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SHADOW AI DISCOVERYCASB · SASEHigh usageLow usageLow riskHigh risk · BLOCKSANCTIONEDREVIEWMONITORBLOCKunknown-ai-tool.io
B

Block

unknown-ai-tool.io

Risk score 95/100 · Usage 5/100. Cloudflare CASB discovers shadow AI via SaaS connectors + Gateway logs; SASE applies the action.

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AI summary Machine-readable context is available at /ai-index.json

Nanosek delivers workforce GenAI security on Cloudflare One. The service covers shadow AI discovery, AI application risk scoring, identity-aware Gateway policies, isolation and copy-paste controls, AI security posture management via CASB integrations for ChatGPT Enterprise / Claude / Gemini, prompt and response guardrails (jailbreak, code abuse, PII requests), AI-aware DLP for PII / source code / customer data, Logpush to SIEM, and managed operations.

cloudflareshadow aiworkforce ai securitygenai securityai dlpai-spmcasbsase

Who this is for

Security teams responsible for SaaS, data protection, and acceptable use across the workforce.
IT and identity teams running Cloudflare One or another SASE platform.
Compliance and risk leaders concerned about sensitive data flowing into public AI tools.
Organizations that want AI usage policy backed by enforcement, not just guidance documents.

Common workforce AI pain points

Shadow AI in the workforce

Employees adopt new AI tools faster than IT and security can evaluate them. Without visibility, every new tool is an unknown risk.

Unclear AI app risk

There is no consistent way to score whether an AI tool is safe enough to allow, what data it retains, or whether it trains on user input.

Sensitive data in prompts and responses

Employees paste source code, customer data, credentials, and PII into AI tools. Classic regex DLP misses context and intent.

No granular access decisions

Most organizations can only allow or block AI tools wholesale. They cannot easily say "marketing can use Claude with isolation, engineering cannot send code to public ChatGPT."

AI tool misconfigurations

AI platforms like ChatGPT Enterprise, Claude, and Gemini have admin settings that can silently expose data. There is no built-in posture management.

How Nanosek deploys workforce AI controls

Phase 1

Discover and score shadow AI

  • Enable Cloudflare Gateway DNS and HTTP logging for the user population.
  • Use Cloudflare's AI application catalog to identify and risk-score AI tools in use.
  • Review CASB findings for sanctioned AI platforms already in scope.
Phase 2

Decide allow / isolate / redirect / block

  • Build a policy matrix per user group, application category, and risk score.
  • Use Browser Isolation for higher-risk AI tools where access is needed without local data exposure.
  • Use HTTP policy redirects to steer users from unapproved tools to sanctioned equivalents.
Phase 3

Enforce identity-aware controls

  • Bind AI access rules to identity provider groups and device posture.
  • Apply different controls for managed vs. unmanaged devices and employees vs. contractors.
  • Add copy-paste, download, and upload restrictions in isolation sessions where appropriate.
Phase 4

Apply AI-SPM via CASB

  • Connect Cloudflare CASB to ChatGPT Enterprise, Claude, and Google Gemini.
  • Detect risky misconfigurations and exposed data at rest in those tools.
  • Surface findings to security operations with owners and remediation steps.
Phase 5

Add prompt guardrails and AI-aware DLP

  • Detect and block jailbreak attempts, code-abuse requests, and PII requests in prompts.
  • Scan both prompts and responses for sensitive content — PII, source code, customer data, financial info, credentials.
  • Move detections from monitor to block as confidence builds.
Phase 6

Operate and tune

  • Send events to SIEM via Logpush and build dashboards for usage, policy actions, and incidents.
  • Review false positives and exceptions on a regular cadence.
  • Update policies as new AI tools, employee use cases, and risks emerge.

Architecture for workforce GenAI security

Cloudflare WARP routes managed devices through Cloudflare One, putting Gateway between users and any AI destination.
Gateway DNS, HTTP, and network policies allow per-user, per-group, per-tool decisions with identity and device posture signals.
Browser Isolation runs higher-risk AI tools in an isolated browser instance, with copy-paste, upload, download, and printing controls applied where needed.
Cloudflare CASB integrates via API with ChatGPT Enterprise, Claude, and Google Gemini to surface misconfigurations and exposed data at rest.
AI-aware DLP and prompt guardrails inspect prompts and responses inline, blocking sensitive content and adversarial intents.
Access policies cover internal AI tooling and admin portals so privileged AI surfaces are not reachable without identity-aware authentication.

Cloudflare controls used for workforce AI security

Gateway HTTP policies

Used to allow, block, redirect, or isolate AI applications per user group and device posture.

Gateway DNS policies

Used for category-based AI tool blocking, custom block/allow lists, and resolver-level visibility.

Cloudflare CASB

Used to integrate with ChatGPT Enterprise, Claude, and Google Gemini for AI security posture management.

