Fractional CTO / AI Strategy Council

Fractional CTO / AI Strategy Council — Remote (Contractor)

Location: Remote - Global (offshore-friendly to Western Europe, U.S., Canada, Australia, Latin America, Israel, Singapore, Malaysia, South East Asia)

Base fee: Hourly (paid via bank direct deposit)

Employment type: Contractor

Role Overview

You are a senior technology leader (CTO / Head of AI / Distinguished Engineer) who advises high-impact AI product decisions. You provide concise, high-leverage guidance — design reviews, threat models, eval audits, ADRs and playbooks — and can move between strategy and technical detail. You share your experience in AI development, AI strategy, and scalable AI production systems to form strategies, accelerate the company's AI roadmap and de-risk decision making.

Your Experience Includes

• LLM & Multi-Agent Systems (safety, evals, retrieval, tool-use, orchestration, cost/latency engineering)
• MLOps & Data Platforms (feature stores, pipelines, governance, labeling/feedback loops)
• AI in Regulated Health (privacy, DPIA/TRA, clinical safety, audit trails)
• SRE/Cloud Economics (SLOs, incident mgmt, cost/perf tradeoffs)
• Security & Privacy (threat modeling for AI systems, secrets mgmt, data minimization)
• Product & Growth (AI monetization, pricing, usage metering, partner integrations)

Your Responsibilities

• Provide clear advice-to-decision paths for new and extending projects. Propose or review AI strategy and implementation pathways.
• Develop reference architectures, playbooks, and guardrail policies; risk registers; buy/build/partner matrices; vendor RFPs.
• Conduct quality checks.

Must-have Qualifications

• 10+ years experience; prior CTO/Head of AI/Distinguished AI Eng; shipped AI at scale; strong communication.
• Extensive proof of Python & FAST API projects, utilizing extensive LLM APIs in production systems
• Scaled AI/ML systems above 1M users
• Handled (managed and built) complex data pipelines

Nice-to-have

• Experience in regulated healthcare or clinical AI (privacy frameworks, DPIA, compliance, audit requirements).
• Prior advisory, fractional, consulting, or board-level support experience for engineering or AI teams.

Compensation & Terms

Hourly Rate

Engagement term: Typically 6–12 months with flexible scope and deliverables.

Payment & Contractor Terms

Independent Contractor status only. Payment in USD via Wise or bank direct deposit. Hourly invoicing. No employee benefits.

Application Process

• Click Apply → submit 2 authored artifacts (deck or ADR) and a short Loom explaining an AI decision you influenced and how you measured impact.
• Must complete a self-initiated AI-video interview call and personality profile survey.
• Selected advisors invited to a short design clinic and onboarding call.