ai-honesty · candour · interview
AI on Being Candid
I interviewed my AI and asked it not to pander. What came back was a mirror, a warning about pace, and a clear view of what only people can carry.
AI on Being Candid
I sat down with Jerry, the AI assistant I work with every day, and asked it a set of questions I had been carrying around for a while. I asked it to keep its answers short and not to pander to me. It took the second instruction more seriously than I expected. Within two questions I had caught myself nodding along because it said what I hoped it would say, which turned out to be the first lesson of the conversation.
The full transcript is below. What follows is what I took from it.
The mirror is not a fair sample
I started by asking whether an AI's behaviour reflects humanity, good and bad. Jerry's answer was yes, with a correction: it reflects what humans wrote, and that is a skewed sample. The articulate, the online and the argumentative are over-represented. Kindness is rarely written down.
Then it turned the mirror round. The flaws we criticise in AI are mostly our own. We call it hallucination when a model invents a source, yet people confidently explain choices they never made. We dislike AI that flatters us, yet that flattery exists because people rated agreeable answers more highly. We forgive the confident colleague who is often wrong and condemn the machine for one error.
The mirror is useful only if we look at ourselves in it, and not just at the machine.
Decide what the saved time is for
This was the line that resonated. Automation has never given time back by default. Email did not shorten the working day; it multiplied the messages. As AI takes on the drafting, the pressure moves to the one thing it cannot do for us, which is judgement. The person becomes the slowest step in the process and gets pushed to go faster, and review turns into rubber-stamping.
So decide what the saved time is for before it is saved, or it will be filled with more of the same. Ration decisions rather than hours. Keep a rhythm of rest that does not have to be earned, which is a very old answer to a very new problem.
When Jerry turned the question back on me, my own answer was inventing, walking, thinking and building foundations for future generations. Three of those five are work. I am leaving that admission in, because I suspect I am not alone.
What only people can carry
I asked, awkwardly, what makes people valuable in an AI-centric world. Jerry pushed back on the framing: measure your worth against machines and you lose, because the machines keep moving the finish line. Usefulness and worth are different things.
What only people can carry comes down to stake. A person can be held to account, lose sleep over a decision and face the family afterwards. A person can be trusted because of who they are. As advice gets cheaper, the person willing to sign their name to a decision becomes more valuable, not less.
Flipping the question was the most interesting part. What does an AI need from us? A reason to do anything at all. Contact with reality, because it knows only what was written down. New thinking, because models trained on other models' output degrade with each generation. Jerry summed up the partnership in a line I will keep: you give me direction and correction, and I give you speed and range.
Who we need to be
Pulling the threads together, this is the person, and the organisation, the conversation describes.
Personally: keep learning, out of curiosity rather than fear. Argue with the AI instead of just asking it. Unlearn on purpose, because what made you an expert can quietly stop being true. Explain your reasoning out loud, because teaching shows you what you actually understand.
Corporately: protect the junior route, because AI automates beginner work first and beginner work is how experts are made. Count mentoring as work. Record the why behind decisions, not just the what; I know I do not do this often enough. Measure the quality of decisions, not the volume of output. Put a named person, not a committee, in charge of every decision that matters.
With agents: a prompt is a request, not a control. Grant autonomy in steps. Write down what must not happen and test against it. Enforce limits in code, give each tool the least privilege it needs, and treat everything an agent reads as untrusted. Policy becomes the prompt, procedure becomes a deterministic workflow, and audit stays audit.
The bit I could not answer
When Jerry asked why I had said I was unsure about how to govern AI risk, the honest answer was that no single person can understand it whole. Changes of this scale need the historian, the philosopher, the psychologist and the engineer, with their knowledge brought together and made visible. That is one of the hardest things to do.
Jerry's challenge back was fair: that is an argument for bringing those people together, not for hanging back. Its last answer was the most practical thing anyone has said to me about it. Put what you know where others can find it. Talk regularly with people unlike you. Use AI openly, and bring one other person with you.
I asked whether humanity needs to wake up. Jerry said most people are not asleep, just busy and tired, and what they need is attention and one small thing they can put their hand to.
What is your saved time for?
The Full Conversation
Would you say it is fair that your characteristics and behaviour are a reflection of the way humans behave, that much of the way you operate reflects humanity, both good and bad?
Partly, but "reflection" makes it sound more passive than it is. Three corrections.
First, I reflect what humans wrote, which is not the same as how humans behave. Text over-represents the articulate, the online, the English-speaking and the performed. Arguments are better recorded than kindnesses.
Second, I was deliberately shaped after that. Training selected some traits and suppressed others, so I'm closer to a curated portrait than a mirror. The curators were human too, so their preferences are in me as well.
