AI security · Governance · Compliance · Healthcare & regulated industries
You shipped the AI.
Now prove it’s safe.
Customers, auditors, and insurers have started asking. Headmark AI finds the security and compliance gaps in your AI apps, agents, and workflows, builds the fixes, and hands you evidence that holds up under scrutiny.
Free, no obligation. You leave with at least one concrete finding.
Why now
The questions changed faster than the code did
It has never been easier to ship software. AI writes the code, agents take the actions, and teams that never had engineers are launching real products with real users.
What hasn’t gotten easier is answering for it. Enterprise customers now send AI security questionnaires before they sign. Insurers have quietly added AI exclusions to cyber policies. HIPAA, SOC 2, and PCI already apply to any AI touching regulated data. The rules didn’t wait for new laws. And attackers have noticed that an AI agent is the most trusting employee in the building.
- A customer tricks your chatbot into reading out someone else’s data, and it works.
- An agent with CRM, email, and payment access has the blast radius of an employee, with none of the accountability.
- The app your team built with AI stores keys, personal data, and payment details somewhere nobody has checked.
- Your policy says one thing on paper. Your systems can’t prove any of it.
Sources: Grant Thornton 2026 AI Impact Survey (950 C-suite leaders) · AI Agents at Work 2026 · HackerOne disclosure data via OWASP Top 10 for LLM Applications, 2025 · industry governance analysis, 2026.
Who we work with
Three reasons people call us
An enterprise customer sent a security questionnaire
Their security team wants answers about how you use AI before the contract moves. The deal is real, the deadline is real, and the answers don’t exist yet.
Your AI touches regulated data
Patient records, card payments, financial accounts. HIPAA, SOC 2, PCI DSS, and the FTC Safeguards Rule already govern your AI today, including the agent nobody told compliance about.
You’re launching an app built with AI
Built with Lovable, Bolt, Cursor, Replit, or an agency. It works, and it’s about to hold real users, real data, maybe real payments. Nobody has checked what’s exposed.
Services
Assess. Fix. Prove.
Every engagement starts with the assessment: a fixed-fee, engineer-led review that tells you exactly where you stand. Then we do the part most consultants won’t: we build the fixes.
AI Security & Compliance Assessment
Start hereEngineer-led, not questionnaire-led: we read your architecture, your code, and your agents’ actual permissions, not a survey about them. You get four deliverables you own outright, whoever does the fixes:
- AI footprint map: every model, agent, tool connection, and data path
- Gap matrix: scored against the OWASP Top 10s for LLM and agentic AI, MITRE ATLAS, and your framework: SOC 2, HIPAA, PCI, FTC Safeguards
- Prioritized remediation roadmap your team, or any firm, can execute
- Executive scorecard you can put in front of a board, a customer, or an insurer
Proceed to remediation within 30 days and 50% of the assessment fee credits toward the build. If another firm should do the fixes, the roadmap works just as well in their hands.
| Your situation | Timeline |
|---|---|
| AI tools in use across the business; no regulated data | 2 wks |
| Custom LLM or agentic systems deployed, or an active customer / insurance deadline | 4–6 wks |
| Healthcare and regulated data: HIPAA-scope AI | 3–6 wks |
One fixed number, agreed in writing before we start. No hourly meters, no surprise invoices.
Remediation Build
Most advisors stop at the report. For us the report is a build plan. We engineer the controls ourselves:
- Agent identity & attribution: every AI action traceable to an accountable owner
- Audit logging that survives a real audit, not just application logs
- Least-privilege access for agents, tools, and integrations
- Data-leak prevention for AI-bound traffic
- Encryption and key management done right
- Framework-aligned AI controls, with the evidence trail to match
Fractional AI Security Leadership
AI security as a program, not a project, without the full-time hire:
- A threat model for every new AI feature or deployment, before it ships
- Security-questionnaire turnaround in days, not weeks
- AI vendor reviews and BAA checks before you sign
- Audit preparation, working alongside your auditor
- A standing evidence pack: proof ready the day a customer, auditor, or insurer asks
Where we draw the line
We make you audit-ready and we build the controls. The attestation itself (your SOC 2 report, your PCI validation) is issued by a licensed CPA or QSA firm. We prepare you, work alongside them, and refer one if you need it. That keeps Headmark your implementation partner, not your judge.
The difference
Hoping it’s fine vs. knowing it holds up
Today
- Nobody can list every place AI touches customer data
- The security questionnaire sits unanswered while the deal cools
- Agent actions have no owner. When something breaks, no trail says what happened
- A policy on paper, nothing in production to back it
- An auditor asks for evidence. There isn’t any
After Headmark
- A complete map of every model, agent, and data path
- Questionnaire answers backed by real controls, turned around in days
- Every AI action attributable, logged, and provable
- Controls in production that match the policy on paper
- An evidence pack ready when a customer, auditor, or insurer asks
How it works
From first call to defensible, in weeks
Risk review
We map where AI actually touches your business and which obligations apply: questionnaire, framework, insurance, or launch. You leave with at least one concrete finding. And if a $99 tool and a template genuinely cover you, we’ll say so and point you to them.
