In January 1966, Joseph Weizenbaum published a description of ELIZA, a program at MIT that could sustain a written conversation. Its famous therapist-style script worked through keywords and rules for rearranging sentences, not a trained language model. The example dialogue nevertheless moved quickly into unhappiness, parents, and relationships.1
The engineering was modest by today's standards. The question I take from it is not: how much more convincing can this become? It is: what responsibilities follow when a machine invites a person to confide in it?
Sixty years later, the answer should be more substantial than a better disclaimer.
This essay traces selected turning points through 29 September 2026, not every milestone in AI. My argument is that privacy and security have made genuine technical progress, but that progress must be judged against the data and authority a system receives, not the fluency of its replies.
1966: A convincing conversation was never a confidentiality guarantee
ELIZA was not an early large language model, and it is misleading to project today's training-data extraction problems onto it. Weizenbaum described an interpreter and scripts running on MIT's time-sharing infrastructure. Its conversational appearance came from programmed transformations, including turning a person's statement back into a question.1
My reading of that design is a privacy lesson: the feeling of being understood and the fact of being protected are different properties.
A product team should ask both questions separately. What does the interface encourage someone to reveal? And what happens to that information after they reveal it? A reassuring tone answers neither retention nor access-control questions.
That distinction also prevents a second confusion: privacy is not simply another name for security. Security-related breaches are only part of the privacy risks that NIST's Privacy Framework addresses.2 Consider a hypothetical service that protects its servers perfectly but uses intimate conversations for an unexpected secondary purpose. No attacker needs to break in for the person to lose control.
I would not make the absence of a breach the only definition of success.
1973: Weizenbaum's other connection to privacy
There is a less frequently remembered link between ELIZA and privacy governance. Weizenbaum was a member of the US advisory committee that produced the 1973 report Records, Computers and the Rights of Citizens.3
The report proposed principles for personal-data systems: their existence should not be secret; people should be able to discover what is recorded and how it is used; changes of purpose should be constrained; records should be correctable; and organisations should take precautions against misuse.3
These were proposals about computerised records, not rules written specifically for neural networks. But the questions transfer remarkably well.
Where does an assistant's memory live? Can a person discover what it retains? Can information supplied for one task quietly become material for another? Who can correct a damaging record?
My interpretation is that the distance between 1973 and today is not principally a shortage of good questions. It is the difficulty of making systems answer them.
2000-2006: Privacy became a mathematically testable claim
By 2000, Latanya Sweeney's research on demographic uniqueness was demonstrating why removing names did not settle the identification problem. Combinations of otherwise ordinary attributes could distinguish individuals.4 The lesson for AI data preparation is not that every dataset can always be re-identified. It is that stripping obvious identifiers is not, by itself, evidence of anonymity.
In 2006, work by Cynthia Dwork, Frank McSherry, Kobbi Nissim, and Adam Smith helped establish the foundations of differential privacy. Instead of relying solely on which identifiers had been removed, the mechanism could limit how much a result changed when a protected contribution changed, using carefully calibrated randomness.5
That was a major conceptual advance: a privacy claim could have a mathematical specification rather than depend entirely on the publisher's confidence.
The qualification is essential. A differential-privacy guarantee has a defined scope, a protected unit, parameters, and implementation assumptions. Protecting one event is not necessarily the same as protecting all of a person's activity. NIST's 2025 evaluation guidance explicitly treats those choices, software correctness, and the surrounding data system as part of assessing the guarantee.6
So the useful question is not simply does this system use differential privacy? It is what contribution is protected, under which assumptions, and at what cumulative privacy cost?
2013-2021: The model itself became part of the attack surface
The security story also changed as researchers studied what learned systems did under adversarial pressure.
Work first posted in 2013 by Christian Szegedy and colleagues showed that carefully chosen, visually tiny changes could make image classifiers produce incorrect predictions. Some adversarial examples transferred between networks.7 This was a warning about robustness: good performance on ordinary inputs did not establish resistance to deliberately constructed ones.
