LLM and Chatbot Testing
We test chatbots and internal copilots for prompt injection, jailbreaks, and system prompt leakage.
Certified Canadian testers combine automation with hands on validation to secure your chatbots, copilots, and AI agents.
Your AI systems make decisions, touch customer data, and call internal tools, a new and often untested way in. PlutoSec delivers AI penetration testing that pairs AI pen testing agents with certified testers, so every finding is proven before it reaches your report.
OSCP, OSWE and GPEN certified engineers lead every LLM, agent and AI application assessment.
AI agents widen coverage while our testers prove and rate every finding.
Every finding follows the OWASP LLM Top 10 and comes with clear steps for your developers.
Prompts, code and findings stay under strict NDA on Canadian hosted systems.
AI penetration testing is a hands on assessment of the models, prompts, data sources, and connected tools behind your AI features. It asks a simple question: what happens when someone tries to trick, overload, or quietly pull data out of your chatbot, copilot, or agent? Standard web testing rarely answers that, because AI systems can respond differently every time.
Pen testing AI tools and autonomous agents are quick at mapping targets and firing thousands of payloads, yet they can't judge business impact. A support bot that reveals another customer's order, or an agent that deletes records after a cleverly worded request, needs a human who understands your workflow. We use AI for speed and certified engineers for judgment, then map results to PIPEDA, Quebec's Law 25, and OSFI expectations.
INDUSTRIES WE SERVE
From regulated industries to critical infrastructure, our assessments are scoped for your sector's specific threats and compliance requirements.
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Protect your business with expert led security assessments, penetration testing, and managed security services. Talk to our specialists today.
We list your models, agents, and data sources, then set rules of engagement.
We trace every prompt, API, and connected tool an attacker could reach.
Agents fire prompt attacks at volume while our testers craft the ones tools miss.
A certified tester reproduces every finding, so false positives never reach your report.
We rank issues by business impact, map them to your frameworks, then retest fixes.
Why Choose PlutoSec?
Teams are shipping chatbots, copilots, and agents faster than they can secure them. PlutoSec, based in Etobicoke, Ontario, helps organizations across Canada secure AI powered products and adopt AI pen testing with certified engineers, clear reporting, and no sensitive data sent to outside AI platforms.
Our engineers understand classic exploitation and how language models fail when someone pushes them.
Agents widen coverage, but a certified tester proves every finding before it reaches you.
Reports reference PIPEDA, Quebec's Law 25, OSFI B 13, and ITSG 33 wherever they apply to you.
One senior engineer owns your project from first call to final retest, with no junior handoffs.
We test chatbots and internal copilots for prompt injection, jailbreaks, and system prompt leakage.
We check whether agents can be talked into unauthorized actions or risky tool calls.
We probe retrieval layers for data leakage, poisoned documents, and weak access control.
We test model endpoints for extraction attempts, weak rate limits, and exposed keys.
We use AI agents on your apps and networks, then confirm every result by hand.
We test new copilots and vendor AI plugins before launch, so fixes arrive before customers do.
What You Get
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Protect your business with expert led security assessments, penetration testing, and managed security services. Talk to our specialists today.
Find the prompts and retrieval paths that could expose customer records, source code, or internal files.
Confirm that agents cannot be talked into actions or permissions they should never have.
Catch manipulated or harmful outputs before a public chatbot becomes a screenshot on social media.
Give auditors, insurers, and regulators documented proof that qualified people tested your AI.
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Insights & Research
Hands on analysis from our engineers, current vulnerabilities, emerging attack patterns, and the security decisions shaping enterprise risk in 2026.
Rapid and efficient cyber emergency response services are designed to quickly detect, contain, and recover from cyberattacks—minimizing downtime and safeguarding your business operations.
Read articleFAQ
Answers to the questions we hear most. Still unsure how it applies to your environment? Our engineers are happy to talk it through.
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Book a short consultation with PlutoSec and get a practical view of where your current security model may be exposed.