FRACTIONAL CTO / AI STRATEGY - Remote (Contractor)

1 month ago
Contract
Lead
Artificial Intelligence and Machine Learning
ShaeGroup

ShaeGroup

ShaeGroup focuses on developing transformational technology aimed at eliminating chronic disease and pain, empowering individuals and organizations to enhance their well-being and foster a compassionate society.

Internet Software & Services
Founded 2010

Description

  • Provide clear advice-to-decision paths for new and ongoing AI projects, enabling fast, safe executive decisions.
  • Propose and review AI strategy and practical implementation pathways, including tradeoffs and roadmaps.
  • Design and deliver reference architectures, architecture decision records (ADRs), playbooks, guardrail policies, and risk registers.
  • Create buy/build/partner matrices and vendor RFPs and evaluate third‑party providers.
  • Advise on LLM and multi-agent systems (safety, evals, retrieval, tool-use, orchestration, cost/latency engineering).
  • Advise on MLOps and data platforms, including feature stores, pipelines, governance, and labeling/feedback loops.
  • Advise on SRE and cloud economics (SLOs, incident management, cost/performance tradeoffs) and on security & privacy (threat modeling, secrets management, data minimization).
  • Support product and growth topics including AI monetization, pricing, usage metering, and partner integrations; participate in short design review clinics and onboarding sessions.

Requirements

  • 10+ years of industry experience with prior CTO, Head of AI, Principal/Distinguished Engineer, or equivalent senior technical leadership roles.
  • Proven track record of shipping AI systems at scale and operating Scaled AI/ML systems with >1M users.
  • Extensive hands-on experience with Python and FastAPI projects and production use of LLM APIs.
  • Experience building and managing complex data pipelines and data platforms (feature stores, pipelines, labeling/feedback loops).
  • Strong written and verbal communication skills with ability to produce artifacts (ADRs, design decks, audits) that enable executive decisions.
  • Experience with SRE/cloud economics, incident management, and cost/performance tradeoffs for AI systems.
  • Experience with security, privacy, and regulatory considerations (threat modeling, data minimization, DPIA/TRA) — healthcare/clinical AI experience is a plus.
  • Prior advisory, fractional, consulting, or board-level support experience for engineering or AI teams is preferred.
  • Willingness to work as an independent contractor, invoice hourly in USD, and participate in the application steps (submit artifacts and a short self-recorded video interview).

Benefits

  • Hourly compensation (paid by hourly invoicing in USD via bank direct deposit).
  • Engagement term typically 6–12 months with flexible scope and deliverables.
  • Remote, global work eligibility with emphasis on candidates in regions aligned with Western Europe, North America, Australia, Latin America, Israel, Singapore, Malaysia, and Southeast Asia.
  • Opportunity to join a curated council of senior experts influencing major AI architecture decisions and high-impact projects.
  • Flexible contractor arrangement (independent contractor status only).
  • No employee benefits (explicitly noted).

Interested in this position?

Apply directly on the company website

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