About This Role
Role Description
We are seeking a Fractional Chief AI Officer (CAIO) to design, build, and lead the AI foundation of our platform from the ground up.
This is not a strategy\-only role. You will be deeply hands\-on—rapidly shipping AI\-powered prototypes, building agentic systems, and turning ideas into real, user\-facing products.
You will play a critical dual role:
- Builder — architect and execute AI systems, prototypes, and integrations that directly drive user value
- Leader \& Advisor — define our AI vision, guide decision\-making, and act as a trusted partner in our AI transformation journey
This is an early, high\-impact role with a clear path to becoming a full\-time Chief AI Officer as the company scales.
What You’ll Do
- Define AI architecture, tooling decisions, and long\-term roadmap
- Partner closely with founders on product strategy and platform evolution
- Rapidly design and deploy AI\-powered prototypes (days to weeks, not months)
- Build and orchestrate agentic workflows using LLMs and automation frameworks
- Implement integrations using MCP (Model Context Protocol), APIs, and workflow automation platforms
- Translate ambiguous ideas into functional, scalable AI experiences
- Continuously experiment, iterate, and optimize for user growth and engagement
- Serve as a trusted advisor on AI capabilities, risks, and opportunities
Who You Are
You are a builder at heart with executive\-level thinking.
You don’t wait for clarity—you create it by building.
You thrive in ambiguity, enjoy solving complex problems, and operate with speed and ownership.
You have a founder mindset—you think in terms of outcomes, leverage, and long\-term impact.
You are passionate about using AI to transform healthcare and improve human outcomes at scale.
Qualifications
- Strong foundation in AI/ML concepts (LLMs, embeddings, retrieval systems, fine\-tuning, evaluation)
- Proven track record of building and deploying AI\-powered products or systems
- Hands\-on experience with:
- LLM APIs (e.g., OpenAI, Anthropic, open\-source models)
- Agentic frameworks and orchestration tools
- API integrations and distributed system design
- Workflow automation platforms (e.g., Zapier, Make, n8n, or similar)
- Ability to move from idea → prototype → production with speed
- Strong problem\-solving skills with a bias toward execution
- Comfortable operating independently in a fast\-moving, ambiguous environment
Preferred Background
- Experience in healthcare, digital health, or health tech platforms
- Prior startup or founder experience
- Experience scaling AI systems into production environments
- Familiarity with data pipelines, evaluation frameworks, and model performance optimization
Why Join Us
- Fractional leadership role with high ownership and immediate impact
- Opportunity to transition into a full\-time executive role with equity
- Build from zero to one in a category\-defining healthcare platform
- Shape how AI is applied in wellness and care delivery
- Work on meaningful problems with real\-world impact at scale
Engagement Model
- Start as a fractional/contract role (flexible, outcome\-driven)
- Transition into a founding executive role with equity based on performance and company growth
Pay: $100,000\.00 \- $140,000\.00 per year
Benefits:
- Flexible schedule
Work Location: Remote