
The organ was an accident and Al Kooper was not an organist.
It is June 1965. Bob Dylan is in a Columbia Records studio in New York, pushing further away from the acoustic folk sound that made him a voice of protest and into something louder, riskier, and electric. His recent album, Bringing It All Back Home, has already signaled that shift. The influence of The Beatles is in the air, and Dylan is not looking back.
Producer Tom Wilson invites Kooper to the session. Kooper shows up with his guitar, even though he is there to observe. As the musicians settle in, one presence changes everything. Mike Bloomfield begins warming up.
Kooper listens.
He hears something different. He hears a level of artistry that causes him to pause. He makes a decision in that moment. He sets the guitar aside. He recognizes that he is not the right voice for that part of the song.
That decision does not end his contribution. It creates space for it.
As the band works through early takes, Kooper hears something else. He hears a part that is not there yet. He notices an organ sitting in the corner with an empty chair beside it. He shares the idea with Wilson. Wilson pushes back and reminds him that he is not an organist.
Kooper does not argue. He does not retreat.
He walks over and plays anyway.
Kooper would later recall, “He just sort of scoffed at me. He did not say no, so I went out there.” He slips into the track, feeling his way through the chords, slightly behind the beat, searching for the right touch.
Wilson notices. Bob Dylan notices more.
Dylan tells him to stay.
Later, Dylan insists that the organ be turned up in the mix.
The song is “Like a Rolling Stone.” It becomes a seismic shift in popular music. It stretches past six minutes. It blends poetry with electric instrumentation. It challenges what a hit song can be. It shows up at Newport and divides a crowd that expected something safer and more familiar.
That organ part, the one played by someone who was not supposed to be there, becomes essential to the song’s identity. It carries emotion. It adds tension. It lifts the track into something timeless.
You cannot imagine the song without it.
This is the leadership riff.
Kooper did not force his way in with the instrument he knew best. He listened first. He stepped back when needed. He paid attention to what the moment required. He trusted the idea that came to him. He acted on it, even when others questioned his credibility to do so.
Leadership asks the same of us.
There are moments when the room is filled with voices that seem stronger, louder, and more accomplished. Those moments can push us to the margins if we let them. Those moments can also invite us to listen more deeply and find where our contribution truly fits.
Kooper’s choice to set aside the guitar was not a failure. It was awareness. It was humility. It was the beginning of something better.
His decision to move to the organ was belief. It was risk. It was action.
That combination changed the song.
Too often, we allow doubt and outside voices to close the door before we ever reach for the handle. We convince ourselves that we are not ready, not qualified, or not invited. We stay seated when the chair is open.
Kooper reminds us to get up and move.
He reminds us that contribution is not always about mastery. It is about awareness, courage, and timing. It is about trusting that what we hear and feel has value.
He reminds us to play on anyway.
In this season, that lesson matters.
There will be rooms where you feel outmatched. There will be moments when someone questions your role before you even begin. There will be ideas that arrive quietly and ask you to take a step that feels uncertain.
Take it.
The work needs your voice, even if it comes through a different instrument than the one you planned to play.
That is how breakthroughs happen.
That is how songs change.
That is how leadership finds its sound.
Postscript
I am grateful to my good friend Max Pizarro for the conversation that sparked this reflection. He encouraged me to spend time with this story and to listen more closely. That nudge led to this piece and to a deeper appreciation of what it means to trust the moment and step into it.
I can already hear this one spinning forward as a future episode of Vinyl Riffs with Sean Gaillard. Stay tuned for that podcast episode to drop soon.