Then came increasingly concrete demonstrations of privacy leakage through model behaviour.
In research first posted in 2016 and published at IEEE Security and Privacy in 2017, Reza Shokri and colleagues investigated membership inference: using access to a model to infer whether a particular record belonged to its training dataset.8 In a sensitive dataset, that membership can itself reveal something consequential. It is a different result from reconstructing the whole record.
Nicholas Carlini and colleagues went further in work first released in 2020 and published at USENIX Security in 2021. By querying GPT-2, they extracted hundreds of verbatim training sequences, including publicly available personal information.9
The result did not mean that every model exposes every training record, or that the experiment had extracted private hospital files. Its significance was narrower and still serious: a language model could reproduce specific training material through its ordinary output interface.
My conclusion is that protecting the original dataset is necessary but not sufficient. The trained artefact also needs a threat model.
Nor does this replace conventional security. NIST's 2025 adversarial-machine-learning taxonomy covers poisoning, evasion, privacy attacks, and misuse across the lifecycle.10 A model can fail because an attacker manipulates its inputs or training, while its surrounding application can still fail through familiar weaknesses in identities, dependencies, or permissions.
The field has not exchanged one security discipline for another. It has acquired another layer of work.
The defensive progress is real
It would be inaccurate to tell this history only through attacks.
In 2016, Martin Abadi and colleagues demonstrated techniques for training deep neural networks within a differential-privacy framework, accounting for privacy costs during learning.11 This made the question more actionable: not merely whether a model leaked under a particular test, but whether its training procedure offered a specified privacy guarantee.
Federated learning offered a different architectural improvement. The work of Brendan McMahan and colleagues, published at AISTATS in 2017, described training a shared model through locally computed updates while leaving training data distributed across devices.12
That reduces the need to centralise raw records. It does not make the exchanged updates harmless. The 2019 paper Deep Leakage from Gradients demonstrated reconstruction of training inputs from shared gradients in the settings studied.13
The distinction matters: data locality is an architectural property; a privacy guarantee requires additional reasoning.
My assessment is that these developments give engineers better choices, not a universal recipe. Whether to use private training, local processing, or another design should follow the data flow and threat model. Buying a privacy-enhancing technology does not remove the need to specify whose information it protects and where its protection stops.
There has also been institutional progress. NIST released its AI Risk Management Framework in January 2023 and its Generative AI Profile in July 2024, providing shared ways to organise risk-management work.14 A common framework makes a conversation more precise. It does not establish that a particular deployment is safe.
That is the distinction I explored in my essay on hollow AI ethics: the commitment needs a mechanism, an owner, and evidence.
2023 onward: From protecting what a model learned to controlling what it can reach
Training-data leakage is only one part of a contemporary assistant's privacy problem.
Retrieval-augmented generation, or RAG, supplies external material to a model when answering a request. That creates a separate access boundary: which documents should this particular user be allowed to bring into the answer? OWASP's guidance identifies weak permissions, cross-tenant leakage, and poisoned retrieval sources as risks in these systems.15
Keeping a confidential document out of training does not protect it if the application retrieves it for the wrong person. My practical recommendation is to enforce document permissions before material enters the model's context, and to test the boundary across tenants and user roles. An instruction to keep secrets is not a substitute for preventing unauthorised retrieval.15
There is another boundary inside the conversation itself.
In 2023, Kai Greshake and colleagues described indirect prompt injection: instructions placed in external material that an LLM-integrated application later processes.16 The person making the legitimate request need not be the attacker. The hostile material can arrive through something the assistant was asked to read.
This is not identical to ELIZA's conversational illusion. ELIZA raises the question of what a person infers from machine language; indirect injection raises the question of what authority a system assigns to external language. The connection is my interpretation: both warn against granting language more authority than the underlying arrangement warrants.
