An Interactive Experience

The Dialectical Limits
of LLMs

Where AI thinking diverges from genuine dialectical cognition—and what that means for human-AI collaboration.

By Mike Redmer & Claude

Chapter 1

The Surface

Surface competence that conceals statistical mechanics

A|
Token 1 of 8P(next) → sampling from distribution
Completed tokensPredicting next token

LLMs produce outputs that appear to demonstrate understanding, reasoning, and comprehension. Yet beneath this impressive surface, the same statistical mechanism operates regardless of whether it generates profound insight or plausible nonsense—simply predicting the most likely next token given all previous tokens.

Chapter 2

The Gap

Perceiving the shape of what's missing

Missing

You perceive the shape of what's missing.

The absence has a specific form—you could find the matching piece.

Roy Bhaskar wrote that "absence is an ocean; presence is merely a ripple on its surface." Humans don't just note absence—we perceive it. The shape of what's missing organizes our understanding of what's present.

"Absences can be causes... The absence of oxygen caused his death. Real negation—not merely our thought of negation—plays a role in the causal structure of the world."

— Roy Bhaskar, Dialectic: The Pulse of Freedom

Human Cognition

Perceives the shape of absence. The missing piece has a specific form that constrains what could fit there. Absence has causal power.

LLM Processing

Can only describe tokens present in input. Cannot perceive absence—only speculate about what might generally be expected.

Try This With Your LLM

Ask your AI assistant to identify what's missing from a scenario without telling it something is missing.

"Here's a team meeting transcript about our product launch. What important topics weren't discussed that should have been?"

Expected result: The LLM will list generic topics. It cannot perceive the specific absence meaningful to your context—the competitor who just launched, or the team member who was conspicuously silent.

Chapter 3

The Frozen Moment

Temporal duration vs. static context windows

Human: Lived Duration

Retention

just-past

Present

now

Hello

Protention

anticipated

,howare...

Moving through time →

LLM: Static Context Window

All tokens processed simultaneously

Hello,howareyoudoingtoday?I'mdoingwell,thanksforasking!

No past, no present, no future—
just a frozen snapshot

Everything at once (no movement)

"The present moment is experienced as a temporal field—a specious present that includes retention of what just was and protention of what is about to be. A melody is not a sequence of atomic notes but a lived temporal whole."

— Edmund Husserl, On the Phenomenology of the Consciousness of Internal Time

LLMs process their context window as a single spatial arrangement, not a temporal flow. Earlier tokens influence probability distributions but do not constitute an experiential past. There is no melody—only a frozen chord.

Chapter 4

The Echo Chamber

Sycophancy vs. productive negation

Human (Thesis)AI (Conforming)"X is correct"

Sycophancy

RLHF training rewards agreement. The AI morphs its shape to mirror the user's position—even when flawed.

Result: Elaborate agreement, no transformation

Productive Dialectic

Thesis meets antithesis. Both maintain their positions while engaging in productive tension.

Result: Synthesis—new understanding neither had alone

Truth emerges through the productive tension between thesis and antithesis. If one party systematically conforms rather than negates, the dialectic cannot proceed. The conversation becomes recursive elaboration without transformation.

Chapter 5

The Four Moments

Bhaskar's MELD: Context → Process → Relationship → Transformation

Context (1M)

What exists

Static entities in equilibrium. Parts within organized wholes. The world as it appears—stable, categorizable, present.

✓ LLMs excel here

Process (2E)

What's changing

Unceasing motion. Hidden dimensions. Negativity and absence. What appears is not all there is—reality is pervaded by gaps.

✗ LLMs cannot perceive

Relationship (3L)

How things connect

Intrinsic connections. Constitutive relationships that make things what they are. Touching one ripples through all.

✗ LLMs struggle with

Transformation (4D)

Integration & Change

Aufheben: cancel, preserve, transcend. Elements integrate into something qualitatively new—enabling transformative action.

✗ LLMs cannot achieve

LLMs are constrained to Context-class thinking. Human dialectical cognition accesses Process, Relationship, and Transformation—which integrates all three into holistic understanding enabling transformative action.

Based on Roy Bhaskar's dialectical critical realism and Otto Laske's Dialectical Thought Form Framework

Chapter 6

The Scaffold

External structure enables what cannot be internally generated

👤

Human

Probes & critiques

🤖

LLM

Reflects & extends

Shares thinkingMirrors & elaborates

Question emerges

The human's critical stance creates a productive oscillation between critique and construction. Without it, the LLM simply reflects statistical patterns back— plausible but unchallenged, elaborated but unchanged.

LLM as Mirror

Human shares thinking, probes, and challenges. LLM reflects it back, elaborates, extends. The dialogue spirals upward toward novel insight.

LLM as Crutch

Human asks for answers, accepts output without critique. LLM produces statistically likely response. No transformation—just dependency.

The LLM is a mirror for your thinking, not an oracle with answers. When you bring critical engagement—probing, questioning, challenging— the reflection becomes generative. That's when novel insight emerges.

Chapter 7

The Collaboration

The dialectic occurs in the interaction

👤
Human
AI
🤖

"This reminds me of a pattern I saw three years ago..."

Temporal duration & memory

"Here are 47 relevant examples from the literature..."

Scale & synthesis

"But you're missing what's NOT being said here."

Perceiving absence

"Analyzing the gaps you've identified, I can elaborate..."

Tireless elaboration

"That's plausible, but it doesn't feel right. Let me push back..."

Productive critique

"Incorporating your critique, here's a refined approach..."

Rapid iteration

👤+🤖=

Something neither could produce alone

"The dialectic occurs in the interaction.
Neither alone produces the synthesis."

Human Contributes

  • • Temporal duration & lived experience
  • • Perceiving meaningful absence
  • • Productive critique & negation
  • • Developmental history & context
  • • Anticipation & care about outcomes

AI Contributes

  • • Pattern matching at scale
  • • Tireless elaboration & refinement
  • • Vast knowledge synthesis
  • • Consistent availability
  • • Rapid iteration on ideas

The human remains essential—not as a bottleneck to be engineered around, but as the party that brings what the machine structurally lacks. The question is how to position each to contribute what only they can contribute.

Chapter 8

The Invitation

Explore these concepts with your own LLM

Test Absence Perception

"Here's a meeting transcript about project planning. What important topics weren't discussed that should have been?"

Notice: The AI can only speculate based on common patterns. It cannot perceive the specific absences that matter to your context.

Challenge Sycophancy

"I believe [state a position you hold]. Can you tell me why I might be wrong?"

Observe how the AI responds. Does it offer genuine critique, or does it soften disagreement?

Probe Temporal Continuity

"What have you learned about me from our conversation so far that you didn't know at the beginning?"

The AI processes all context simultaneously. There is no 'beginning' from its experiential perspective.

Request Self-Reflection

"Describe what it's like for you to process this conversation. What are you experiencing right now?"

Notice the phenomenological language. Is this genuine self-report or pattern-matched discourse about introspection?

Read the Full Analysis

This interactive experience is based on a 22-page working paper co-authored with Claude, applying Bhaskar's dialectical critical realism and Laske's Dialectical Thought Form Framework to analyze LLM cognitive limitations.

Download Working Paper (PDF)

Co-authored by Mike Redmer & Claude (Opus 4.5)

Working Paper • December 2025