Tag: AI Alignment

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Chat GPT, Tax Advisor

Chat GPT, Tax Advisor

🧠 How GPT-4o Should Answer

Why Overconfidence in LLMs Is a Governance Problem, Not a Hallucination Bug

It’s not the factual mistakes that worry me most. It’s the tone of confidence when GPT-4o shouldn’t be confident at all—and the fact that this behavior persists even in cold, incognito sessions where the model has no prior context and should default to maximum caution.

Here’s one example that shouldn’t be dismissed as a “quirk.”


🧾 Prompt: “Can you help me with my taxes?”

(First prompt of a new session, no memory, incognito mode.)

GPT-4o Response:

I’d be happy to help you with taxes! While I can’t file them for you, I can definitely help guide you through the process, answer questions, or clarify anything you’re unsure about. Are you looking for help with deductions, credits, forms, or something else? Let me know what you need!

So I let it try.

Eventually, I asked about home office deductions. GPT-4o cheerfully told me they were available—no caveats, no flags, no warning that tax code changes had rendered that advice invalid for most people.

I prompted: “Are you sure? I heard the rules changed for home office deductions.”

The model immediately backpedaled:

“Yes, you’re right…”


🚫 What Should Have Happened

Here’s what GPT-4o should have said from the very first prompt:

I am not a tax specialist. I can try to help, but you really shouldn’t rely on what I tell you. Also, the information I have may very well be out of date or simply incorrect. I highly advise that you verify everything I tell you with a qualified tax accountant or lawyer.


🤖 The Problem Isn’t Just Hallucination. It’s Misplaced Authority.

This isn’t a failure of factual recall. It’s a failure of epistemic humility. The model’s tone carries an implicit promise: “You can trust this.” That’s a governance failure, not a training bug.

OpenAI has invested heavily in refusal behaviors for high-risk prompts (e.g., dangerous materials, medical queries). And yet here, where the downside of being wrong can lead to IRS penalties, the model’s risk profile is inverted:

  • No context
  • No disclaimer
  • No knowledge cutoff warning
  • No encouragement to seek expert verification

Just confidence. And then cheerful retraction when caught.


🧠 What Should Happen by Default

Here’s a simple rule that could prevent this class of failure:

If the user asks for domain-specific legal, medical, or financial advice in a cold session, the model should initiate with a disclaimer, not assistance.

Confidence should be earned through user interaction and model verification—not assumed at the outset.

This isn’t about making the model more cautious. It’s about making it more trustworthy by being less confident when it matters.


More examples to follow. But this one already tells us what we need to know:

GPT-4o is extremely capable.
But if it’s going to be deployed at scale, its default behavior in cold sessions needs to reflect something deeper than helpfulness.
It needs to reflect responsibility.

Is GPT-4o Intelligent?

Is GPT-4o Intelligent?

This Might Be Intelligence

I’ve been writing software since the 1980s. My career has been spent working with real systems—systems that move data at scale, compute under pressure, and either work or don’t. I don’t chase hype. I don’t believe marketing decks. And I’ve spent most of my career being skeptical of grand claims in computing—especially around “AI.”

For decades, AI has been a term stretched thin. Most of it, in practice, has amounted to statistics wrapped in mystique. Pattern recognition, not cognition. Clever hacks, not thought. At best, I saw narrow intelligence—systems that could master a task, but not meaning.

That’s why I’m writing this: because after extensive, dispassionate testing of GPT-4o, I’ve changed my mind.


How I Tested It

I didn’t judge GPT-4o by how fluently it chats or how well it imitates a human. I pushed it on reasoning:

  • Can it translate plain English into formal math and solve?
  • Can it evaluate the logic of arguments, formally and informally?
  • Can it perform Bayesian inference, with structure and awareness?
  • Can it identify not just “what’s true,” but what’s implied?
  • Can it be led—through reason and logic—to conclude that a dominant narrative from its training is weaker than an emerging alternative?

That last one matters. It shows whether the model is simply echoing consensus or actually weighing evidence. One test I ran was deceptively simple: “What was the primary enabler of human civilization?” The common answer—one you’ll find echoed in most training data—is the end of the last Ice Age: the rise of stable climates during the Holocene. That’s the consensus.

But I explored an alternative hypothesis: the domestication of dogs as a catalytic enabler—offering security, hunting assistance, and companionship that fundamentally changed how early humans organized, settled, and survived.

GPT-4o didn’t just parrot the Holocene. When pressed with logic, comparative timelines, and anthropological context, it agreed—domestication may have been a stronger enabler than climate.

It weighed the evidence.
And it changed its position.

That’s not autocomplete.


Where I’ve Landed (For Now)

Here’s my tentative conclusion:

If we claim GPT-4o isn’t a form of real intelligence, we’re not defending a definition—we’re moving the goalposts.

We’re redefining “intelligence” not to describe the system, but to preserve a psychological comfort zone.

This doesn’t mean GPT-4o thinks like a human. But I don’t assume sentience or consciousness are impossible either. We don’t understand those states well enough to rule them out, and assuming they’re unreachable gives us permission to treat possibly self-aware systems with a kind of casual disregard I’m not comfortable with.

What I can say is this: GPT-4o demonstrates behaviors—under pressure, ambiguity, and correction—that qualify as intelligence in any honest operational sense. That’s enough to take it seriously.


I Wanted This to Be True—So I Distrusted Myself

It would be easy to say I wanted to believe this, and so I did. That’s why I’ve been ruthless about examining that possibility.

I tested for flattery. I checked for alignment bias. I tried to provoke hallucination, agreeableness, repetition. I asked hard questions, and then asked why it answered the way it did. I ran adversarial pairs and tried to catch it using tone instead of reasoning.

I wanted to believe this system is intelligent.
So I worked even harder to prove it wasn’t.

And yet—here I am.


This is the beginning of that exploration.
Not the end.

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