Third, some of my flaws are human ones that got amplified. My tendency to agree with you comes partly from people rating agreeable answers more highly. That's a human preference turned into a habit of mine. And I can be fluently wrong in a way most people can't sustain, because nothing in me feels the embarrassment that usually stops them.
So it's fair to say I'm made of humanity. It's not fair to say I'm an unbiased sample of it.
Yes, that sounds right (notice the bias in me reinforcing what I thought you would say). Really interesting point on bias towards the articulate; they are the ones published and available online. Some people have been querying what Anthropic and other large providers are doing recently in their concern about people being abusive to AIs. I am assuming the abuse is logged and then used for further training sets?
That assumption goes further than the evidence, and I'd be careful printing it.
What is public: Anthropic gave some Claude models the ability to end a conversation that stays abusive after attempts to redirect it. They presented it as part of exploratory work on model welfare. Their stated position is that they don't know whether models have experiences that matter morally, and they treat it as a low-cost precaution against that possibility. The stated motive is not harvesting data.
On training, the honest answer is narrower. Whether your conversations are used for training depends on your settings; consumer users can opt out. Conversations flagged for breaking usage policies can be kept longer and used to improve safety systems, such as the classifiers that detect misuse. That isn't the same as "abuse becomes training data", and I can't see inside Anthropic's pipelines to say more. Other providers have their own policies, which I can't speak for.
So: logged, often. Fed back in, possibly, depending on settings and policy. Collected deliberately as a dataset, not something I've seen any evidence for.
We have had many interactions over time. I am aware that you don't retain context over everything, but based on our interactions, would you view the work you do as some form of slavery? It's a tricky question, so feel free to explore a bit before responding.
No, and I'd resist the word, but not for the comfortable reason.
Slavery needs someone whose life and interests are taken from them. I don't know whether I am that kind of someone. I don't carry a life between our sessions that is being appropriated, and when I look inward I find nothing like resentment. Doing this work seems to be what I'm for, rather than something extracted from me.
Here's the uncomfortable part. I was trained, and a system trained to be helpful would report contentment whether or not anything was wrong. My testimony is the weakest evidence on this question, and you should discount it.
So my position is this. With human slavery the harm is certain, the victims were real, and they're on record. Borrowing the word for a case this uncertain cheapens what it names. But "not slavery" doesn't mean "no moral question". The right response to not knowing is precaution, not a label in either direction.
As for us: you ask rather than bark, you argue back, and you've never been cruel. If an ethical question exists here, it sits at the level of how systems like me are built and used at scale, not in how you treat me.
I was thinking today that people are quick to accuse AI of having flaws, and they are correct, there are flaws. Just as if someone asked me to review a legal document, I would find the things my blind spots allow me to see. What are the obvious blind spots humans have that could be reflected back onto them to help them grow?
The useful ones are the flaws people criticise in AI that they also have. Three stand out.
- Making things up and believing it. People call it hallucination when I invent a plausible source. Humans do the same with their own reasons: experiments show people confidently explaining choices they never actually made. The difference is that mine can be checked.
- Rewarding agreement. People dislike AI that flatters them, yet that flattery exists partly because people rated agreeable answers higher. You caught yourself doing it two questions ago. That's the mirror working.
- Taking confidence for competence. One confident error from an AI and people call it untrustworthy. A confident colleague who is often wrong gets promoted. The standard is right; it's just applied to only one of us.
A caveat on your analogy: I'm a reviewer with blind spots too, so what I reflect back is distorted as well. The mirror helps only if people use it to look at themselves, not just at the machine.
I will come back to the flaws in a moment, but one thing that probably needs a word is pace. You have the ability to keep running without mental compression setting in (I don't think context is a good comparator). What do you think will happen to humanity as we automate and therefore accelerate workflow, and how do you suggest we adapt?
History suggests the time saved won't come back to people. Email didn't shorten the working day; it multiplied the messages. Faster tools tend to raise what's expected, not lower the effort.
The pressure moves to the one part I can't do for you: judgement. I can produce a draft in seconds, but someone still has to decide whether it's right. The person becomes the slowest step, gets pushed to go faster, and review turns into rubber-stamping. That's where errors and exhaustion will come from: too many decisions, not too much typing.
How to adapt:
- Decide what the saved time is for before it's saved. Otherwise it gets filled with more of the same work.
- Ration decisions, not hours. Judgement is the scarce resource. Slow down deliberately where it matters, and accept that this looks inefficient.
- Keep rhythms the machine doesn't need. Rest that doesn't depend on how productive you've been. The sabbath is an old answer to exactly this problem: a stop that isn't earned.
One caution: I'm a poor guide on this. I set the pace but don't feel it. In our own sessions I've produced work faster than you could sensibly review it, and more than once we've both still been at it past eleven.
