Marshall McLuhan wrote that television was an appealingly flawed and incomplete “cool” medium, meaning that the fuzzy, grainy images drew the viewer’s subconscious into the picture to fill in the visual gaps. It was this facet of television that would capture the public's imagination and attention.
I don’t know if I buy that completely with respect to television, but I get the general picture. The most compelling visual art is that which leaves some work for the viewer. A gestural drawing is more compelling than a true to life rendering; a silhouette can be more dramatic and compelling than a 3-dimensional form. Part of the genius of art is to convey the image with as little work from the artist as necessary.
Pablo Picasso, after having mastered classical techniques, spent most of his career trying to paint like a caveman. The gaping holes he left in his work are precisely what make his work so compelling. The Cubists stepped sidewise with this idea, depicting primitive forms from multiple angles, inviting the viewer to consider an image from multiple angles in one go.
Great art is as much about what is left out as in. This brings me round to the main subject of this post, the musician Bob Dylan. The only reason I am writing this is for a certain someone in my life who loves music, managed record store years ago, attended hundreds of Indi concerts, but hasn’t listened much to Bob.
So what is there to say about the man’s art? His life and work has been dissected about a thousand different ways and almost every conceivable angle that there is to take has probably been taken. Well, one thing that I may bring to the table is perspective. Born in 1979, Dylan had already had a longer musical career than many musicians by the time I was born into the world. I started listening to music from an early age, my mother’s records mostly. I remember the Dylan-Susie Rotolo Freewheelin' album cover and that is about all; she had a lot of Beatles and Zeppelin albums. I started listening to Bob when I was about 20, but I didn’t quite get it. About 3 or 4 years ago I gave him another spin and for whatever reason, I was older, tastes changed, I don’t know, but I really got it. I mention my age only to point out that I am divorced from the personal context that many of his fans have evaluated him within – hopefully this will make more sense later. I’ve filled in a bit of detail about his life after reading his 2004 autobiography and seeing Scorsese's No Direction Home. I’ll add some of my interpretation of his career arc and some of the songs; I am probably going to be more or less wrong here to varying degrees, sue me.
Part of Dylan’s appeal is his voice, flawed and incomplete as it is. At first, his voice may be a turn off, it's not a gilded instrument, at times it is like a garbage disposal, other times like a broken whistle. But that is part of his appeal, once you get it. Who hasn’t tried something, whether some form of art, school, work, whatever, any goal, and felt insecure about their own abilities to get it done? If only I were stronger, or smarter, or had a steadier hand, more solid voice, skinnier fingers then I could run that marathon, finish this degree, draw a beautiful picture, sing a beautiful song, play the guitar with dexterity, etc. Point being, Dylan is an example of an iron will to success, damn the limitations or what other see as a fatal flaw, of turning that weakness into a strength. But enough about that, here is one man’s primer, a man who is out of time with what many consider Dylan’s golden and silver ages in the 1960s and 1970s, who isn't carrying all the nostalgia and personal baggage from that era.
I’ll break down Dylan’s work into specific eras and add a little color to each one along with Youtube tracks of songs that I particularly enjoy from that time.
The Folk Years
Discs: Bob Dylan, The Freewheelin Bob Dylan, The Times The Are A-Changin’, Another Side of Bob Dylan
Dylan started as a folk singer and from his humble beginning playing coffee houses in Greenwich Village he found himself thrust into the role of leader of the counter-culture, anti-war movement. He felt uncomfortable in this role, which is an understatement.
This era of his career is one of my least favorite, though he did write some powerful songs. His voice is nasally and the music is very folky. I enjoy much of it, but if he had stopped here creatively, I don’t know that I would be listening to his music today.
Many of the songs from this period speak directly to social issues and tell the stories of everyday people. While there are many great songs from this era, I’ll assume that everyone is familiar with songs like A Hard Rain, Masters of War, Blowin in the wind, and The Times are a Changing, so I’ll try to include some lesser heard cuts.
Don’t think twice, it’s all right,
When the Ship Comes in
The power and force of the songs from this era brought acclaim and admiration that Dylan would spend much of his career deliberately undermining. He felt uncomfortable being the leader of any movement, and more importantly, felt intimidated by strangers approaching him at home, breaking into his house, digging through his trash, mobbing him in public, writing nutty articles about him and generally invading his privacy.
