I was listening to someone condemn fans for using AI—not for commercial exploitation, just for seasonal photo trends. The rage was intense, the judgments absolute. Fans were "disgusting," "lacking ethical compass," deserving of public shame and community exclusion. And I felt confused, then angry, then... something clicked.
We weren't having the same conversation.
She was arguing what creativity should be: human-only, pure, and untainted by automation. I was asking what approach is actually helping: does shaming fans for harmless photo trends strengthen or fracture the coalition? Does attacking symptoms address causes? Once I recognized the mismatch, I could process the interaction differently. Not "why won't she understand my point" but "we're in incompatible conversations." That recognition let me disengage without the emotional hangover.
This is what I call diagnostic thinking: recognizing which failure mode you're in so you can decide whether engagement is possible, whether to reframe the conversation, or whether to walk away with your sanity intact.
The Shift from Combat to Diagnosis
Most heated arguments feel like moral combat: I'm right, you're wrong, if you can't see that then you're stupid or evil. But what if the problem isn't that one person is right and the other wrong? What if you're both right within your own frames, but operating in incompatible conversation modes?
That reframing—from "who's right" to "which failure mode are we in"—changes everything. It moves you from frustrated combatant to curious diagnostician. And diagnosticians don't take things personally; they're looking for patterns.
Here are the four most common failure modes that make productive conversation impossible. Learn to spot them, and you'll save yourself countless hours of frustration.
Failure Mode 1: Means Collapse
The Pattern: When someone believes their righteous ends justify any means.
What It Looks Like:
- "We need to protect artists, so publicly shaming fans for photo trends is justified"
- "Democracy is at stake, so bending election rules is acceptable"
- "We're saving lives, so silencing dissent is necessary"
Why It Fails: When you abandon your principles to defend your principles, you've already lost what made the end worth pursuing. The means are the mission in disguise. You can't build trust through manipulation, can't create justice through injustice, and can't protect freedom by destroying it.
In 12 Angry Men, this plays out beautifully. Several jurors are ready to convict quickly—the end (getting home, avoiding a long trial) justifies the means (not examining evidence carefully). Henry Fonda's character keeps pulling them back: the means (deliberation, careful reasoning) matter because they define what justice actually is.
Research by Linda Skitka on "moral mandates" shows that when people hold values intensely enough, procedural fairness becomes irrelevant. They'll abandon normal ethical constraints because the mission feels so important. But this is precisely when means matter most.
Diagnostic Questions:
- Am I justifying tactics I'd condemn if used by the other side?
- Have I stopped caring about process because I'm certain about outcome?
- Am I treating people as obstacles rather than humans?
What To Do: Name it. "I hear that you're passionate about this end, but these means contradict the very thing you're trying to protect. Can we talk about approaches that don't require abandoning the principles we both claim to value?"
Failure Mode 2: Is/Should Confusion
The Pattern: When people conflate describing reality with prescribing values, talking past each other without realizing they're having different conversations.
What It Looks Like:
- Person A: "People ARE using AI for creative projects" (descriptive)
- Person B: "People SHOULD NOT use AI ever" (prescriptive)
- Both frustrated the other won't engage with their actual point
Why It Fails: You're not disagreeing about facts or values, you're not even in the same conversation. One person describes what exists; the other prescribes what should exist. Neither is wrong in their frame, but the frames are incompatible.
David Hume identified this in 1739 as the "is-ought problem": you cannot logically derive what ought to be from what is. They're different types of claims requiring different types of evidence. Modern research confirms that people routinely conflate descriptive and prescriptive statements in moral reasoning, creating what feels like profound disagreement when it's actually conversational mismatch.
Think about climate discourse: one side argues "we should transform our economy to prevent catastrophe" (prescriptive, future-oriented). The other responds "these are the current economic costs and technological limitations" (descriptive, present-oriented). Both sides frustrated, both thinking the other is missing the obvious point. But they're in different conversations entirely.
Diagnostic Questions:
- Am I describing what IS or prescribing what SHOULD BE?
- Which conversation is the other person in?
- Are we both clear about which type of claim we're making?
What To Do: Clarify explicitly. "I think you're talking about how things should be ideally, and I'm talking about how things actually work right now. Can we pick one conversation first? Because we keep talking past each other."
Failure Mode 3: Bad Faith Assumption
The Pattern: When you assume the worst possible motivations to make dismissal easy.
What It Looks Like:
- "Anyone who believes X is evil/stupid/paid off"
- "She only says that because she's [insert tribal marker]"
- "He doesn't actually care about [issue], he just wants [ulterior motive]"
Why It Fails: You're not engaging with their actual position; you're arguing with your strawman version of it. You've inscribed motivations that make their perspective safely dismissible. But real people are rarely cartoon villains, and when you treat them as such, you guarantee they'll never listen to you.
Research by Dan Kahan on identity-protective cognition shows this is a feature of tribal thinking: we attribute noble motivations to our in-group and malicious ones to the out-group, even when examining identical behaviors. This isn't conscious dishonesty; it's how tribal psychology works. Which means we all do it unless we're actively watching for it.
In Pride & Pejudice, Elizabeth assumes Darcy's every action stems from arrogance and disdain. She's inscribed motivations that make her dislike justified and comfortable. When she learns the actual context of his behavior, her entire worldview shifts—not because the facts changed, but because she stopped assuming bad faith.
The Pattern: We all assume our side has good intentions and the other side has bad ones, even when we're looking at the exact same behavior. Recognizing this pattern is the first step to breaking it.
Diagnostic Questions:
- Am I assuming I know why they believe this?
- Have I asked them to explain, or am I mind-reading?
- Could someone decent and intelligent hold this view for reasons I'm not considering?
