Forget the “Wall of Sound” and the psychedelic light shows for a second. On December 17, 1987, at the Warfield Theatre in San Francisco, something much more intimate—and arguably more impressive—happened. Jerry Garcia and Bob Weir sat down with two acoustic guitars and proved that you don’t need 50,000 watts to blow an audience’s mind.
Their cover of Bob Dylan’s “When I Paint My Masterpiece” isn’t just a performance; it’s a masterclass in musical conversation. This wasn’t two guys playing over each other; it was a decades-old telepathic link finally caught on tape.
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If you’re a guitarist, this video is your textbook. Here’s why this duo worked so well:
Jerry Garcia: The Bluegrass Ghost
Even though he was a rock god, Jerry’s heart was always in the picking circles.
- The “Woody” Attack: Jerry’s acoustic lines are crisp. He isn’t just strumming; he’s “singing” through the strings.
- Liquid Phrasing: Watch how he weaves around the melody. It’s fluid, slightly chromatic, and feels like it’s being made up on the spot (because it mostly was).
Bob Weir: The Rhythmic Puzzle Master
Bobby is the unsung hero here. He doesn’t play standard chords—he plays “shapes” that most guitarists would find confusing.
- The Counter-Punch: While Jerry is soaring, Bobby is playing percussive, jazzy inversions that fill the room.
- The “Snap”: Listen to the way he snaps the strings. It adds a rhythmic drive that replaces the need for a drummer.
Watch: A Masterclass in Intimacy
Video Details:
- Song: When I Paint My Masterpiece (Dylan)
- Venue: The Warfield, San Francisco
- Date: December 17, 1987
- Link: https://www.youtube.com/watch?v=eF6wKT4_n2g
Moments to Watch For (The “Guitar Nerd” Highlights)
- [01:45] The First Solo: Jerry breaks away. This isn’t a show-off solo; it’s a lesson in “playing for the song.” He hits the “sweet” notes that resolve exactly where you want them to.
- [03:10] The Quiet Down: They drop the volume until you can almost hear the dust in the air. This is true collaboration—knowing when to get out of each other’s way.
- The Synergy: Throughout the track, notice how they never look at their hands, but they are constantly looking at each other. That’s where the magic happens.
The Gear Behind the Magic
Back then, the boys were often rocking Alvarez-Yairi or Takamine acoustics. These weren’t fancy boutique guitars; they were workhorses. It goes to show that your “tone” isn’t sitting in a $5,000 preamp—it’s in the callouses on your fingertips and the way you listen to your partner.
The takeaway? Sometimes, “unplugging” is the loudest thing a guitar player can do.

