AI Services & Governance | Primetime IT Solutions

The new attack surface

Shadow AI is the new shadow IT — and most of it is already inside your tenant.

Your team is using ChatGPT, Gemini, Claude, and Copilot today. Some you sanctioned; most you didn’t. They’re pasting client matters, financial models, contracts, source code, and patient records into tabs you don’t see. Every DLP control you bought walks right past it. This is now your single largest data-exfiltration vector — and your insurance carrier knows it.

Data leakage to unsanctioned AI
Confidential contracts, financial models, source code, PHI — pasted into public chat tabs and absorbed into training data or third-party logs. Once it’s out, it’s out.
Copilot oversharing
M365 Copilot indexes everything the user has access to. If SharePoint permissions are loose, Copilot will happily summarize the salary spreadsheet to anyone who asks.
Prompt injection & indirect attacks
Hostile content in emails, documents, or webpages can instruct AI assistants to exfiltrate data, change tone, or call internal tools. Active research area — active attack vector.
Compliance & ethics ambush
FL data privacy law, HIPAA, Bar Rule 1.6, FINRA — all now interpret “reasonable safeguards” to include AI usage policy. No policy on file = compliance exposure.
Insurance carriers are asking
2026 cyber-insurance applications now include AI questions: sanctioned tools, AUP, training, DLP coverage. Wrong answers raise premiums or kill renewals.

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Four pillars

Four pillars of AI services & governance.

Each pillar is delivered on the same standardized stack and documented for cyber-insurance and compliance audit. Pick one or layer all four — the integration is built-in.

Pillar 01

Copilot & Claude rollouts done safely

SharePoint permission audit. Sensitivity labels. DLP. AUP. Training. Pilot group. Then — and only then — the license. We don’t turn it on until the data underneath is governed.

Pillar 02

AI usage policy & DLP for AI tools

Block or monitor unsanctioned ChatGPT, Gemini, and standalone Claude. Browser-extension DLP. M365 Purview labels enforced at the prompt boundary. Plain-English AUP your team will actually follow.

Pillar 03

AI-augmented threat detection

SentinelOne behavioral AI + Huntress ML-assisted SOC. Zero-day ransomware caught by pattern. Persistent-foothold hunting that legacy AV doesn’t see. AI defending against AI-driven attacks — the only fair fight left.

Pillar 04

AI-augmented vCIO insights

Reports synthesized from your real telemetry — not vendor brochures. Risk surfaced from pattern matching across security, license, backup, and ticket data. Board-ready output your CFO can act on.

What’s actually inside

The deliverables behind every pillar.

Tangible artifacts, not consulting decks. Every engagement produces documentation a carrier, a regulator, or a board can read.

Copilot pre-flight checklist

12 steps before you license your first Copilot seat: SharePoint sprawl, restricted-search policies, sensitivity-label coverage, DLP rules, AUP shipped, training delivered, pilot group.

AI acceptable-use policy

Plain-English policy tailored to your industry: what tools are sanctioned, what data may not be entered, what to do if you’re unsure. Reviewed annually. Signed at onboarding.

Sanctioned tooling baseline

Tenant-bound Copilot. Claude Team / Enterprise. ChatGPT Enterprise where appropriate. Provisioned, licensed, monitored, and integrated with identity — never personal accounts on company data.

Shadow-AI discovery

Firewall logs + Defender / Entra sign-in analytics + browser telemetry to surface every AI tool in use across your tenant. Often 30–50 in mid-size shops. We surface, score, and decide together what stays.

DLP at the prompt boundary

Browser-extension DLP. Conditional Access policies blocking unsanctioned AI domains for users with sensitive-data access. Purview label inheritance into sanctioned AI tools where supported.

Prompt-injection guardrails

Configuration for Copilot Studio, Claude Projects, and custom agents to mitigate indirect prompt injection — restricted file inputs, sanitized retrieval, audit logging on agent actions.

End-user training

20-minute targeted training per role. Practical scenarios: what to do, what not to do, how to verify output, how to flag prompts you’re unsure about. Recorded for new hires.

AI-augmented QBR reports

Synthesis of real telemetry into a quarterly report you can put in front of leadership. Risk trends, license drift, ticket pattern analysis, security-posture trajectory. Generated, then human-reviewed.

Insurance & compliance evidence

Documented AI policy, training records, sanctioned-tool inventory, DLP enforcement screenshots. Filed for cyber-insurance, Bar audit, HIPAA, FINRA, or SOC 2 — ready when asked.

