You will lead a three-month transition following a planned founder departure, ensuring technical continuity and platform stability. This stewardship role focuses on knowledge transfer, coordinating a small engineering team, and maintaining a production AI environment used by thousands of clinicians. You will also serve as a technical advisor for permanent hiring.
Fractional Interim CTO at well-funded healthtech AI startup
We are seeking an experienced Interim CTO for a high-leverage, three-month fractional engagement at a leading healthtech AI startup. This is a unique opportunity to provide technical stewardship and leadership for a platform used by 12,000+ clinicians during a critical founder transition. If you are a seasoned engineering leader with expertise in Python, React, and agentic AI who excels in high-stakes, regulated environments, this stewardship role offers the chance to secure the future of a production AI platform while advising on long-term technical strategy.
About this role
Role overview
About the company
About the company
Well-funded healthtech AI startup
What you'll do
What you will do
- Conduct a comprehensive technical handover from the outgoing CTO, documenting architecture, infrastructure, and deployment processes to eliminate single points of failure.
- Lead and unblock a small team of contractors and project managers while maintaining production uptime and security in a regulated clinical environment.
- Act as a strategic partner to the CEO, setting technical priorities and vetting candidates for the permanent CTO position.
Who you are
Who this is a fit for
- Experienced CTO or senior engineering leader with a track record at early-stage startups and experience managing founder/executive transitions.
- Deep technical proficiency in Python, React, GCP, and agentic AI/LLM workflows, capable of making confident architecture decisions and reviewing production code.
- Pragmatic, London-based leader who excels in fractional roles, providing high-leverage guidance and steadying influence during periods of organizational change.
Why this role
Why this role is remarkable
- Play a pivotal role in maintaining a high-impact AI platform used by over 12,000 medical professionals during a critical leadership transition.
- Join a well-funded startup backed by top-tier partners that is actively transforming professional medical education through cutting-edge agentic LLM workflows.
- High-leverage, flexible commitment (1-2 days per week) with the potential to influence the long-term technical leadership strategy or transition into a permanent role.
Jack & Jill
How Jack & Jill work together
Meet Jack
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