FractionalCXO.so

David Chen

Verified
Fractional CTO

Technical leadership for healthcare and marketplace businesses navigating compliance and scale.

New York, United States10–15 hours/week$14,000–$20,000/month16 yrs experience

About

Former CTO at two HealthTech companies (one IPO, one $280M acquisition). I specialise in the intersection of technical architecture and regulatory compliance — HIPAA, SOC 2, FedRAMP. My fractional engagements typically begin with a comprehensive technical audit, followed by a 90-day execution plan. I've helped 11 healthcare and marketplace companies raise Series B and C rounds without technical blockers.

Experience highlights

As CTO at Oscar Health (2016–2020), I led the engineering team through rapid expansion from 40 to 160 engineers and the build-out of a proprietary insurance platform that processed $1.2B in claims annually. I also managed our HITRUST certification and SOC 2 Type II compliance programme.

Before Oscar, I was CTO at Recycle Track Systems (marketplace, acquired by Rubicon for $280M) where I architected the core dispatch and routing infrastructure from scratch on a $0 seed budget.

In fractional engagements, I've helped 11 companies navigate the technical fundraise process — specifically the technical due diligence questionnaires that VCs send before a Series B. Three of those companies later told me that the technical preparation I provided was directly cited in term sheet conversations. I'm a particular specialist in companies where HIPAA compliance is a product requirement, not an afterthought.

Expertise

Industries

HealthTechMarketplaceGovTechInsurTech

Specialties

HIPAA ComplianceSOC 2 ArchitectureTechnical FundraisingData Platform Strategy

Past companies

Oscar HealthZocdocCityblock HealthNuvation Bio

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