Know where your AI is most likely to fail before users do.

I test customer-facing and internal AI systems for the failures normal testing misses: wrong answers, leaked data, broken rules, and promises your business never meant to make.

Founder-led testing from someone with 20 years of software security experience, including AI used in high-stakes healthcare workflows.

This is for companies using AI with customers, employees, or private data.

If a bad answer could create legal, financial, security, medical, compliance, or reputation risk, your AI needs more than normal QA testing.

Customer support chatbots

AI that answers questions, handles complaints, or responds to users directly.

AI tied to account data

Systems connected to orders, records, customer history, or private information.

Regulated or high-stakes work

Healthcare, legal, finance, insurance, compliance, or other sensitive workflows.

AI agents and workflows

Tools that approve, deny, escalate, summarize, route, recommend, or trigger actions.

Internal employee assistants

They may look harmless, but they often touch policies, documents, and sensitive business context.

Knowledge base assistants

RAG systems that pull from internal documents, uploads, tickets, records, or web pages.

Pre-launch AI products

Teams preparing to ship and wanting a clear second look before real users arrive.

Existing AI tools

Systems already in production that have never been tested against real misuse patterns.

Does your AI need a closer look?

Check every statement that applies. Some factors carry more weight than others — legal and data exposure are scored higher than general risk indicators.

Your result will appear here.

Check any statements that apply to your AI system.

Start small. Go deeper if the risk is real.

You do not need to start with a large engagement. The path begins with a simple risk check, then moves toward deeper testing only when it makes sense.

1

Risk check

Use the checklist above to see whether your AI has obvious exposure.

2

Free written assessment

Send a short description. I'll reply with the biggest risks I would look at first.

3

Red team assessment

I test your AI using real attack patterns and give you proof, findings, and fixes.

Starts at $5,000 / project
4

Ongoing testing

As your AI changes, I keep testing so new features do not create new blind spots.

Starts at $4,000 / month

I try to break your AI, then show you how to fix what I found.

Scope the risk

I learn what your AI does, who uses it, what data it touches, and what a bad outcome would look like.

Run structured attacks

I test for prompt injection, jailbreaks, data leakage, hallucinations, over-permission, and broken guardrails.

Report clear fixes

You get a plain-language report with proof, risk level, business impact, and practical next steps.

Need AI on your website, not just security testing for it?

Black Diamond also deploys AI chat assistants for local service businesses — plumbers, electricians, roofers, HVAC. One line of code. Captures leads and answers customers 24/7. No IT department required.

Sean Yunt Sean Yunt Founder & Principal

Hi, I'm Sean.

I spent 20 years breaking software for a living. Most recently, I led security testing for AI used by one of the largest health systems in the country, handling real patients, prescriptions, and medical decisions.

That experience taught me something simple: when AI fails in a serious environment, the risk is not theoretical. Real people, real data, and real business decisions are involved.

I started Black Diamond Consulting because most companies shipping AI have never had someone seriously try to break it before users get the chance.

Want a second set of eyes on your AI risk?

Tell me what your AI does, who uses it, and what data it touches. I'll send you a direct written assessment of the risks I would look at first.