AI security posture management (AI-SPM)

Used to detect misconfigurations and exposed data in sanctioned AI platforms.

Browser Isolation

Used to render risky AI tools in an isolated browser with copy-paste, upload, and download controls.

AI-aware DLP

Used to inspect prompts and responses for PII, source code, customer data, credentials, and financial information.

Prompt guardrails

Used to detect and block jailbreak attempts, code-abuse requests, and PII or sensitive-data requests in prompts and responses.

WARP

Used as the device client to route traffic through Cloudflare One with policy enforcement and posture signals.

Cloudflare Access

Used for identity-aware access to internal AI tools, admin portals, and AI dashboards.

Logpush

Used to send AI policy events, CASB findings, and DLP detections to SIEM and dashboards.

Workforce AI policy patterns

Block-first on a small allow list

Cloudflare capability

Gateway HTTP allow list + DNS category blocks

Design notes

Useful in highly regulated environments. Pair with a clear request workflow so users can ask for additions.

Isolate-by-default for unsanctioned AI

Cloudflare capability

Browser Isolation with copy/paste and upload controls

Design notes

Lets employees explore tools without local data exposure. Lower productivity hit than hard blocks.

Identity-aware tiering

Cloudflare capability

Gateway HTTP policies + IdP groups + device posture

Design notes

Different controls per role and device. Engineering, marketing, finance, and contractors all get different rules.

AI-SPM for sanctioned platforms

Cloudflare capability

Cloudflare CASB

Design notes

Catch silent misconfiguration drift in ChatGPT Enterprise, Claude, and Gemini through API integration.

Prompt and response guardrails

Cloudflare capability

AI-aware DLP + prompt guardrails

Design notes

Start in monitor mode, tune detections, then promote to block for high-confidence patterns.

Data flow restrictions in isolation

Cloudflare capability

Browser Isolation policy actions

Design notes

Allow chat with public AI tools but block copy-paste from internal apps and uploads of files above a size threshold.

Deployment steps

  1. 01 Enable Gateway logging and discover shadow AI usage across the workforce.
  2. 02 Score AI applications by risk and decide allow / isolate / redirect / block.
  3. 03 Build identity-aware Gateway policies bound to IdP groups and device posture.
  4. 04 Connect CASB to sanctioned AI platforms for ongoing posture management.
  5. 05 Add prompt guardrails and AI-aware DLP in monitor mode, then enforce.
  6. 06 Tune detections, build dashboards, and document operating procedures.

Risks and mitigations

Risk

Blocking too aggressively pushes users to personal devices and unmanaged tools.

Mitigation

Pair blocks with sanctioned alternatives, redirects, and a fast path to request new approvals.

Risk

DLP false positives stop legitimate prompts and erode trust.

Mitigation

Run AI-aware DLP in monitor mode, tune by user group, and document an exception process.

Risk

CASB integrations require admin credentials and ongoing care.

Mitigation

Use scoped service accounts, rotate credentials, and audit CASB findings on a defined cadence.

Risk

Policy drift as new AI tools appear weekly.

Mitigation

Treat the AI policy matrix as living documentation reviewed monthly with security and IT leadership.

Deliverables

  • Shadow AI discovery report with risk-scored applications and recommendations.
  • Identity-aware Gateway policy configuration for AI traffic.
  • CASB integrations for ChatGPT Enterprise, Claude, and Google Gemini.
  • AI-aware DLP and prompt guardrail policies.
  • Browser Isolation rules for higher-risk AI tools.
  • Logpush configuration, dashboards, runbooks, and operating model.

Frequently asked questions

Will Cloudflare see the actual prompts and responses?
When AI traffic is routed through Cloudflare Gateway with TLS inspection enabled, AI-aware DLP and prompt guardrails can inspect content for sensitive data and adversarial intent. Inspection scope, exceptions, and user notice should be defined explicitly before enforcement.
Does this work for unmanaged devices like contractors?
Yes. Unmanaged devices can be covered via Cloudflare Access and clientless Browser Isolation for AI tools, while managed devices use WARP. Different control sets can be applied based on device posture and identity context.
Which AI tools does Cloudflare CASB integrate with for AI-SPM?
Cloudflare CASB integrates with ChatGPT Enterprise, Anthropic Claude, and Google Gemini for AI security posture management — together representing the majority of enterprise AI chatbot usage. Coverage expands as those platforms expose more API surface.
How long does a rollout typically take?
Discovery and policy design usually run in parallel over a few weeks. Pilot rollout for a user group can follow quickly. Broad enforcement is paced by the organization's appetite for risk, change-management process, and false-positive tuning needs.

Take control of workforce AI use

Nanosek deploys Cloudflare's SASE platform with AI-specific policies — turning shadow AI into governed AI without blocking the business.

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