Enterprise AI & Cloud Security Audit
Before you spend $500k deploying AI across your enterprise, spend $15,000 finding out exactly what your infrastructure can handle, where your compliance gaps are, and which workflows will actually move the needle.
The Problem
Most enterprises are not ready to deploy AI. They just don't know it yet.
Every CIO is under pressure to ship an AI strategy. Most are deploying on infrastructure that was not built for it, with compliance frameworks that do not cover it, and data that is too fragmented for any agent to use effectively. The audit finds these problems before your deployment finds them for you.
You have no idea if your current cloud setup can actually handle AI workloads.
Most infrastructure was built for static applications. AI agents have different latency, compute, and data-access patterns. Deploying on top of unprepared infrastructure creates cascading failures that only appear in production.
Your security team is being asked to approve AI tools without a framework to evaluate them.
HIPAA, SOC 2, and GDPR were written before LLMs existed. Your CISO is being handed vendor BAAs that contain carve-outs for model training. Without an AI-specific compliance layer, every deployment is a legal exposure you haven't scoped.
Your data is siloed across 12 systems that don't talk to each other.
AI agents are only as useful as the data they can access. Fragmented EHRs, CRMs, ERPs, and legacy databases mean your agents operate with incomplete context — and incomplete context produces confident-sounding wrong answers.
Leadership wants an AI roadmap. You have no idea where to start.
Every vendor is telling you their tool is the answer. Without an independent architecture review, you are making $500k decisions based on sales decks. The audit gives you a vendor-neutral roadmap written by architects, not salespeople.
The Methodology
Your Fractional Chief Architect Team
The audit is delivered by a dedicated team that functions as your fractional C-suite technical leadership for 14 days. You get the output of a Chief Architect, a CISO-level security reviewer, and a compliance specialist — without the $600k annual cost of hiring them full-time.
We are vendor-neutral. We have no referral agreements with cloud providers or AI tool vendors. Our recommendation is the right answer for your situation — not the answer that pays us a commission.
Lead Solutions Architect
Cloud infrastructure assessment, AI integration architecture, migration sequencing
Security Reviewer
Network segmentation, access controls, CIS Benchmark review, pen test coordination
Compliance Specialist
HIPAA, SOC 2, GDPR gap analysis, remediation roadmap, DPA review
AI Integration Engineer
Data silo mapping, FHIR/API inventory, agent deployment feasibility scoring
2-Week Timeline
What happens and when
Days 1–3
Discovery & Access
- Kick-off with your CTO, CISO, and operations leads
- Infrastructure access provisioning (read-only)
- Document collection: current architecture, security policies, compliance certifications
- Stakeholder interviews across IT, legal, and business operations
Days 4–7
Technical Assessment
- Cloud architecture review against CIS Benchmarks
- Network segmentation and access control audit
- Data source inventory and integration gap analysis
- AI readiness scoring across all five dimensions
Days 8–11
Compliance & Roadmap
- HIPAA / SOC 2 / GDPR gap analysis and remediation mapping
- AI vendor evaluation against your specific requirements
- ROI modeling for top 3 automation opportunities
- 90-day deployment roadmap drafting
Days 12–14
Delivery & Briefing
- Executive briefing deck for leadership presentation
- Full audit report delivery (typically 40–60 pages)
- Q&A session with your CISO, CTO, and legal team
- Transition planning if you choose to proceed to implementation
What You Receive
Six deliverables you can act on immediately
AI Readiness Score
A quantified score across 5 dimensions: data quality, infrastructure, security posture, workflow automation opportunity, and compliance readiness.
Cloud Security Assessment
Review of your current cloud architecture against CIS Benchmarks and NIST CSF. Every critical finding prioritized by risk severity and remediation complexity.
Data Silo Map
A visual map of your data sources, integration gaps, and the specific connections required to make AI agents operationally effective.
Compliance Gap Analysis
HIPAA, SOC 2, GDPR, or industry-specific framework gaps identified and mapped to specific remediation actions and responsible owners.
90-Day AI Deployment Roadmap
A sequenced, prioritized plan for your first AI agent deployments — ordered by ROI potential and implementation complexity.
Vendor Evaluation Framework
A scored vendor comparison matrix for the top 3 AI tools relevant to your use cases, with security and compliance ratings you can hand to procurement.
Health Systems & Medical Groups
HIPAA compliance + EHR integration readiness
Financial Services Firms
SOC 2 posture + data governance for AI
Mid-Market SaaS Companies
Cloud cost optimization + AI feature roadmap
Private Equity Portfolio Companies
Pre-acquisition technical due diligence
Ready to know exactly where you stand?
Fixed fee. Two weeks. Deliverables you can hand to your board.
Most clients recover the $15,000 engagement fee in the first month of optimizations we identify.
Questions? Email enterprise@hiretecky.com