Skip to content
Back to Essays

Deacon Blues: The Romantic Philosophy of Chosen Failure

Why wanting to be a loser is the most subversive statement on Aja, featuring Pete Christlieb's iconic tenor sax and the art of dignified surrender.

Matt Dennis

“Deacon Blues” is a suicide note written by someone who has no intention of dying. It’s a fantasy of failure so complete, so romantic, that it becomes a form of victory. The narrator doesn’t want success on conventional terms; he wants to fail on his own terms, to become a jazz musician drinking through the night, to die behind the wheel of a expensive car on a road that goes nowhere.

In 1977, when ambition and success were the cultural mandates, this was subversive. It still is.

The Philosophy of the Loser

The song’s central conceit is simple: the narrator observes “winners” and rejects their path entirely. He doesn’t want to be them. He doesn’t envy them. He pities them for not understanding what they’ve traded away.

This isn’t sour grapes. The narrator is articulate, witty, self-aware. He knows exactly what he’s choosing. The fantasy of becoming a jazz musician—of adopting a ridiculous name, of wasting talent on a form that doesn’t pay—is presented as a superior form of existence. The “winners” have security and status. The narrator will have something they can never buy: freedom from their definitions of success.

Fagen delivers these lyrics with a warmth that’s unusual for Steely Dan. There’s none of the cold irony of their more satirical work. The narrator isn’t being mocked; he’s being celebrated. His delusions are the album’s emotional center.

Pete Christlieb’s Sermon

The tenor saxophone solo by Pete Christlieb is one of the defining moments in Steely Dan’s catalog. It enters after the second chorus and takes over the track entirely, wailing with a tone that’s thick, slightly rough, and deeply expressive.

Christlieb was a jazz player—he’d been working with Doc Severinsen’s Tonight Show band and had played with major artists throughout the 1970s. His solo on “Deacon Blues” doesn’t sound like a rock solo. It sounds like a jazz musician who’s been given space to preach.

The tone itself deserves analysis. It’s warm but not smooth. There’s a slight edge to the sound, almost a cry, that perfectly matches the song’s emotional content. The narrator is romanticizing failure; Christlieb’s sax sounds like failure romanticized—beautiful and doomed.

Tom Scott also contributes saxophone work on the track, but Christlieb’s solo is the one that endures. It’s been cited by countless musicians as a reference point for expressive playing.

The Arrangement

“Deacon Blues” is harmonically relentless. The chord progression never quite settles; each change pushes toward the next, creating a sense of forward motion that contradicts the lyrics’ embrace of stasis. You want to go nowhere, but the music keeps moving.

This tension is intentional. The narrator’s fantasy is just that—a fantasy. He’s not actually going to abandon his life. He’s going to keep listening to jazz records in his suburban house, imagining a freedom he’ll never claim. The music knows this even if the narrator doesn’t.

Larry Carlton’s guitar work weaves through the arrangement with characteristic sophistication. The rhythm section locks into a groove that’s steady but never rigid. The production is dense—multiple keyboard layers, horn accents, backing vocals—but the mix keeps everything clear.

The Title

“Deacon Blues” refers to the narrator’s chosen jazz name—the identity he’ll adopt when he finally commits to his fantasy. A “deacon” suggests religious service, devotion to something higher than commerce. “Blues” signals the musical tradition he wants to join.

The name is deliberately pretentious. The narrator knows it’s pretentious. That’s part of the joke and part of the sincerity. He’s choosing a ridiculous name for a ridiculous dream, and he doesn’t care what anyone thinks.

Steely Dan songs often feature characters who are deluded, pathetic, or morally compromised. “Deacon Blues” is unusual in that its narrator is treated with genuine sympathy. His delusion is presented as wisdom. His pretension is presented as vision.

Production Notes

The track went through numerous iterations before reaching its final form. Different drummers were tried. Horn arrangements were written and rewritten. Fagen’s vocal was assembled from multiple takes, each phrase selected for optimal phrasing and emotional weight.

The result is a recording that sounds effortless despite being anything but. The groove feels natural. The dynamics rise and fall with apparent spontaneity. The saxophone solo seems to emerge organically from the arrangement.

This is the Steely Dan paradox: obsessive control in service of apparent looseness. Every “happy accident” was planned. Every “spontaneous” moment was selected from dozens of alternatives.

Legacy

“Deacon Blues” has become something of an anthem for anyone who’s ever felt that mainstream success wasn’t worth pursuing. It validates the choice to opt out, to pursue something personal and difficult rather than something commercial and easy.

The irony is that the song was a commercial success—a top 20 hit, a radio staple, a concert highlight for decades. Becker and Fagen’s fantasy of beautiful failure made them winners by any conventional measure.

Perhaps that’s the final joke. Or perhaps it proves the song’s thesis: authentic commitment to a vision, however uncommercial it seems, eventually finds its audience. The narrator dreams of becoming a jazz legend. Steely Dan actually became one.