# George Kalogeropoulos

> George Kalogeropoulos is the co-founder and CEO of HealthSherpa, the private-sector enrollment engine that sits on top of HealthCare.gov. When the federal exchange buckled at its 2013 launch, he and two collaborators built a faster alternative in a matter of days. HealthSherpa has since enrolled more than 10 million Americans in ACA coverage. Raised in Greece by a sculptor father and a tutor mother, he studied political science at Yale, did a stint at Bridgewater Associates, then pivoted a Y Combinator rent-prediction startup into a mission to make health insurance legible.

- **Role:** Co-Founder and CEO at HealthSherpa
- **Organizations:** HealthSherpa, OpsCost, RentMetrics, Bridgewater Associates, Y Combinator
- **From:** Greece
- **Nationality:** Greek-American
- **Education:** B.A. in Political Science, Yale University
- **Known for:** Co-founded and leads HealthSherpa, which has enrolled more than 10 million Americans in health coverage since 2014, Built the first company approved for the federal Enhanced Direct Enrollment program (2018), Created a data ecosystem connecting insurance agents, agencies, and carriers for ACA, Medicare, Medicaid, and CHIP enrollment

## Career timeline

- **2000s** — Earns a B.A. in Political Science from Yale University
- **2000s-2010s** — Works in trading and portfolio construction at Bridgewater Associates for about three years
- **2012** — Goes through Y Combinator with Ning Liang on a rent-price prediction startup (RentMetrics)
- **2013** — Builds OpsCost to make federal hospital pricing data searchable; pivots toward health price transparency
- **2013** — Co-founds HealthSherpa as a faster alternative to the failing HealthCare.gov launch
- **2014** — HealthSherpa begins enrolling consumers in ACA coverage at scale
- **2015** — Cat Perez joins as co-founder and Chief Product Officer
- **2017** — Raises a Series A; relocates headquarters from the Bay Area to Sacramento
- **2018** — HealthSherpa becomes the first company approved for Enhanced Direct Enrollment technology
- **2021** — Surpasses 6 million people enrolled in individual coverage
- **2024** — Cumulative enrollments surpass 10 million since 2014

## Achievements

- Co-founded and leads HealthSherpa, which has enrolled more than 10 million Americans in health coverage since 2014
- Built the first company approved for the federal Enhanced Direct Enrollment program (2018)
- Created a data ecosystem connecting insurance agents, agencies, and carriers for ACA, Medicare, Medicaid, and CHIP enrollment
- Grew the company to roughly 260 employees, headquartered in Sacramento
- Became a licensed insurance agent to better understand the product and customers

## Latest updates

- **2024** — HealthSherpa reports more than 10 million people enrolled in coverage since 2014.

## Links

- Website: https://healthsherpa.com
- LinkedIn: https://www.linkedin.com/in/georgekalogeropoulos
- Twitter/X: https://twitter.com/GeorgeK_HS
- YouTube: https://www.youtube.com/watch?v=YqJeB-9sdv4
- Facebook: https://www.facebook.com/healthsherpas

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Profile page: https://yespress.io/george-kalogeropoulos
Published by YesPress — https://yespress.io
Last updated: 2026-06-12