How we deliver

Audit. Govern. Deploy. Defend.

A four-phase rollout that turns AI from a liability into a measurable productivity gain — with the controls a regulator and an underwriter both recognize.

Phase 01

Audit

Shadow-AI discovery. SharePoint sprawl scan. Sensitivity-label coverage assessment. AI policy gap analysis. Current carrier questionnaire reviewed against your environment.

Phase 02

Govern

AUP drafted and approved. Sanctioned-tool list defined. DLP policies built. Training content tailored. Pilot group identified. Insurance language reviewed.

Phase 03

Deploy

Sanctioned tools provisioned. DLP enforced. Unsanctioned tools blocked or monitored. Training delivered. Pilot group runs for 30 days, then wider rollout.

Phase 04

Defend & report

Continuous monitoring of AI usage. Quarterly AI-section in your QBR. Annual policy review. Carrier-renewal evidence package maintained as a living document.

AI on defense

The same speed attackers gained, defenders can get back.

Attackers automated the kill chain with AI: reconnaissance, phishing personalization, payload generation, lateral movement. The only proportional response is AI-augmented defense — behavioral detection, ML-assisted SOC analysis, automated containment. We’ve built that into every layer of the stack.

SentinelOne behavioral AI
Ransomware caught by encryption-pattern recognition, not signature. Auto-isolation on confirmed threats. Rollback on file encryption. Endpoint defense at machine speed.
Huntress ML-assisted SOC
Persistent-foothold detection. Human analysts triaging machine output around the clock. The stuff dwell-time studies say sits unnoticed for 200+ days elsewhere.
AI-augmented operations
PowerShell + Claude pipelines drive onboarding, license audits, monthly reporting, ticket triage. We scale enterprise-grade discipline at small-business cost.
Synthesized vCIO insight
Quarterly reports built from your real environment data, not opinions. Trend lines, risk drift, license waste — surfaced fast, explained in business terms.

See the Security Stack →

“Shadow AI is the new shadow IT — only the data moves faster, the policy gap is bigger, and the carrier is already asking about it.”

Laz De La Vega · Practice Lead, Primetime IT Solutions

Common questions

The questions we get on every AI engagement.

Do we need an AI policy if we’ve banned ChatGPT?

Banning a single tool doesn’t address the problem — there are 50 others. And telemetry consistently shows employees use AI tools at work whether sanctioned or not. The right move is a policy that defines what is sanctioned, what data may not be entered into AI tools at all, and what the consequences are for non-compliance — backed by DLP enforcement.

Should we buy Copilot, Claude, or ChatGPT?

Depends on your stack and your use cases. Copilot integrates deeply with M365 (Word, Excel, Outlook, Teams, SharePoint). Claude is strong for long-form drafting, code review, and structured reasoning. ChatGPT Enterprise is broad. We’ll evaluate based on your workflows, your data-residency needs, and your existing licensing — not which one we get a partner kickback on.

How do we stop employees from pasting client data into ChatGPT?

Layered approach: (1) plain-English AUP your team will actually read, (2) sanctioned tools that handle the use case so they don’t need to go elsewhere, (3) browser-extension DLP scanning prompt content, (4) Conditional Access blocking unsanctioned AI domains for users with sensitive data access, (5) ongoing training and reminders. Policy + tools + culture — not any one alone.

What does “Copilot pre-flight” actually include?

12 steps: SharePoint permission audit, restricted-search policies, sensitivity-label coverage, DLP rules, AUP drafted, training delivered, pilot group selected, Copilot dashboard configured, feedback loop established, success metrics defined, and only then license deployment — followed by 30-day post-rollout review. We won’t turn it on in a tenant that’s not ready, no matter how much budget is approved.

What about prompt injection?

Real and evolving risk. We mitigate at the configuration layer: restrict retrieval scope, sanitize inputs to Copilot Studio / Claude Projects / custom agents, audit-log agent actions, and review LLM-tool integrations carefully (the agentic AI layer expands the attack surface fast). For high-stakes deployments we recommend additional guardrails — happy to discuss specifics.

Will our cyber-insurance carrier ask about AI?

Yes — major carriers added AI governance questions in 2025 renewals and expanded them in 2026. Expect questions on sanctioned AI tools, employee AUP, DLP coverage for AI prompts, and incident response procedures for AI-related incidents. We document and attest to all of it.

AI services & governance for businesses that can’t afford to get it wrong.