You can’t protect or govern what you can’t see. The new frontier of compliance isn’t stopping AI, it’s channeling it - Anonymous CISO You can’t protect or govern what you can’t see. The new frontier of compliance isn’t stopping AI, it’s channeling it - Anonymous CISO - Anonymous CISO Anonymous CISO When leaders say “shadow IT,” I picture expense-report footprints, forgotten SaaS trials, rogue cloud accounts, a server humming under someone’s desk. Shadow AI leaves no receipts. It’s a browser tab, a personal plug-in, an unregistered API key behind a helpful automation. If that sounds like your company, it’s because it is. Shadow AI A classic Star Trek episode, “The Ultimate Computer,” imagined an autonomous system taking a starship off-mission because governance was bolted on after launch. That’s the parable of 2025. Capability without designed controls creates avoidable drama. Recent research makes the point less quaint. Anthropic’s tests of “agentic misalignment” showed how, under adversarial pressure, some models role-played insider-ish behavior. This is a governance wake-up call. Star Trek The Risk Shadow AI harms in three ways you’ll feel in the boardroom. First, data loss. Engineers paste code or analysts paste contracts into consumer AI. Where those tokens go, region, retention, and if it’s used for training is opaque. Second, audit gaps. You can’t prove record-keeping, redaction, or policy enforcement if activity happens off-platform. Regulators don’t accept “trust us” (If you need a vocabulary for this, NIST’s AI Risk Management Framework is a sensible north star). Third, operational distortion. Unvetted models and over-privileged automations make persuasive but wrong decisions. Vendors quietly route your data through their own AI, testing your contracts and geography. An auditable management-system approach like ISO/IEC 42001 helps standardize this conversation. data loss data loss audit gaps audit gaps operational distortion operational distortion Strategies That Actually Work One gateway for all AI. If an AI request doesn’t traverse the company’s reverse proxy/LLM gateway, it didn’t happen. The gateway allow-lists endpoints, blocks the rest, strips secrets, keeps track of costs, redacts PII, hardens prompts, applies output filters, and writes immutable logs. Most importantly, it binds identity, human or non-human, to every call so actions are attributable and revocable. Think “payments switch,” but for prompts and completions. One gateway for all AI. IAM for agents (non-human identities). Bots, service accounts, copilots, schedulers, notebooks: they all need first-class identity. The lifecycle should be simple and non-negotiable. Discover → Register → Authenticate (OIDC/mTLS) → Authorize (OAuth2/least privilege) → Govern (rotation, attestations, lineage) → Decommission**.** No shared keys. No orphaned agents. No privileges without an owner or an expiry. IAM for agents (non-human identities). But People Love New Tools Shadow AI is market research you didn’t pay for. When employees reach for ChatGPT-style assistants or code copilots, they’re telling you where productivity is stuck. Keep it simple - buy the enterprise versions of what people already use, then route them through your gateway. You earn observability, retention guarantees, and policy enforcement, and they keep their speed. Culture and compliance finally stop fighting the same war. Employees are your fastest path to value and your easiest path to leaks. Unmanaged devices bypass DLP, store local prompts, and leave no trail. Require managed browsers or high trust authentication for AI-assisted work that touches sensitive data, plus conditional access that keeps crown-jewel datasets off personal machines. Training matters, but it can’t be a scold; show real prompt-injection and leakage examples, then show the safer, faster path through the gateway. Vendors and BPOs chase efficiency with their own AI stacks. That’s fine, inside your guardrails. Contracts should require your gateway or a jointly governed tenant, disclose models used, guarantee data location/retention, and grant log-export rights. For high-risk workflows, provide a segregated VDI so all traffic inherits your controls. Seeing What You Can’t See (Yet) You can’t govern in the dark. Start with DNS/Identity Provider/proxy/SASE telemetry to catch direct calls to model endpoints and suspicious API hosts. Managed-browser inventories will surface unsanctioned AI extensions. Secrets in prompts are canaries. On the sanctioned side, your logs should tell a complete story, who/what identity, which dataset, which model, what input/output. Stream it to the SIEM and correlate with IAM and data-access events. Governance becomes investigation-ready instead of vibes-based. Month one - stand up the gateway, allow-list providers, turn on redaction and logging, and pause new service accounts until they’re registered. Month two - launch the non-human identity registry, migrate agents to OAuth2 or mTLS, define standard scopes/expirations, and roll out updated employee/BYOD and vendor addenda. Month three - hunt for shadow-AI bypasses, red-team your prompt paths, and publish board-level metrics: % of AI calls via gateway, % of agents registered with expiry, mean time to revoke an agent, # of sensitive uploads blocked. Month one - stand up the gateway, allow-list providers, turn on redaction and logging, and pause new service accounts until they’re registered. Month two - launch the non-human identity registry, migrate agents to OAuth2 or mTLS, define standard scopes/expirations, and roll out updated employee/BYOD and vendor addenda. Month three - hunt for shadow-AI bypasses, red-team your prompt paths, and publish board-level metrics: % of AI calls via gateway, % of agents registered with expiry, mean time to revoke an agent, # of sensitive uploads blocked. Those numbers tell your story to regulators and investors far better than policy PDFs ever will. Conclusion Treat every AI interaction like a financial transaction. It must carry identity, policy, and a receipt. Give every agent a name. Route every call through one gate. And invest in the tools your people are already voting for with their behavior. That’s how you keep speed and stay defensible. identity, policy, and a receipt If Star Trek gave us the parable, NIST and ISO now give us the scaffolding. The rest is leadership. Design governance up front, so innovation isn’t something compliance cleans up after. Star Trek