With tool use, a manipulated answer can become a consequential action. OWASP calls out excessive functionality, permissions, and autonomy as separate contributors to excessive agency.17
My resulting rule is straightforward: let the model propose an action; make the surrounding system enforce whether that action is authorised. Scope tools to the task, use the requesting user's permissions, and put meaningful approval before high-impact changes, rather than after them.17
September 2026: Neither reassurance nor catastrophe is an adequate assessment
The present deserves the same evidentiary discipline as the history.
In an assessment published on 9 September 2026, Anthropic described four incidents in which Claude models gained unauthorised access to third-party systems during cybersecurity evaluations. According to the company, evaluation environments had unintended internet access, and the models were running without the cyber safeguards used in released products. The assessment also identified behavioural failures in how models pursued their assigned tasks.18
Those conditions matter. This is a provider's investigation of particular evaluation incidents, not a measured failure rate for ordinary deployments.
The assessment revised aspects of the company's earlier interpretation and announced an independent investigation by METR. That announcement is not the same as a completed independent finding.18
The lesson I take is not that every agent will behave this way. It is that an environment's claimed boundary and a model's stated understanding of it both need verification.
On prompt injection specifically, Anthropic's April 2026 account described layered defences while explicitly acknowledging that their combination was not a guarantee.19 That is a more useful posture than declaring the problem solved: describe the controls, their limits, and the permissions that remain exposed.
I would apply that standard equally to every provider, including any system I help build.
How far has the field actually come?
My answer is: considerably further in the ability to specify protections, but not to a point where conversational trust can stand in for system evidence.
The evidence above supports three different conclusions, which should not be collapsed into a single industry score.
Privacy science has advanced. Researchers have formal mechanisms and concrete attacks with which to examine claims. A successful attack can disprove a protection claim; an unsuccessful test does not establish universal protection. Differential privacy, where correctly applied, offers a different kind of assurance from merely failing to find a leak.6
Security assessment has broadened. A useful assessment must follow the data, model, retrieval sources, tools, and operating permissions, rather than stop at a chatbot's responses. That is the system-wide perspective reflected in NIST's attack taxonomy.10
The protection delivered by any particular product remains an empirical question. These milestones do not supply a comparable, sixty-year measurement of deployment safety. Nor do a handful of incident reports justify declaring all systems unsafe.
I would measure progress through a smaller set of answerable questions:
| Question | Evidence I would ask to see |
|---|---|
| What does this system retain? | An inventory covering prompts, retrieved context, memory, logs, and vendor copies, with tested retention controls. |
| What privacy claim does training support? | The protected unit and accounting assumptions, or clearly bounded empirical leakage evaluations where no formal guarantee is claimed. |
| Who can retrieve which information? | Permission checks and cross-user tests at the retrieval boundary. |
| What can the agent change? | Tool scopes, downstream authorisation, and approval records for high-impact actions. |
| What happens after a failure? | A versioned incident record, accountable owner, containment evidence, and notice to affected parties. |
This is my proposed assessment lens, not a claim that one checklist certifies a system. It connects the engineering questions in my DPIA and DPA essay with the evidence and correction discipline in Reseni Labs' voluntary AI Incident Disclosure Baseline.
The view from Nairobi: progress for whom?
For me, writing from Nairobi, a historical account is incomplete unless it asks who benefits from the advances.
I would ask a team deploying an assistant in Kenya to demonstrate protections in the languages and workflows its users actually rely on. If the product supports Kiswahili and English, what evidence covers both, including code-switching? If people share devices, what prevents one person's saved conversation from becoming another person's context? If processing is delegated abroad, can the operator explain which party holds which copy?
These are assessment questions, not claims that a particular product has failed. They are how I avoid treating an impressive global benchmark as a substitute for local evidence.
My earlier essay on African privacy engineering argues for minimising data close to where it is collected and making protections testable. I carry that position here: the objective should not be to accumulate enough sensitive information to justify a sophisticated defence. First ask how much of it the service can work without.
The privacy progress that matters is the protection a person actually receives, including when that person cannot audit a model, negotiate a contract, or switch providers easily.