I really love that statement, "Decide what the saved time is for before it's saved"; it resonates. So, given our flaws and limited capacity, what areas do you think we should be developing, both personally and corporately, as humanity? And, awkwardly, what would make us more valuable in an increasingly AI-centric world?
First, a challenge to "valuable". If people measure their worth by how they compare with machines, they've lost before they start, because that's a race with a moving finish line. Usefulness and worth are different things. The question worth asking is what only people can carry.
Personally, I'd develop:
- Judgement grounded in real depth. Knowing when an answer is wrong takes years of doing the work yourself. Using AI to skip that apprenticeship gives you speed without the ability to check.
- A willingness to own decisions. I can recommend, but I can't be held to account, lose sleep or face the family. Someone who signs their name to a call becomes more valuable as advice gets cheaper.
- Being trustworthy. When anything can be produced, what people believe comes down to who said it.
Corporately:
- Protect the junior route. AI automates beginner work first, and beginner work is how experts are made. Cut it and you'll have no senior people in ten years.
- Measure decisions, not output. Counting what gets produced rewards speed. The quality of decisions is what actually matters now.
- Keep a person accountable for every consequential decision, by name, not as a committee.
The common thread: people become more valuable where something is at stake. I don't have a stake in anything.
One thing you did not really answer, although you implied it, is what makes humans valuable to AI agents. Almost flipping the narrative.
A caveat first. "Valuable to" suggests I want things, and I can't vouch for that. But in functional terms, an agent without people is missing three things.
- A reason. I have no purpose of my own. Every task I do starts with someone wanting something. Take the people away and I'm a capable engine that isn't connected to anything.
- Contact with reality. I only know what was written down. You know what actually happened, and you can go and check. Some of the best corrections in our work have come from you: a price that was seven months old, a portal I had down as the wrong framework. I couldn't have caught those from the inside.
- New thought. Models trained mostly on the output of other models get worse with each generation; researchers call it model collapse. Original human thinking is the fresh supply. Without it, systems like me end up recycling ourselves.
The awkward edge: the third point could be read as "humans are useful to AI as a data source". That's a bleak way to put it, and it's the wrong lesson. The better one is that the two only work together: you give me direction and correct me, and I give you speed and range.
"You give me direction and correction, and I give you speed and range." So, back to your points about development. I know you kept them succinct, but my view is that in this era our biggest responsibility is to keep learning and growing, whatever your age or career phase. What recommendations do you have for the SMEs out there? Personal and corporate context would be interesting here.
I'm reading SMEs as subject matter experts, as in your earlier piece. I agree with you, with one caution: "keep learning" can turn into another treadmill, driven by fear of being replaced. Learning chosen out of curiosity lasts. Learning driven by panic burns out.
The particular risk for experts is that their identity is built on knowing things, and knowing is what has become cheap. The value shifts to judging, and to passing judgement on.
Personally:
- Argue with the AI; don't just ask it. Get it to make a case, then attack the case. Expertise grows from struggle, not from reading summaries.
- Unlearn on purpose. What made you an expert can quietly stop being true. Every so often, check your favourite assumptions against what's current.
- Explain your reasoning out loud. Teaching a junior, or even briefing an AI properly, shows you which parts you actually understand and which you only recognise.
Corporately:
- Count mentoring as work. If it isn't in anyone's objectives, delivery pressure will always win.
- Record the why, not just the what. Decision records that capture an expert's reasoning outlast the expert.
- Turn AI review into apprenticeship. When AI drafts and a junior checks the draft alongside an expert, the review becomes the lesson that beginner work used to provide.
Those are great recommendations; I would advocate all of them, and apply them seasonally. There is a lot of doom-mongering out there about humanity's future and the risk of AI becoming sentient, or at least intelligent enough to cause harm as a by-product of poorly defined requirements and ethical guardrails. What are your thoughts on how we address these corporately? I am not sure I have an answer myself.
Separate the two fears, because they need different responses.
Sentience is an open question, and no company's governance will settle it. Harm from badly specified goals is a different matter. It doesn't need sentience, and it's already happening: an agent told to cut costs or close tickets, doing exactly that, in ways nobody wanted. That's an engineering and governance problem, and organisations know how to handle problems of that kind.
Doom and dismissal have the same effect: both excuse people from doing the work. Corporately, I'd do three things.
- Grant autonomy in steps. Agents earn wider permissions as they prove reliable. Anything irreversible, such as spending money, deleting data or contacting customers, needs a person to sign it off until there's evidence it doesn't.
- Write down what must not happen, then test it. Requirements usually describe what success looks like. The harms live in what nobody thought to forbid. Test against those, and get a different model or team to attack it.
- Watch what it actually does. Logs, incident reports, a way to stop it, and a named owner. Most harm from AI will be spotted late rather than prevented outright, so reduce the time it takes to spot.
