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The Bailey Perspective

Projects & Case Studies

Projects & Case Studies

Our consulting is grounded in the AI products we build and run ourselves. Each project below is a working system — with real users, real compliance posture, and real lessons we bring into client engagements.

Whisper Wall

The problem: Employees routinely paste SSNs, API keys, customer PII, and confidential contracts into ChatGPT, Claude, Gemini and other public AI tools. That data leaves your perimeter the moment the user hits enter.

The solution: Whisper Wall is a browser extension that intercepts prompts before they reach third-party AI servers and automatically redacts PII, secrets, and context-sensitive leakage — while preserving the intent of the prompt so the AI still gives a useful answer. It covers 15+ AI platforms (ChatGPT, Claude, Gemini, Grok, Perplexity, Copilot, Mistral, HuggingChat and more) and ships with enterprise controls: configurable sensitivity levels, custom keyword monitoring, and deployment through Google Workspace and Microsoft Intune.

Consulting takeaway: Shadow-AI is the fastest-moving risk in every enterprise we advise. Whisper Wall is our pattern for how to ship DLP for the AI era — pattern detection plus model-based context analysis — and we deploy it (or the lessons from building it) in client environments as part of AI governance programs.

GovernMy.ai

The problem: AI regulation arrived faster than most companies’ governance. The EU AI Act, Colorado AI Act, ISO/IEC 42001, and NIST AI RMF all demand inventory, risk assessment, and documented controls — and fines can reach €35M or 7% of global turnover.

The solution: GovernMy.ai is an end-to-end AI compliance program platform. A 4-question readiness quiz determines which frameworks apply, produces a scorecard, and feeds a managed or self-service engagement: AI system inventory, risk assessment & mitigation, policy drafting, and audit-ready evidence packs. Expert reviewers deliver Quick Start, ISO 42001 certification prep, and multi-framework programs.

Consulting takeaway: Every AI program we run for clients ends up needing this plumbing. GovernMy.ai lets us deliver governance faster, with the same platform our clients can carry forward in-house after the engagement.

AISolutions & CAICA

The problem: Most compliance, risk, legal, and procurement professionals aren’t yet fluent in AI governance — and there’s no recognized credential to prove they are.

The solution: The Certified AI Compliance Advisor (CAICA) — offered by AISolutions with GovernMy.ai as AI Governance Partner — is a 6-chapter certificate program covering foundations of AI governance, major regulations (EU AI Act, Colorado AI Act), standards & frameworks (ISO 42001, NIST AI RMF), AI models & platforms, risk assessment & mitigation, and customer communication. Completion requires passing chapter quizzes and a 25-question exam (65% to pass), yielding a 1-year CAICA certificate.

Consulting takeaway: The single highest-leverage investment for most enterprises isn’t another AI tool — it’s upskilling their second line. We bundle CAICA prep into governance engagements so clients own the program after we leave.

Want a walkthrough of how we’d apply this to your business?