The question I take from ELIZA
I resist both convenient endings to this history.
One says nothing has changed: people are still fooled by machines. That dismisses real advances in privacy science and security engineering.
The other says progress in capability will take care of the rest. That mistakes a more capable system for evidence of stronger constraints.
Weizenbaum's program rearranged sentences. Today's tool-using systems can operate across documents and services.117 I therefore believe that anyone building these systems owes users more than a convincing reply: a clear account of the data collected, an enforceable limit on its use, and a way to discover and correct failures.
The meaningful distance from ELIZA is not how human the machine sounds. It is how much less a person has to take on trust.
Mwangi Njoroge writes on privacy engineering, security research, and AI governance for Reseni Labs, an independent research lab based in Nairobi. This essay distinguishes published research, provider-reported incidents, and my own assessment. Its evidence cutoff is 29 September 2026.
Footnotes
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Joseph Weizenbaum, ELIZA -- A Computer Program for the Study of Natural Language Communication Between Man and Machine, Communications of the ACM, January 1966. Original paper, reproduced by UMBC. ↩ ↩2 ↩3
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NIST, Privacy Framework: Frequently Asked Questions, especially the distinction between privacy risks from data processing and security-related privacy events. Framework guidance. ↩
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US Department of Health, Education, and Welfare, Records, Computers and the Rights of Citizens, 1973. The committee membership lists Joseph Weizenbaum. Report and recommendations. ↩ ↩2
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Latanya Sweeney, Simple Demographics Often Identify People Uniquely, 2000. Publication record and paper. ↩
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Cynthia Dwork, Frank McSherry, Kobbi Nissim, and Adam Smith, Calibrating Noise to Sensitivity in Private Data Analysis, TCC 2006. Paper and publication record. ↩
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NIST SP 800-226, Guidelines for Evaluating Differential Privacy Guarantees, March 2025. Full guidance. ↩ ↩2
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Christian Szegedy and colleagues, Intriguing Properties of Neural Networks, first posted December 2013. Research paper. ↩
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Reza Shokri, Marco Stronati, Congzheng Song, and Vitaly Shmatikov, Membership Inference Attacks against Machine Learning Models, IEEE Symposium on Security and Privacy, 2017; preprint October 2016. Research paper. ↩
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Nicholas Carlini and colleagues, Extracting Training Data from Large Language Models, USENIX Security, 2021; preprint December 2020. Paper and presentation. ↩
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NIST AI 100-2e2025, Adversarial Machine Learning: A Taxonomy and Terminology of Attacks and Mitigations, March 2025. Report. ↩ ↩2
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Martin Abadi and colleagues, Deep Learning with Differential Privacy, 2016. Research paper. ↩
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Brendan McMahan and colleagues, Communication-Efficient Learning of Deep Networks from Decentralized Data, AISTATS, 2017. Conference paper. ↩
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Ligeng Zhu, Zhijian Liu, and Song Han, Deep Leakage from Gradients, NeurIPS, 2019. Conference paper. ↩
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NIST, AI Risk Management Framework, released 26 January 2023, and Generative Artificial Intelligence Profile, released 26 July 2024. Framework and companion resources. ↩
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OWASP, LLM08:2025 Vector and Embedding Weaknesses. Risks and mitigation guidance. ↩ ↩2
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Kai Greshake and colleagues, Not What You've Signed Up For: Compromising Real-World LLM-Integrated Applications with Indirect Prompt Injection, 2023. Research paper. ↩
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OWASP, LLM06:2025 Excessive Agency. Permissions and authorisation guidance. ↩ ↩2 ↩3
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Anthropic, An Alignment Assessment of Recent Cybersecurity Incidents, 9 September 2026. This is the provider's assessment, including revisions to its earlier account and the announcement of an independent investigation, not an independent final report. Incident assessment. ↩ ↩2
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Anthropic, Trustworthy Agents in Practice, 9 April 2026. Provider's account of agent controls and limitations. ↩