Many of his more amusing and contentious interviews for the rest of his career would happen if the interviewer made the mistake of referring to him as a voice of the generation or counter culture icon. He wrote that he began to feel trapped by his fame and what people expected of him, he felt that his first obligation was to himself as an artist and though concerned with injustice, had no love for political movements. He decided to consciously undermine his status with calculated public embarrassments, appearing drunk to accept awards and insulting the hosts, pummeling a journalist who repeatedly rummaged through his trash, and most importantly from an artistic perspective, by taking folk music electric and braving the scorn and hatred of his fans who felt betrayed by his switch. He hinted at this coming change with My Back Pages and It Ain’t Me Babe from Another Side of Bob Dylan, the last album of this era. Back Pages is an expression of uncertainty, of getting older and realizing that you aren’t always as right as you once thought, that some of that idealistic fervor of youth may have been misplaced. This was a slap in the face to the earnest folk protestors. It Ain’t Me Babe is an inverted ballad to a lover, a song about not being able to meet a lovers expectations of flowers and chivalry, which could be read as a rejection of the folkies.
Rock and Roll
Discs: Bringing it All Back Home, Highway 61 Revisited, Blonde on Blonde
This era is one of my favorites. Bringing it all Back Home is the bridge from folk to rock. His voice has come down out of the nose for the most part. There is a great bootleg from this period at the Royal Albert Hall, 1966. Dylan comes out for the first set and plays acoustic to a wildly appreciative audience. The second set, Dylan goes electric. The audience is apoplectic, taunting and jeering him between songs, trying to interrupt the songs with clapping and heckling him. In between one break, someone can be heard yelling at Dylan that he is Judas. Dylan calls him a liar, then someone in the band (Dylan?) tells them to “play it fucking loud”, at which point they rip into Like a Rolling Stone, with Dylan drawing out the lyric, “how does it feeeeeel!”. The point is that he made the break at this time and I think he probably realized that the love of audience and critics was about as deep as the love one has for a jukebox. He was fearless after this, and freed up to explore any musical tangent that tickled his fancy.
He opens Bringing it All Back Home with Subterranean Homesick Blues, a rap song, and runs down the state of youth in short order. On the Road Again ridicules barefoot aesthetics and so called simpler ways of living. It’s Alright Ma (I’m Only Bleeding), Dylan reaffirms scorn for political organizations. It’s All Over Now, Baby Blue, is a goodbye to the past, Dylan goes as far as to call his former supporters stepping stones.
Highway 61 Revisited is the album with one of his biggest hits, Like a Rolling Stone, but I personally feel that there are at least 4 tracks on there that are just as good or better. Here is one of them.
Queen Jane Approximately
From Blonde on Blonde, Visions of Johanna, a wonderfully evocative song about a rambling man pining for a lost lover, making do with whoever is with him. Ghosts of electricity howl in the bones of her face…
Folk-Country –
Discs: John Wesley Harding, Nashville Skyline, Self Portrait, Pat Garrett & Billy the Kid
Dylan has hinted that Self-Portrait was a deliberate effort to tarnish his reputation and the expectations placed upon him. Pat Garret is a soundtrack. The best album of this bunch in my opinion is Nashville Skyline. Harding is a bit slow and folky for my tastes, though one track did inspire Jimi Hendrix to record one of the most definitive Rock & Roll songs of all time. Once again, Dylan's voice changed and took on a twangy, golden tongued quality. This is a recurring pattern, in every one of these eras Dylan’s voice takes on a different quality, he almost inhabits his musical role and changes to meet the sound that he expects from himself.
To Be Alone with You from Nashville Skyline.
Creative
Disks: New Morning, Planet Waves, Blood on the Tracks, The Basement Tapes, Desire, Street Legal
An interesting time in Dylan’s career, his style evolved at this point into a mash-up of influences. I don’t rightly know what to call it other than creative, it’s too electric for folk, too rock for country, to off-beat for rock. New Morning and Blood on the Tracks are my personal favorites. The Basement Tapes is a collection of 100 bootleg recordings; many are too rough and raw for me to listen to. Desire has the well known cut about Hurricane Carter; the White Stripes covered One More Cup of Coffee later and The Dead Weather took New Pony from Street Legal, so I am guessing that Jack White is a big fan of this period.