- Am I using their presumed motivations to avoid engaging with their argument?
What To Do: Ask genuinely. "I'm trying to understand your actual reasoning here, not what I assume it is. Can you walk me through how you reached this conclusion?" If they're actually in bad faith, this will expose it. If you're wrong about their motivations, you'll learn something.
Failure Mode 4: Symptom Fixation
The Pattern: When you attack visible symptoms instead of underlying causes.
What It Looks Like:
- "Ban this thing that bothers me!" without asking why it exists
- Shaming individual fans for AI photo trends while corporations exploit artists with impunity
- Attacking people who voice unpopular opinions rather than examining why those opinions spread
- Demanding behavior change without addressing incentive structures
Why It Fails: Even if you win, the problem persists in new forms. You've used energy fighting the manifestation while leaving the root cause untouched. Systems thinking research shows that symptom-focused interventions often make problems worse by creating perverse second-order effects.
Public health learned this the hard way: you can't solve addiction by just criminalizing drugs. You need to address the underlying causes—trauma, economic despair, social isolation, lack of opportunity. Attack only the symptom and you get a massive incarceration crisis without solving the addiction problem.
Diagnostic Questions:
- Am I treating the symptom or the disease?
- What's causing this thing I want to ban/shame/eliminate?
- If I "won" this battle, would the underlying problem be solved?
- Am I choosing this target because it's visible or because it's causal?
What To Do: Trace back. "I see why this symptom bothers you. What's causing it to exist? If we addressed that cause, would the symptom still need our attention?" Sometimes symptoms do need immediate treatment while you work on causes. But knowing the difference matters.
How to Use This in Real Time
When you feel that rising frustration—"why can't they see this obvious point?!"—pause and run diagnostics:
Question 1: Which failure mode am I in?
- Am I ready to violate my principles to win? (Means Collapse)
- Am I describing reality while they prescribe ideals, or vice versa? (Is/Should)
- Have I decided they're evil so I don't have to listen? (Bad Faith)
- Am I fighting symptoms while ignoring causes? (Symptom Fixation)
Question 2: Which failure mode are they in? Same questions, different subject.
Question 3: Is productive conversation possible? Sometimes yes, if you can reframe. Sometimes no, and that's valuable information. Knowing when to disengage saves energy for conversations that might actually go somewhere.
Question 4: What would change the dynamic?
- Means Collapse: "Can we talk about approaches that don't require abandoning our stated principles?"
- Is/Should: "Are we talking about what is or what should be? Let's pick one."
- Bad Faith: "I'm genuinely trying to understand your reasoning, not my assumptions about it."
- Symptom Fixation: "What's causing this symptom to exist in the first place?"
The AI Music Example, Revisited
Back to that YouTube video. Running diagnostics:
Means Collapse: Protecting artists (noble end) justifies shaming fans, mispronouncing names as punishment, creating purity tests (means that undermine the end by fracturing the coalition).
Bad Faith Assumption: Using AI for personal photo trends means you're morally deficient, don't care about artists, deserve condemnation. No consideration for: it's a harmless seasonal trend, fans financially support artists, ignorance ≠ malice, degrees of harm matter.
Is/Should Confusion: She's arguing what creativity should be (human-only, pure). I'm asking what approach is actually working (does this strategy strengthen or fracture support?). Different conversations entirely.
Symptom Fixation: Attacking fans for photo trends while the actual causes (corporate exploitation, lack of legal frameworks, economic systems that undervalue creative work) remain untouched.
Once I could name the pattern, the emotional charge dissipated. Not because I agreed with her approach, but because I understood why engagement felt impossible: we were in incompatible conversation modes. That understanding let me disengage cleanly instead of spinning in frustrated circles.
Why This Matters
These failure modes show up everywhere: family dinner arguments, workplace disagreements, political discourse, social media pile-ons, relationship conflicts. Learning to spot them doesn't solve the underlying disagreement, but it tells you whether productive engagement is possible. Sometimes the answer is "not in this conversation, with this framing." That's valuable knowledge.
It also helps you recognize when you're in an echo chamber. If everyone around you exhibits the same failure modes about the same topics—if Bad Faith Assumption is the default stance toward any dissent, if Is/Should confusion prevents engagement with how things actually work—you're in tribal territory. The diagnostic can help you notice.
And crucially: this framework helps you process your own emotional reactions. When you're furious at someone's apparent stupidity, running diagnostics might reveal you're in Is/Should confusion. When you're ready to justify questionable tactics because the cause is righteous, that's Means Collapse. Recognizing the pattern creates choice: you can stay in the mode, or you can try something different.
The goal isn't to win arguments. It's to spend your energy on conversations that might actually go somewhere, and to disengage from the ones that won't without carrying the emotional hangover.
The Real Value: This diagnostic isn't about being right or winning. It's about recognizing when engagement is possible versus when you're just exhausting yourself against incompatible conversation modes.
What's Next
We'll explore these concepts deeper in This Is Not The Whole Story, where they're part of a larger framework for understanding how narratives shape reality and how to make your information diet serve you rather than consume you. The Four Failure Modes are just one tool in a comprehensive system for navigating information chaos.
But you don't need to wait for the book to start using this. Next time you're in a heated conversation that's going nowhere, pause and run diagnostics. Name the pattern. See if reframing helps. If it doesn't, disengage cleanly.
Your sanity will thank you.
Related in This Series:
The Four Failure Modes connect directly to the frameworks in How to Think vs What to Think: Why I Focus on Frameworks, Not Conclusions. Understanding when you're rationalizing versus reasoning is explored in Rationalization vs Rationality: The P-Hacking Problem, and the challenges of maintaining intellectual independence are discussed in Why I Try to Stay Non-Partisan (And Why That's Harder Than It Sounds).