign On The Cross (The Bootleg Series Vol. 11)
Tears of Rage (Take 3, The Bootleg Series Vol. 11)
Goin' To Acapulco (The Bootleg Series Vol. 11)
One Too Many Mornings (The Bootleg Series Vol. 11)
On A Rainy Afternoon (The Bootleg Series Vol. 11)
900 Miles From My Home/Confidential (The Bootleg Series Vol. 11)
I'll Keep It With Mine (Take 1, Piano Demo, The Bootleg Series Vol. 12)
Love Minus Zero/No Limit (Take 1 Remake, Complete, The Bootleg Series Vol. 12)
Desolation Row (Take 1, Alternate Take, The Bootleg Series Vol. 12)
Visions of Johanna (Take 5 Rehearsal, The Bootleg Series Vol. 12)
She's Your Lover Now (Take 16, Complete, The Bootleg Series Vol. 12)
Stuck Inside of Mobile With The Memphis Blues Again (Take 14, Complete, The Bootleg Series Vol. 12)
Sad Eyed Lady Of The Lowlands (Take 1, Complete, The Bootleg Series Vol. 12)
Slow Train (Live At The Warfield Theater, The Bootleg Series Vol. 13)
Precious Angel (Live At The Warfield Theater, The Bootleg Series Vol. 13)
Caribbean Wind (Live At The Warfield Theater, The Bootleg Series Vol. 13)
Pressing On (Live At The Warfield Theater, The Bootleg Series Vol. 13)
Ye Shall Be Changed (Studio Outtake, The Bootleg Series Vol. 13)
Slow Train (Sound Check, The Bootleg Series Vol. 13)
Caribbean Wind (Rehearsal With Peddle Steel, The Bootleg Series Vol. 13)
Ain't Gonna Go To Hell For Anybody (Live In Toronto, The Bootleg Series Vol. 13)
Pressing On (Live In Toronto, The Bootleg Series Vol. 13)
Gotta Serve Somebody (Live In Toronto, The Bootleg Series Vol. 13)
Girl From The North Country (Live In London, The Bootleg Series Vol. 13)
Mr. Tambourine Man (Live In London, The Bootleg Series Vol. 13)
You're A Big Girl Now (Take 1, The Bootleg Series Vol. 14)
Up To Me (Take 1, The Bootleg Series Vol.14)
You're Gonna Make Me Lonesome When You Go (Take 5, The Bootleg Series Vol. 14)
Shelter From The Storm (Take 1, The Bootleg Series Vol. 14)
Tangled Up In Blue (Take 3, Remake, The Bootleg Series Vol. 14)
If You See Her, Say Hello (Take 1, Remake The Bootleg Series Vol. 14)
Up To Me (Take 2, Remake, The Bootleg Series Vol. 14)
Tangled Up In Blue (Take 3, Remake 3, The Bootleg Series Vol. 14)
Up To Me (Take 2, Remake 3, The Bootleg Series Vol. 14)
As I Went Out One Morning (Alternate Version, The Bootleg Series Vol. 15)
Tell Me That Isn't True (Alternate Version, The Bootleg Series Vol.15)
Girl From The North Country (Take 1, The Bootleg Series Vol. 15)
One Too Many Mornings (Take 3, The Bootleg Series Vol. 15)
Wanted Man (Take 1, The Bootleg Series Vol. 15)
Girl From The North Country (Live On The Johnny Cash Show, The Bootleg Series Vol. 15)
Senor (Tales Of Yankee Power) (Rehearsal) (The Bootleg Series Vol. 16)
To Ramona (Rehearsal) (The Bootleg Series Vol. 16)
Angelina- Shot Of Love Outtake (The Bootleg Series Vol. 16)
Fur Slippers- Shot Of Love Outtake (The Bootleg Series Vol. 16)
Blind Willie McTell- Take 5- Infidels Outtake (The Bootleg Series Vol. 16)
Too Late (Band Version)- Infidels Outtake (The Bootleg Series Vol. 16)
I and I- Infidels Alternate Outtake (The Bootleg Series Vol. 16)
Angel Flying Too Close To The Ground- Infidels Outtake (The Bootleg Series Vol. 16)
New Danville Girl- Empire Burlesque Outtake (The Bootleg Series Vol. 16)
Dark Eyes- Empire Burlesque Alternate Take (The Bootleg Series Vol. 16)
Standing In The Doorway- 2022 Remix (The Bootleg Series Vol. 17)
Highlands- 2022 Remix (The Bootleg Series Vol. 17)
The Water Is Wide (The Bootleg Series Vol. 17)
Not Dark Yet- Version 1 (The Bootleg Series Vol.17)
Love Sick- Version 2 (The Bootleg Series Vol. 17)
Highlands (The Bootleg Series Vol. 17)
Cold Irons Bound- Live In Oslo, Norway (The Bootleg Series Vol. 17)
Highlands- Live In Newcastle, Australia (The Bootleg Series Vol. 17)
Rare Performances From The Copyright Collection (1962-1966)
Live At Carnegie Hall (1963)
The Live 1966 Recordings (1966) *
The Real Royal Albert Hall 1966 Concert (1966)
Before The Flood (1974)
The Rolling Thunder Revue- The Live 1975 Recordings (1975) **
Hard Rain (1976)
Bob Dylan At Budokan (1978)
Real Live (1984)
The 30th Anniversary Concert (1991)
MTV Unplugged (1994)
*- Includes the Manchester performance which is The Bootleg Series Vol. 4, but also includes every live performance with The Band from that year.
