Fractional Chief Information Security Officer

We’re deploying AI infrastructure across more enterprise environments than we anticipated. The velocity is extraordinary — and so is the exposure. We need a battle-tested CISO to architect and maintain security protocols across our client portfolio on a fractional basis. Someone who can hold the line across 8–14 concurrent enterprise deployments without breaking a sweat.

The Opportunity

Stackgrid is a technical AI consultancy building production-grade infrastructure for enterprise clients. We architect multi-agent pipelines, RAG systems, and full-stack automation middleware at scale. Our client roster has grown faster than our security posture can accommodate. This is a critical opening for a Fractional CISO who can span our portfolio — setting standards, performing audits, and becoming the security voice our clients trust and our team relies on. The scope is real, the clients are serious, and the compensation reflects both.

What You’ll Own

You’ll operate as the de facto security authority across our client portfolio. Your scope includes:

  • Define and enforce security architecture standards across all active client deployments

  • Conduct threat modeling and penetration testing readiness assessments on deployed AI infrastructure

  • Advise clients directly on data residency, model governance, and SOC 2 / ISO 27001 compliance pathways

  • Review third-party integrations, API gateway configurations, and vector database access controls

  • Establish an internal security review protocol for all new pipeline shipments before client handoff

  • Represent Stackgrid in security-first client conversations, enterprise RFPs, and vendor negotiations

What You Bring

  • 12+ years in information security with direct exposure to cloud-native and AI/ML infrastructure environments

  • Hands-on experience navigating SOC 2 Type II, ISO 27001, GDPR, and CCPA compliance frameworks

  • Deep knowledge of API security, zero-trust architectures, and LLM data segregation best practices

  • Prior fractional or multi-client consulting experience spanning concurrent enterprise accounts

  • Comfortable operating without a large team beneath you — you are the function, not the manager

  • CISSP, CISM, or equivalent certification strongly preferred

The Terms

We pay for expertise and we don’t negotiate downward. Here is what this engagement looks like:

  • Compensation: $220,000–$350,000 USD annualized, structured as a fractional contractor engagement

  • Time Commitment: 20–30 hours per week across the active client portfolio

  • Bonuses: Per-deployment security clearance bonuses upon successful audit completion

  • Location: Remote-first; occasional travel to client sites as required

  • Start: Immediate — we have open deployments waiting on your clearance