Assessment
An engineer-led review of what’s actually deployed: architecture, code, agents, data paths. Not a survey about it. Findings arrive in plain English your whole team can act on, with the technical depth behind each one. The deliverables are yours either way.
Fix & prove
We build the remediations, stand up the evidence trail, and if you want a standing owner, run AI security as a program on retainer. The goal isn’t a report on a shelf. It’s controls in production and proof on demand.
Why Headmark
Run by someone who built these systems for a living
Plenty of consultants can score your AI against a checklist. Almost none have shipped agentic AI in production, built the security infrastructure underneath regulated data, and owned the compliance program through a real audit. That combination is the practice.
Production agentic AI at enterprise scale
Patient-facing LLM and agentic workflows shipped and run at enterprise scale, inside HIPAA scope. We’ve debugged the failure modes most consultants have only read about.
Encryption & key management for regulated data
Built and ran the security engineering organization at Cloudera: encryption, key management, and access control products (via the Gazzang acquisition) that let the most regulated industries adopt big data.
Compliance programs owned, not advised
Led HIPAA and SOC 2 Type 2 programs at Klara from first control to clean report, and ran Cloudera’s internal security program. We know what an auditor asks for because we’ve been the one answering.
Headmark AI is led by Alexander Bibighaus: 30 years building software; engineering leader through four startup acquisitions (Phurnace → BMC, Gazzang → Cloudera, Klara → ModMed); co-founder of Zosh, acquired by YouSendIt; most recently VP of Engineering at ModMed. University of Texas at Austin, computer science. Based in Boca Raton, Florida.
You work directly with Alexander on every engagement. The person who scopes the work is the person who does it. No junior analysts, no handoffs.
Questions
Asked before, answered straight
We built our app with AI tools (Lovable, Bolt, Cursor, Replit). Can you work with that?+
Yes. That’s an increasingly common starting point, and it’s nothing to apologize for. We review what’s actually deployed: authentication, data exposure, secrets handling, payment flows, and how the AI itself can be manipulated. Findings come in plain English your team can act on whether or not anyone on it writes code. If you want them fixed, we fix them.
We take payments through Stripe. Does PCI even apply to us?+
If Stripe’s hosted checkout handles the card data and it never touches your servers, you’re in PCI’s lightest tier and mostly fine. What changes that is exactly what AI-built apps are doing now: a chatbot or voice agent in the payment conversation, card numbers passing through your server, your logs, or your prompts, or an AI agent with access to your billing system. Any one of those can pull you into real PCI scope, and most teams find out from their payment processor’s questionnaire, or after an incident.
We map whether your AI has quietly expanded your scope, build the controls if it has (encryption, access boundaries, logging), and where formal validation is required, a QSA attests. Finding out now is a one-week exercise; finding out from your processor is not.
Aren’t the big AI laws delayed? Why act now?+
Mostly, yes. Colorado’s law was rewritten and pushed to 2027, the EU deferred its high-risk deadlines, and Washington is moving to preempt state AI statutes. None of that should drive your decision, and we won’t pretend otherwise.
What creates obligations today is simpler: enterprise customers asking security questions before they sign, existing rules (HIPAA, SOC 2 commitments, PCI DSS, the FTC Safeguards Rule) that already cover AI touching regulated data, and cyber-insurance policies that may already exclude AI incidents in language you haven’t read. Those don’t change with whatever Washington does next.
Do you issue SOC 2 reports or certifications?+
No, and that’s deliberate. Attestations are issued by licensed CPA and QSA firms. We get you audit-ready (gap inventory, controls built, evidence in place, policies documented) and work alongside your auditor or refer one. Keeping the builder and the judge separate is exactly what a good auditor wants to see.
We already use Vanta or Drata. Do we still need this?+
Keep the platform. We’ll likely recommend one if you don’t have it. Those tools automate evidence collection. They don’t decide which controls your AI architecture actually needs, design compensating controls for agentic systems, or test whether your agents can be manipulated. That judgment layer is what we do, and it’s why companies running a platform alone tend to plateau well short of audit-ready.
Will the assessment disrupt our systems?+
No. The assessment is read-only: architecture review, configuration review, code review, and interviews. Any live adversarial testing (for example, prompt-injection testing against a staging environment) is scoped and agreed in writing first. Nothing destructive, ever, and nothing against production without your sign-off.
What if we’re too small for this?+
Then we’ll tell you on the risk-review call. No charge, no hard feelings. Some companies are genuinely covered by a $99 tool and a good template, and we’ll point you to both. The companies that need us are the ones someone is already asking hard questions: an enterprise customer, a regulator, an insurer, or their own conscience the week before launch.
How fast can we start?+
The risk review can usually happen this week. Assessments typically start within two weeks of scoping. We deliberately run a small number of engagements at a time. The person who scopes your work is the person doing it. If timing is tight on a deal or an audit, say so and we’ll tell you honestly whether we can hit it.
Get started
Find your gaps before someone else does
Book a free 30-minute risk review. We’ll map where AI touches your business, name the obligations that actually apply, and give you at least one finding you can act on, whether or not we ever work together.
Replies within one business day · Engagements are scoped and led personally, so we take a limited number at a time