vCAIO Services

AI moves fast. Liability moves faster.

CyRisk helps enterprises capture the AI dividend without inheriting the AI exposure. One partner across AI strategy, governance, security, and engineering, in regulated and unregulated sectors alike, across the United States, United Kingdom, and European Union.

Start Planning Today

Book your consultation with CyRisk’s experts. Together, we’ll define the scope, priorities, and roadmap to strengthen your cybersecurity and AI strategy.

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Trusted by leading carriers and brokers

Johnson Kendall Johnson
Crum & Forster
Allied World
Trium Property
Sullivan Group
Profinity
Intact Insurance
Munich Re
Old Republic Cyber
Boards & C-Suites

Set Strategy. Control Risk Appetite.

A partner who will challenge the easy answers and put defensible outputs in front of your board.

CIO  ·  CTO  ·  CISO  ·  COO  ·  CFO  ·  CCO

Real Efficiency. No New Exposure.

Deliver measurable AI gains without creating security or regulatory blind spots your team will own later.

VPs of Engineering & Teams

Ship AI That Holds Under Pressure.

Practical advisory that survives load, audit, and adversarial testing — not theory, but code-level work.

The Four Pillars

One partner across the full AI lifecycle.

We work alongside your engineers, auditors, and executives to advance AI initiatives. Four pillars cover strategy through implementation — under one accountable team, with no handoffs.

01

AI Strategy & Adoption

Where AI will measurably move your P&L, where it won't, and how to sequence the work. Executive education, board-ready charters, fractional CAIO and AI PMO support, and use-case prioritization grounded in feasibility, ROI, and risk.

Fractional CAIO AI PMO Use-Case Prioritization Executive Education Board Charters
02

AI Governance & Compliance

Right-sized governance for your industry and footprint. AI inventory and Bill of Materials, policy and committee design, intake and review workflows, vendor risk, and regulatory readiness — instrumented through the CyRisk platform.

NIST AI RMF EU AI Act ISO 42001 AI Bill of Materials Vendor Risk
03

AI Security & Red Teaming

Proactive adversarial testing and architectural hardening. AI security assessments, red teaming across prompt injection, jailbreaks, data exfiltration, tool abuse, and agent hijacking, plus LLM penetration testing, RAG security review, and AI incident response.

Red Teaming Prompt Injection LLM Pen Testing RAG Security Agent Hijacking
04

Secure AI Development & Engineering

Hands-on advisory for engineering teams. Secure adoption of Claude Code, Codex, Cursor, and Copilot. AI-augmented code assessment, agent security patterns across AWS, Azure, GCP, and on-prem, local/private AI deployment, eval pipelines, and Secure AI SDLC playbooks.

Claude Code / Copilot Agent Security AWS · Azure · GCP Eval Pipelines Secure AI SDLC
Engagements & Offerings

Specific work. Defined outcomes.

Every engagement is scoped to your industry, regulatory profile, AI maturity, and team. We don't run boilerplate. Typical durations shown.

01 4 – 6 Wks

AI Inventory & Risk Baseline

Discover, inventory, and risk-rate the AI in use: sanctioned, shadow, embedded-in-SaaS, vendor-supplied. Deliverables include an AI Bill of Materials, executive risk register, and prioritized roadmap.

02 8 – 14 Wks

AI Governance Operating Model

Stand up the governance you need to move faster, not slower. Charter, committee, intake/review, vendor due-diligence, eval & red-team standards, and AI-specific incident response.

03 4 – 16 Wks

Board AI Readiness & Strategy

Director education, executive alignment, AI charter, a three-year roadmap with budgeted initiatives, and a quarterly review cadence. Outputs go in front of the board.

04 2 – 4 Wks

AI Architecture & Security Review

Threat modeling, architecture review, prompt and data-flow analysis, eval gap assessment, and prioritized remediation for a specific AI feature, RAG system, or agent.

05 3 – 8 Wks

Red Teaming & LLM Application Penetration Test

Hybrid automated and manual adversarial testing: prompt injection, jailbreaking, data exfiltration, tool abuse, agent hijacking, supply-chain. Audit-ready output.

06 6 – 12 Wks

Engineering Enablement Sprint

Team-level uplift for secure AI coding (Claude Code, Cursor, Copilot, Codex), eval pipeline standup, agent reference architecture, and pair-engineering on a real production feature.

07 Ongoing

Continuous AI Risk Monitoring

Implementation of an AI System of Record (SOR) across the entire AI footprint. Continuous monitoring of AI assets, vendors, controls, and regulatory drift. Quarterly board reporting and a named senior advisor.

08 Scoped

Targeted Advisory

M&A AI due diligence, AI incident response retainers, regulatory readiness sprints (EU AI Act, ISO 42001, HIPAA), local/private AI deployment, secure prompt gateways, and executive coaching.

Why CyRisk

Built different. By design.

Most AI advisors specialize in one layer. CyRisk covers the full stack — and everything we deliver holds up in front of auditors, boards, and enterprise procurement.

One Partner, End-to-End

Strategy, governance, security, and engineering under one accountable team. No handoffs, no "that's a different practice." Your senior advisor stays engaged from kickoff through delivery.

Cyber & Compliance DNA

Built as a security and compliance practice. Every recommendation is structured to hold up in front of auditors, boards, and enterprise procurement — not just sound good in a slide deck.

Continuous, Not Point-in-Time

The CyRisk platform turns AI governance from a binder into a living system of record — the same picture for your CISO, board, auditors, and insurers, updated continuously.

Engineering Credibility

We work in your repo. Our advisors review architectures, threat-model agentic systems, and read evaluation reports alongside your team. Theory stays on the shelf.

Jurisdictions & Sector Depth

United States  ·  United Kingdom  ·  European Union

We operate across regulated and unregulated sectors. Whether you're facing the EU AI Act, NYDFS Part 500, FDA AI/ML guidance, or SEC cyber disclosure requirements, we know the terrain.

Financial Services Professional Services Healthcare & MedTech Critical Infrastructure Insurance Federal & Public Sector Manufacturing Retail & E-Commerce
Frameworks & Standards

We operate against the frameworks that matter.

Our work is grounded in the regulatory and technical standards your auditors, insurers, and procurement teams already know.

NIST AI RMF ISO/IEC 42001 OWASP LLM Top 10 MITRE ATLAS CSA AICM SOC 2 GDPR HIPAA NYDFS Part 500 FDA AI/ML SaMD EU AI Act SEC Cyber Disclosure
Where to Start

We listen first. Then we recommend honestly.

Every engagement starts with a conversation. Tell us where you are and we'll tell you where to begin — with candor, not a sales pitch.

Boards & Executives

AI for Boards: A 90-Minute Primer

Set AI strategy and risk appetite with a partner who will challenge the easy answers. Board-ready frameworks, no jargon.

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CIO  ·  CISO  ·  COO  ·  CCO

AI Inventory & Risk Baseline

See where AI exposure already lives in your enterprise — sanctioned, shadow, embedded, and vendor-supplied — before it becomes a problem.

SCHEDULE NOW

Start Planning Today

Book your consultation with CyRisk's experts. Together, we'll define the scope, priorities, and roadmap to strengthen your cybersecurity and AI strategy.

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