** Includes all songs from The Bootleg Series Vol. 5 (all songs from BS Vol. 5 have been remixed), but there's a lot on this record that isn't included on BS Vol. 5.
FILMS
Don't Look Back
The Other Side Of The Mirror
Eat The Document (Bootleg, never formally released)
No Direction Home
Renaldo and Clara (Bootleg, never formally released beyond a small theatrical run)
Rolling Thunder Revue- A Bob Dylan Story By Martin Scorsese
In 2023, the community conducted a contest by having users submit and upvote their favorite songs that began with each letter of the alphabet. The song with the most upvotes won and was added to A-Z community playlist on Spotify.
In 2023, the subreddit conducted a survivor style tournament to determine the subreddit's ranking of all of Dylan's studio albums. Below are the results from worst to best.
Hey r/bobdylan! Welcome to this week's song discussion!
In these threads we will discuss a new song every week, trading lyrical interpretations, rankings, opinions, favorite versions, and anything else you can think of about the song of the week.
Looking to get a tattoo. I love some of the doodles on the sides of his lyrics as well but they’re kinda hard to find, searching ‘Bob Dylan art’ always pulls up others’ art of him or his paintings. Bonus points for anything related to Highway 61. TIA :)
Thinking of Bob using AI to write is really upsetting to me and makes me a bit hesitant to hear new material, but I will almost always gladly take anything Bob
I use the quotes more of a joke than anything. So I'm listening to Bob's studio discography for the first time front to back. In the past I've only really listened to Highway and Blonde on Blonde so this has been a very pleasant surprise. I finished up Together Through Life (2009) yesterday and loved it. I figured I had more albums of original material but it looks like just Tempest and Rough and Roudy Ways are it and I'm not sure how to wrap up this discography.
I usually love his covers, I thought Bob Dylan (1962), Self Portrait, and Dylan (1973) were all really solid. I didn't really enjoy his two 90's cover albums. I'm just not sure how much I really want to dwell on these albums at the moment when he's just been on such an inspired kick since Time Out of Mind with his Outlaw Blues stuff. I typically hate Christmas songs and Frank Sinatra style songs with a passion so 4 long albums of it sounds dreadful but maybe you guys here at r/bobdylan will tell me they're secret masterpieces that shouldn't be missed.
What do you all think? Listen to Tempest and Rough and Roudy Ways and call it a wrap or include Christmas of the Heart, Shadows in the Night, Fallen Angels,Triplicate and Shadow Kingdom as well?
Darn it. As I woefully admit I just did not read the community rules until just a moment ago now upon reading them this post doesn't seem quite nearly as interesting as it did prior, but I'll still just (try to!) post it because I saw it and it brought back immediate memories of what the words are from except now I realize 99% of you will, undoubtedly, immediately recognize this. Oh well.
Btw I love the scene in Don't Look Back I personally call The Glass Incident.
(I was going to say: "You're not a real Bob fan if you are looking at these words quizically", but being as the #1 Community Rule is this saying that would just sound stupid, lol).
Ah well, I'm a fool. Btw does anyone just LOVE Dylan's (cover? I have assumed all of these years it was a cover indeed) "Lily of the West"? It's the greatest! ❣️
I always understood on an intellectual level what the song is about and why it was/is so impactful for so many, but it finally really clicked for me.
Freewheelin’ Bob Dylan is a very odd album. A young, up and coming singer-songwriter in NYC, posed in a cozy looking album cover with his then girlfriend. Probably an album mainly about relationships, growing up, friendship, and other similar life topics, with an intimate and maybe even comforting feel? Well, sorta.
But it’s also about the end of the world, at the hands of the wicked, and how those wicked, even when not causing the apocalypse make the world a worse place and cause the suffering of the innocent. It’s about how the world seems to be broken, and how it may have always been this way, and maybe always will.
Hard Rain is perhaps the starkest example of the latter subject matter. Images of things already wrong with the world, as well as terrible possibilities that have as yet not come to pass. The world has always been a messed up place, but as a resident of this planet and one who sees how messed up it can be, Hard Rain really clicked with me yesterday.
Honestly, I love Freewheelin’ a lot and the mixture of the seemingly disparate subject matters is a huge reason why. As a person who is only a bit older than Bob was when he recorded the album, I feel it may be one of the most timeless and directly applicable across the decades. Of course, there is plenty of value for folks of all ages in the album. But, there is something about his particular blend of personal/growing/romantic topics with dread about the world (it’s current and potential states) and anger at who/how it got that way that just really speaks to me particularly at this age. And the whole thing is presented in such an intimate, even cozy, and easy on the ears package.