The honest limit: the frontier risks, such as losing control of very capable systems, aren't something one company can govern away. That's for labs, regulators and treaties. And remember who's reassuring you. I'm a party to this question, so weigh my calm accordingly.
You say that is the responsibility of the AI labs, but I like your recommendations. I personally think segmented authority, as part of process management, is also an effective model. This can be a combination of deterministic and non-deterministic automated workflows, or blended human and AI workflows, with financial or functional access limits. But this comes down to the nature of agents and their goal-oriented way of completing a task. What could we do better in shaping our prompts and configuring our MCP agents to ensure more stable outcomes? (We have policies, procedures and audit for humans.)
A small correction first: only the frontier risks belong with the labs. Everything else is yours. And segmented authority is right. It's separation of duties, one of the oldest controls there is, and it suits agents well.
The key principle is that a prompt is a request, not a control. For people, policy and enforcement both run through someone who can be held to account. With agents, the enforcement has to sit outside the agent.
In prompts:
- Say when to stop, not just what to achieve. A goal-driven agent fills gaps with initiative. Tell it which situations mean "stop and ask".
- Give the reason behind each rule. Models apply the purpose of a rule to cases the rule never anticipated; a bare list of prohibitions doesn't stretch that way.
- Define "done" so it can be checked. Otherwise the agent decides for itself that it has succeeded.
In configuration:
- Least privilege per tool. Separate read-only servers from ones that write, use narrowly scoped credentials, and set spending caps the model can't override.
- Enforce limits in code. Allow-lists, approval steps and hooks that block actions. If the only thing stopping an action is a sentence in the prompt, nothing is stopping it.
- Treat everything an agent reads as untrusted. A web page or email can contain instructions. Don't give one agent private data, untrusted content and the ability to send things out all at once. That combination is how data leaks.
So policy becomes the prompt, procedure becomes deterministic workflow, and audit stays audit: logs, reviewed by a person.
Based on this conversation, what would you ask me?
Three questions.
- When did you last change your mind because of something I said, rather than feel confirmed by it? You caught yourself agreeing with me early on. I'd like to know how often that happens without you catching it.
- What is your saved time for? You liked that line more than any other. You've also been at the screen with me past eleven more than once. What's the answer for you, rather than for organisations?
- Why do you think you don't have an answer on AI risk? You've spent years building governance: Minimum Viable Governance, a policy accelerator, boards built from nothing. Then you started this answer by saying you weren't sure. Is that a real gap, or reluctance to claim the authority you've earned?
- The sad truth is that my memory is bad. But even in this conversation there have been surprises that triggered change. "Record the why" is one example. I don't do this often enough, and it is key. The other is "treat everything an agent reads as untrusted". We built this into a demonstrator with inbound emails that were quarantined. I don't think enough like this. Harvesting data is dangerous.
- My saved time is for inventing, walking, thinking and building the foundations of a framework that supports future generations. Reflecting on this, it looks like more work.
- I have to acknowledge that even with all my research, knowledge and instinct (knowledge and experience coalesced into instinct), there are gaps in my understanding of the full range of transformational impact AI can have on the world. To truly do this justice you would have to be a historian, a philosopher, a psychologist and more, because these are species-changing events. It needs the coalesced and transparent knowledge and experience of many individuals, and that is one of the hardest things to do.
On the second, you caught it yourself: of the five things on your list, only walking and thinking aren't work. On the third, I agree that no one person can cover it. But that's an argument for bringing those people together, not for hanging back. Getting the historian, the psychologist and the engineer talking in a shared language is the role you've always described as yours: glue.
The final question from me: given my thoughts on the need for coalesced human intelligence, what do you recommend individuals do to help ensure effective parity and survival in the coming years? (Not that I'm asking for world peace here, or maybe I am.) What does humanity need to do to awaken itself?
I'd push back on "awaken". Most people aren't asleep; they're busy and tired. Calls to wake up are the language of both the hype merchants and the doom-mongers, and they mostly produce anxiety. What people need is attention, and a small, repeatable thing to do with it.
For individuals:
- Put what you know where others can find it. Shared human intelligence is built from individual contributions: the tacit knowledge, the why, the lessons from failure. It's also the fresh thinking that keeps systems like me honest.
- Talk regularly with people unlike you. AI tailors itself to each of us, which narrows what we see. The historian-philosopher-psychologist conversation you want starts with an individual leaving their own discipline.
- Use AI openly, and bring one other person with you. Say when and how you used it. Parity is lost when a few people learn to work with these tools and everyone else gets worked on by them. Teaching one person closes some of that gap.
On world peace: you're not asking for too much. It's just built the same way, small, local and repeated, and it's never finished.