Bob DylanFive years ago a group of Popdose writers celebrated Bob Dylan’s 70th birthday with a massive, multi-page post. Each of us chose some of our favorite Dylan songs to write about. Reposting the entire thing would have been a huge undertaking since many of the video and audio links are now outdated.  Today Dylan turns 75, and I have edited just my section of the original post. I present it here in celebration of the occasion. I’ve included videos for all the songs except one, and chosen alternate or live versions when available. Although my list of favorite Dylan songs is ever-changing, five years after first making this particular list, these songs still stand up. What are your favorites? Let me know in the comments section.

Bob Dylan is 75 years old. That statement is at once momentous, and irrelevant. Irrelevant because Dylan has always seemed to stand apart from any mere concept of time. While he has certainly aged physically, he is as alive in the flesh, and in our memories, as he ever has been.

It is hard to think of a public figure who has been the object of as much speculation as Dylan. Some of it was honestly come by, other parts by digging through his trash cans for clues. When it came time for Todd Haynes to make I’m Not There, he had to cast six different actors to play Dylan because although no one really knows who Dylan is, he is everyone.

In a rare posting on his official website, Dylan said “Everybody knows by now that there’s a gazillion books on me either out or coming out in the near future. So I’m encouraging anybody who’s ever met me, heard me or even seen me, to get in on the action and scribble their own book. You never know, somebody might have a great book in them.”

Not Dark Yet (from Time Out of Mind)
Dylan has always stuck his finger in the eye of the idea of mortality, but this time out he’s beginning to embrace the possibility. There’s still a long road ahead, but for the first time he can see the end.

Sweetheart Like You (from Infidels)
While it’s not one of Dylan’s most profound songs, it came along at a time when people were beginning to wonder if he could still make the magic happen. It was the proof that the great storyteller could still weave a vivid tale when he wanted to, and make it accessible enough for MTV.

Senor (Tales of Yankee Power) (from Street Legal)
A scathing look at American adventurism in Latin America. As haunting and powerful a song as any Dylan has ever written.

Ballad In Plain D (from Another Side of Bob Dylan)
Many of Dylan’s early songs were inspired by his muse Suze Rotolo, and this is one of them. Rotolo recalled the era in a wonderful autobiography which was published two years before she died 2011, but for us she’ll always be the girl on the cover of Freewheelin’, and the inspiration for some of Dylan’s greatest songs.

Mr. Tambourine Man (from Bringing It All Back Home)
As far as I’m concerned no one has ever written more beautiful lyrics for a song. It’s a phantasmagoria that is at once completely of its time, and timeless.

Yes, to dance beneath the diamond sky with one hand waving free, silhouetted by the sea, circled by the circus sands, with all memory and fate driven deep beneath the waves, let me forget about today until tomorrow.

Most Like You Go Your Way (And I’ll Go Mine) (from Before the Flood)
No list of Dylan songs would be complete without the inclusion of the Band. I saw this tour in Florida in 1974, and it remains an indelible concert experience. This was the show-opener and finds Dylan and the Band charging out of the gate. Listen to the rage as Dylan practically screams the end of every line. You can almost hear the spit flying. Punk was still a couple of years away, but here’s a template. Sorry, there’s no acceptable version of this on YouTube, but you can find this live track on Spotify and the other streaming services.

If You See Her, Say Hello (from Blood On the Tracks)
The are break-up albums, and then there is the break-up album. Mourning the loss of his beloved Sara, Dylan poured it all out into the grooves of Blood On the Tracks, giving us a rare glimpse into his heart.

Don’t Think Twice It’s Alright (from The Freewheelin’ Bob Dylan)
A song that was covered so often that it almost became a cliche. But a few years ago I returned to the original and I was profoundly moved by the experience. It’s a grand kiss-off to his lover, but one delivered with great love and appropriate sadness.

Just Like A Woman (from Blonde On Blonde)
Speaking of kiss-offs, has there ever been a more devastating middle finger raised in song? The song has critics who accuse Dylan of chauvinism, but put aside the sexual politics, and feel the power of the lyrics. I have a vivid memory of seeing Dylan perform this with George Harrison, Leon Russell, and Ringo Starr at the Concert For Bangladesh.

Boots of Spanish Leather (from The Times They Are A-Changin’)
Another one inspired by Suze Rotolo when she got tired of waiting for a commitment from Dylan and sailed off to spend time in Europe. Call me an incurable romantic, but I don’t think Dylan ever fully got over her.

About the Author

Ken Shane

Ken Shane lives in Narragansett, R.I. He is a freelance writer and far and away the oldest Popdose writer. In fact, he may be the oldest writer, period. He wants you to know that he generally does not share his colleagues' love for the music of the '80s, and he does not forgive them for loving it. (Ken passed away in November 2022. R.I.P. —Ed.)

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