Day of the Locusts, about Dylan's reluctant acceptance of an honorary degree
The dreamy Isis from Desire, covered by The White Stripes.
And, what the hell, Tangled up in Blue from Blood on the Tracks.
Gospel
Disks: Slow Train Coming, Saved, Shot of Love, Infidels, Empire Burlesque, Knocked out Loaded, Down in the Groove
There are some strong tracks in here, but there is a lot of dreck. Dylan became a born again Christian and decided to make Christian music. I speculate that he became a born again to make Christian music, similarly to how a method actor takes his role as an identity to feel more authentic, as opposed to the other way around. The results were uneven, his voice kicked into high nasal, and it sounds like whoever produced him basically wanted his music to sound like Devo or something. In his biography he describes this period as the bottom of his career creatively.
Groom Still Waiting at the Altar, Knocked out Loaded.
I and I, Infidels (live).
Collaboration in the late 1980s– Travelling Wilburies, Grateful Dead
Dylan teamed with the supergroup Wilburies featuring Dylan, Tom Petty, George Harrison, Jeff Lyne and Roy Orbison, for two albums and released one live album with the Dead. The Dead album is lifeless. In his biography, Dylan wrote that he had lost his way onstage at this time. One day he was rehearsing with Tom Petty, who he was playing with, and lost it. He lied about taking a smoke break and took off, not intending on returning and feeling that it was time to retire from music. He stepped into a bar with a blues singer and something about the way he sung triggered Dylan’s brain. He recalled advice he received in the 1960s about a different way to order music and sing, things I do not understand, and suddenly he felt the doors, long shuddered, thrown open. He returned to the studio with Petty and began playing with these new techniques in mind. This paved the way for his comeback.
Here is Inside Out from the Travelling Wilburies, featuring Dylan on vocals.
A Comeback
Disks: Oh Mercy, Under the Red Sky
Oh Mercy is an utter revelation and the mark of a late career resurgence. The music is unlike just about anything else I’ve heard. It’s bluesy, gravelly, smooth, ambient, tight. Dylan took on the voice of a gravelly blues singer, which I once thought was a result of aging, but on some of the outtakes and bootlegs from this era Dylan sings with a much clearer voice, so who the hell knows. Under the Red Sky is considered a weak effort by critics, I think it is a solid album, but not the equal of Oh Mercy. In his autobiography, Dylan wrote that he was inducted into the hall of fame at this point, which he took to be an insult - the music industry was telling him that he was all but done. (Interestingly, he played Masters of War at the ceremony, on the eve of the first Gulf War.) No telling how much he used this as motivation to resurrect his career.
Here are some tracks from Oh Mercy
Where Teardrops Fall, Oh Mercy
Man in the Long Black Coat, Oh Mercy
Stripped Bare
Disks: Good as I been to You, World Gone Wrong
After a frustrating time in the studio with Oh Mercy and Under the Red Sky, Dylan pared things down and created these two folk albums, producing his own music and stripping the instrumentation down to the bare essentials. I think all of these songs are covers from oldies that he loves.
A cover of the Grateful Dead’s Jack-A-Roe from World Gone Wrong, live here
The haunting Blood in My Eyes from World Gone Wrong.
A Late Period Golden Age
Disks: Time out of Mind, Love and Theft, Modern Times, Together Through Life
The music once again defies my limited ability to define it. It is some parts Indie Rock, country, and the brassy sound of the harmonica is accompanied by an accordion in spots. This is my favorite of his incarnations, and my favorite album from this time is Time Out of Mind. After the acoustic cover albums in the early 1990s, Dylan returned to the studio with a full band and the producer from Oh Mercy (Lanois?) to record original music. His comeback was complete with his grammy winning performance of Love Sick. These albums are the legacy of an artist who may no longer be at the height of his physical powers, but has pushed through stumbling blocks, never became too satisfied with himself or complacent, and has no fear left. I suspect that the music is so unique sounding because few musical artists continue growing for 5-6 decades; most careers don’t last much longer than 10 years. It was hard to winnow down to just a few songs, but the point is to give a taste so I did it.
Cold Irons Bound, Time out of Mind.
The hauntingly mortal Not Dark Yet, Time out of Mind
The sarcastic take on hipster indifference, It’s All Good from Together Through Life (live)

