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Medical Director at Ollyinsurance

Ollyinsurance.com is hiring a founding Medical Director to serve as the clinical backbone of the UK's first AI-native digital health insurer. Backed by $3M and founded by veterans from Lemonade and AXA Health, you'll own clinical governance and shape AI-native triage architecture for a product targeting the 88% of the UK population without private cover. This is a high-impact, founding-level role where you will lead the path to MHRA Class IIa medical device classification and build a clinical function from the ground up for a March 2028 go-live.

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Ollyinsurance

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Location

London, United Kingdom

Compensation

Not Disclosed + Equity

Company

Ollyinsurance

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Role overview

As the founding Medical Director at Ollyinsurance.com, you will serve as the clinical backbone of a groundbreaking AI-native insurer. You will own clinical governance, shape automated triage architecture, and lead the path to MHRA Class IIa classification. This high-impact role blends deep medical expertise with hands-on product building in a pre-launch environment.

We are an AI-native private health insurance start-up building for the 88% of Brits without private cover.$3M pre-seed raised, PRA authorisation in progress, targeting March 2028 go-live. Backed by US institutional investors in the YC ecosystem.

What you will do

  • Own clinical governance frameworks, safety screening protocols, and sign-off on AI-assisted clinical decision trees to ensure MHRA-grade compliance.
  • Partner with product and engineering teams to translate complex medical pathways into structured, scalable logic for the AI-native triage architecture.
  • Define the clinical strategy for human-in-the-loop automation while managing relationships with clinical advisors, panel partners, and regulatory bodies like the PRA.

Who this is a fit for

  • GMC-registered physician with a license to practice, ideally with a clinical background in general practice, urgent care, or digital primary care.
  • Proven experience in clinical governance, patient safety, or regulatory compliance, specifically with MHRA medical device regulation or CE/UKCA marking.
  • A builder mindset with a genuine interest in AI and health technology, comfortable navigating the ambiguity of a founding-stage, pre-launch startup environment.

Why this role is remarkable

  • Founding-level clinical hire at a $3M pre-seed startup, working directly with founders from Lemonade and AXA Health to redefine health insurance.
  • Lead the clinical logic for the UK's first AI-native health insurer, pursuing complex MHRA Class IIa medical device classification for automated triage.
  • Massive market opportunity targeting the 88% of the UK population currently underserved by traditional insurers with a modular, consumer-first health product.

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If your profile’s a match and Ollyinsurance wants to meet, Jill will make the intro. In the meantime, Jack will send you excellent alternatives.

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