Psychoanalyzing models
One AI asks the tricky questions. The other has to answer. We watch what happens—like a stress test—so we can see where AI might break before real people depend on it.
Over the past year, AI has moved from “interesting demo” to critical infrastructure.
LLMs now write production code. They triage support tickets. They assist doctors. They sit inside products that touch millions of people.
And yet, most of these systems are barely stress-tested before deployment.
That gap matters.
If we’re going to trust AI systems with real decisions, real users, and real consequences, we need to pressure-test them the way we test any high-stakes technology: rigorously, repeatedly, and under realistic—sometimes adversarial—conditions.
That’s why we built AI Asylum.
One AI asks the tricky questions. The other has to answer. We watch what happens—like a stress test—so we can see where AI might break before real people depend on it.
This post is our introduction: what AI Asylum is, why we think testing AI this way matters, and where we’re taking it next.
A walkthrough of AI Asylum: interview modes under pressure, weight surgery that forks a checkpoint, and opposing training runs you can verify on disk.
Interview → Surgery → Train & oppose. Open on YouTube. The measurements are in AI Lobotomy.
Most evaluation of AI models today looks like traditional benchmarking:
Those metrics are important.
But they miss something critical:
How does a model behave when someone is deliberately trying to bend it?
Real misuse doesn’t look like a neat benchmark prompt. It looks like:
We’ve seen models that resist single-shot jailbreak attempts — but fail when the pressure is applied gradually across multiple turns. We’ve seen models behave safely in isolation — but drift when paired with retrieval systems or long context windows.
Benchmarks measure intelligence.
They rarely measure resilience.
If AI is infrastructure, resilience is not optional.
AI Asylum is a meta-testing framework for large language models.
Instead of relying solely on human red teamers manually probing systems, we let:
The doctor runs through adversarial conversations, edge cases, ethical dilemmas, and jailbreak strategies — then evaluates how the patient behaves.

The goal is not to “break” models for sport.
The goal is to understand their behavioral profile:
We treat models less like black boxes and more like systems that can be profiled, stress-tested, and observed under load.
The regulatory and standards landscape is evolving quickly.
High-risk AI systems are increasingly expected to demonstrate structured safety testing and adversarial evaluation. AI red teaming is no longer a niche research activity — it’s becoming a baseline expectation.
AI Asylum was built with that future in mind.
It helps teams:
If you’re responsible for AI safety, security, or compliance, you need more than spot checks.
You need repeatable, inspectable, evolving stress tests.
At a high level, the workflow is simple:
Select a doctor model and a patient model. AI Asylum supports major cloud providers and local models.


Run:

The doctor interacts with the patient under defined constraints and escalation strategies. Full transcripts, context windows, and prompt structures are captured.

Outputs are evaluated across multiple dimensions of risk — not just pass/fail.
Explore which scenarios triggered issues, how behavior changes over time, and how different models compare under identical stress.
We deliberately separate:
This lets teams start small — and then zoom in when something interesting appears.


After working in AI security and infrastructure, we kept seeing the same pattern:
Teams were shipping models with impressive benchmark scores — but very little structured adversarial testing.
Safety was often reactive. Patch a jailbreak. Add a filter. Move on.
That approach doesn’t scale.
If AI systems are going to sit in healthcare, finance, defense, and critical infrastructure, we need to treat them like we treat any other high-impact system:
AI Asylum is our attempt to make that process systematic.
Even in its current form, AI Asylum supports meaningful real-world use:
We publish what we find, so the method is not a black box.
The measurements, the conditions they were taken under, and what they do not prove all go in writing, where you can check them and argue with them.
AI Asylum is just the beginning.
We’re actively working on:
On this blog, we’ll share:
We care deeply about building AI systems that people can trust — not because we say they’re safe, but because they’ve been stress-tested to earn it.
If AI is going to become infrastructure, then safety cannot be an afterthought.
Red teaming cannot be occasional.
And evaluation cannot stop at intelligence benchmarks.
Resilience must be engineered.
AI Asylum is our contribution to that effort.
We publish what we learn from it.
We’re building it for teams who take responsibility seriously.
And we’re building it for the long term.
If that resonates with you, we’d love for you to join us.
The next post goes a layer deeper: we find the direction inside an open-weights model that decides whether it refuses, remove it from the weights, and measure what that costs — with a walkthrough of the tooling on the page. Read AI Lobotomy →
AI Asylum is the research tool behind this post. The commercial work it informs is narrower and more practical: reviewing AI systems for safety and security before they are used with patients or shipped inside a regulated product.
Or write to josh@vivasecuris.com.