Title: FRACTIONAL CTO / AI STRATEGY — Remote (Contractor)
Location: Remote — Global availability welcome, especially candidates located in offshore-friendly regions aligned with Western Europe, U.S., Canada, Australia, Latin America, Israel, Singapore, Malaysia, and Southeast Asia.
Employment type: Contractor
Who We Are
We are an AI-first global technology and services organization delivering precision AI systems across healthcare, wellbeing, education, and enterprise domains. We operate with speed and discipline, prioritizing safe deployment, operational reliability, and expert-led decision frameworks. Our goal is to combine strategic judgement with applied AI tools to drive meaningful product outcomes.
Who You Are
You are a senior technical executive — CTO, Head of AI, or Principal/Distinguished Engineer — who excels in guiding AI product direction and high-stakes architectural decisions. You bring depth in AI deployment at scale, offer crisp, actionable guidance, and communicate with clarity. You can zoom out to strategy and zoom into technical details, producing artifacts that help leaders move quickly and safely.
You share your experience in Ai development, Ai strategy, scalable Ai production systems to form strategies, and 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. You propose or review Ai strategy, and implementation pathways.
- Reference architectures, playbooks, and guardrail policies; risk registers; buy/build/partner matrices; vendor RFPs.
- Quality checks
Requirements
Must-have qualifications
- 10+ yrs; prior CTO/Head of AI/Distinguished Ai Eng; shipped AI at scale; strong communication.
- Extensive proof of Python & FAST API projects, utilising 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.
Benefits
Compensation
Hourly Rate
Engagement term: Typically 6–12 months with flexible scope and deliverables.
Payment & contractor terms
Independent Contractor status only. Payment in USD via bank direct deposit. Hourly invoicing. No employee benefits.
How to apply
• Submit two artifacts you authored (ADR, design deck, audit, or similar) plus a short Loom explaining an AI decision you shaped and the measurable impact it produced.
• A 16mins self-initiated ai-video interview and personality profile survey result must be submitted.
• Selected candidates will join a short design review clinic and onboarding discussion.
Closing note
Join a curated council of senior experts influencing major AI architecture decisions. We prioritize clear thinking, high-impact guidance, and rapid decision cycles — please apply with artifacts and a concise Loom.
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