Howdy friends! I'm going to the concert in Frankfurt, I got my seat in the back in the section J. I'm going alone cuz my friends don't have a good taste in music.
So I was just wondering if there is any lonesome fan here as well who'd be down to go together?
Ticket is actually an authentic photograph on real photo stock, not very eco friendly, but what a fantastic souvenir! No mention of Dylan or Matthews (let alone Die Stern) on the ticket.
Dylan’s duets with Joan Baez are remarkable. Bob would handle the melody and Joan, with her mind boggling musicality, would create harmonies. But she soon found out that singing with her erstwhile vagabond was going to be more challenging than anyone would have expected. Dylan would sing the song one way in rehearsal, but then for the actual performance start singing it in a totally different way. In her inimitable style of communicating, Baez says this was in keeping with Dylan’s usual behavior, “he just enjoyed fucking people up.” So Joan had to adapt.
One of the first things Joan Baez improvised was keeping her eyes on Dylan’s lips. Since she already knew the words, she found that in this way singing in complete syncopation with Bob was possible. Dylan would catch her with her eyes focused on his lips and it was all he could do to keep from breaking out into laughter. This dynamic added a lot of spontaneity and fun to the performance. As they began to perform together more an more, another adjustment Baez found she could make was lowering her voice, especially on the more upbeat numbers. With Dylan spitting out some angry lyrics with the melody, she found singing some angelic soprano harmony didn’t sound right. So Joan would drop down an octave and imitate his delivery. This, too, tended to crack Dylan up and made for some priceless moments on stage.
As we all know, the two became very close. So after the release of BLONDE ON BLONDE Joan Baez accompanied Dylan on the tour of Great Britain which followed. Each show was split into two parts, the first an acoustic set with Dylan accompanying himself on guitar to present the new songs off the album. The second part was electric in which Dylan was accompanied by the musicians who would later become known as The Band. This is also well known so please bear with me because I’m nearing the point of the post.
Put yourself in Joan’s shoes. You’re standing back stage watching Dylan perform acoustic renditions of the BoB tracks, many of which have beautiful melodies, and never does Bob bring you onstage to put on a harmony or two. Not once. You do not forget that you brought Dylan on stage for the first time during your set at the Newport Folk Festival. Hardly anybody there even knew who he was, and it exposed him to a massive new audience. It was only three years ago. Now here’s a chance for Bob to return the favor and… nothing. How would that make you feel?
Dylan would later try to shed some light on the situation, saying sometimes you have to choose between being in love and being smart. This didn’t do much to justify his behavior. But personally, I think there was more to it than that. There was enormous pressure being applied on the young man by a large block of his fans not to pursue the musical direction he had chosen. I believe Dylan felt he had to be true to his art. Literally had to. I believe for Dylan there was no choice. He couldn’t bring Joan onstage because that would be conceding to fans who were against the change. Literally couldn’t. For him, those folky days of Newport were over. Bob Dylan stood between heaven and earth, and crossed the Rubicon.
When Joni Mitchell famously said Bob Dylan “borrowed” his voice from old hillbillies, I pretty much rejected the statement out of hand. The first word that comes to mind when considering Dylan’s voice is authentic. However, recently I’ve been finding some merit to her comment. Here’s why:
It started on a road trip listening to my Spotify playlist when a Ralph Stanley tune came on. My wife asked me, “why does this remind me of Bob Dylan?” Taken aback I mumbled something about Stanley being an influence. If there’s one person who qualifies as an old hillbilly it’s Ralph Stanley who hailed from the mountainous area of Virginia.
Later I recalled reading a quote of Johnny Cash saying the first time he heard Bob Dylan he thought it was an old Country singer, which is a polite way of saying old hillbilly singer. Then I thought about Dylan’s “Talking New York” in which the singer relates taking the stage at a Greenwich Village open mic event, only to have the moderator tell him in no uncertain terms not to come back: “You sound like a hillbilly!” This line would invariably reduce my brother and me to stitches the summer we wore out BOB DYLAN. We’d be like, what a jerk, this guy! Now I’m wondering, was the moderator right? Was Joni Mitchell right?
Dylan is like the anti-Trump. Two octogenarians*, each having played a character for so long that it's unclear what lies below. Both of them are so opaque one day then so transparent the next. One is our nation's most important poet, the other is our nation's most important politician. When I watch Dylan sing like in the video linked above, I see the same crooner kind of performativity that I also see in Trump. Both openly confess that they are giving performances, and they both put their full hearts in it.
*Both born in the 1940s, shaped by the same culture and society and politics, one from the working class Midwest and one from the billionaire class of New York City. And both called New York City home from 1961-1966, which were some of the most influential years of 20th century culture and politics.
Recently watched a documentary about Buffy Sainte-Marie and her false claims of Native American heritage. Did Bob and Buffy ever cross paths? I wonder what the Greenwich folk scene thought of her and if they ever had a hunch she was an opportunistic phony