AI Penetration Testing
Secure your AI attack surface before an attacker does.
Expert-validated AI penetration testing for chatbots, copilots, and AI agents wired into your data, your customers, and your business. AI is moving faster than most security programs can track. Chatbots, copilots, and AI agents now touch customer data and business-critical decisions - often without the scrutiny applied to everything else you run. Your board is already asking how exposed you are. InfoSight's AI Penetration Testing gives you an answer backed by evidence, not guesswork.
Download Solutions Brief What actually changes after an engagement:
Real exposure, not assumed exposure. Evidence - validated, reproducible, ranked by business impact - instead of a guess.
A shrinking attack surface. Findings are tracked to closure, and Mitigator shows exposure trending down engagement over engagement.
A defensible answer for your board. When leadership asks "are we exposed," you have evidence, not an opinion.
A to-do list, not a PDF to interpret. Every finding ships with reproduction steps and remediation guidance your engineers can act on immediately.
A repeatable process. Each new AI feature gets tested against the same standard, so you're never starting from zero.
Why AI Security Testing Matters
AI is already inside your organization, sanctioned or not. Employees paste sensitive data into public AI tools and stand up integrations without security review - often invisible to IT until an incident forces it into view.
AI systems can be manipulated without a single line of code being exploited. A traditional app either has a vulnerability or it doesn't. AI can be reasoned with - an attacker just needs to talk it into misbehaving.
Key risk areas:
None of this means AI should be avoided. It means AI needs the same testing rigor as any system touching sensitive data - and most organizations haven't applied it yet.
Why Executives Care About AI Security
AI creates a category of risk traditional software doesn't. It can be manipulated through conversation, trusted with decisions, and connected straight into sensitive systems. An attacker doesn't always need a technical vulnerability - just a way to talk your AI into doing something it shouldn't.
This isn't only an IT problem anymore. It reaches customer trust, IP, regulatory compliance, financial performance, and board oversight.
Executive questions we answer:
One question drives it all: if someone tried to misuse this system, what could they actually get it to do?
How the Engagement Works
InfoSight scopes engagements around three tracks. Most clients get a tailored combination.
Industry Use Cases
Financial Institution - an AI assistant tricked into exposing accounts or bypassing authentication means GLBA reporting obligations, fraud liability, and reputational damage.
Healthcare - an AI clinical assistant leaking protected health information can trigger HIPAA breach notification, among the costliest breach categories in any industry.
Legal Firm - a generative AI assistant surfacing privileged client information threatens attorney-client privilege and the relationship itself.
Manufacturing - an AI production assistant exposing proprietary processes or supplier pricing erodes competitive advantage and supplier trust.
The pattern holds across every industry: AI security failures reach past IT into regulatory, financial, and reputational territory that takes far longer to repair than the underlying technical issue.
Powered by Mitigator®
Most penetration test findings live and die in a PDF - read once, filed away, stale the moment the ink dries. InfoSight's don't. Every AI Penetration Testing engagement runs through Mitigator®, InfoSight's proprietary threat-intelligence dashboard, and stays there for as long as you're a client.
- A live portal, not a static report - see current AI risk posture any time, no waiting on the next PDF.
- Remediation tracking, not a findings list - every finding carries a status: open, in progress, validated closed.
- Trending over time, not a snapshot - see whether AI risk is going up or down release over release.
- Board-ready views on demand - pull a current risk summary ahead of a board meeting or audit.
- Exposure mapped to your frameworks - NIST AI RMF, OWASP Top 10 for LLMs, HIPAA, PCI DSS, GLBA - updated as findings are remediated.
Why InfoSight?
Expert-Validated, Not Tool-Generated
Certified assessors (CISSP, OSCP, CEH) manually chain and confirm every finding — real exposure, not scanner noise.
25+ Years of Cybersecurity Experience in Regulated Industries
Since 1998, protecting finance, healthcare, energy, and government clients — with the compliance context to prove it.
IT + OT Coverage
One team assesses data center, cloud, and industrial (SCADA/ICS/IoT) environments under a single methodology. U.S.-based cybersecurity analysts supported by advanced technology.
Compliance-Mapped Evidence
Every finding maps to the framework that matters to you: NIST, HIPAA, PCI DSS, FFIEC, IEC 62443, or OWASP.
Findings Tracked in Mitigator®
Results don't die in a PDF. Track remediation status and exposure trends long after the engagement ends.
Board-Ready Reporting
Executive summaries for leadership, reproduction steps for engineers — delivered from the same engagement.
Frequently Asked Questions
Scanners can't craft adversarial prompts or chain exploits; our experts do that by hand, then validate what's real.
Testing stays inside a scope you approve up front, against systems you designate, with every action documented.
Both: an executive summary, a separate technical report, and a live readout for each audience.
No - most organizations need both, since AI sits on top of infrastructure that still requires conventional testing.
Before production deployment and after any significant change, at minimum; many adopt an annual or semiannual cadence.
Yes - Track 2 is built specifically for Microsoft 365 Copilot and Entra ID.
Yes - AI connected via RAG, plugins, or direct integrations can be manipulated into surfacing unauthorized data even with controls configured correctly.
An executive summary, technical report, live Mitigator® scores, remediation roadmap, compliance-mapped evidence, and a live readout.
Yes - agents that place orders, update records, or send communications are assessed for manipulation risk.
AI is already in your business - sanctioned or not. Find the gaps before someone else does.
InfoSight's AI Penetration Testing gives your organization a clear, business-grounded picture of AI risk - expert-validated, compliance-mapped, and tracked in Mitigator® long after the engagement ends.
No spam-one expert follow‑up, guaranteed.
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