At HealthSherpa, our mission is to help every American feel the comfort and security of having health coverage. 

George co-founded HealthSherpa in 2013 with the aim to help every American feel the comfort and security of having health coverage. With his leadership, HealthSherpa has built a data ecosystem that empowers a national network of insurance agents, agencies, and carriers to easily and efficiently enroll individuals in ACA, Medicare, Medicaid, and CHIP health plans. 

Prior to HealthSherpa, he founded OpsCost and RentMetrics and worked in trading and portfolio construction at Bridgewater Associates. He is a graduate of Yale University and a native of Athens, Greece.

With 20 years of experience leading technology and product teams, Ivan has built a career driving innovation across a variety of industries.

He has held key leadership roles at Amazon, Facebook (Meta), and high-growth startups including Jet.com, Quidsi, and Assurance IQ.

Throughout his career, Ivan has consistently delivered large-scale, mission-critical platforms, scaled engineering organizations from the ground up, and led cross-functional teams worldwide.

In his current role as Vice President of Engineering at HealthSherpa, Ivan is responsible for building technology and leading teams on new initiatives. He brings a proven track record of blending deep technical expertise with business strategy to deliver innovative solutions and create exceptional customer experiences.

He resides in the Houston, Texas area with his family.

With a deep passion for scaling startups across various industries (AI, transportation, and healthcare industries), Morgan brings over a decade of experience in SaaS and marketplace operations to HealthSherpa. Since joining the company Morgan has focused on creating and scaling diverse functions across Support, Operations, Fraud Prevention and Medicare. 

Originally from France, Morgan now calls the Bay Area home. He continues to enhance operational capabilities for HealthSherpa and its partners.

Mary leads Marketplace Operations at HealthSherpa, bringing extensive experience across healthcare, technology, and corporate strategy. She has worked within carrier core operations, overseeing mergers and acquisitions and integrating health plans into operational systems, as well as on the vendor technology side—partnering with carriers to onboard new solutions and develop scalable post-production support models. While she has managed multiple lines of business, her primary focus has been advancing operational excellence within the ACA Marketplace.

A former Division I lacrosse captain and coach, Mary brings a strong foundation of leadership, teamwork, and accountability to building high-performing teams and operational frameworks.

Mary lives in Vero Beach, Florida, where she enjoys catching the sunrise with her family, going to church, and spending time by the pool.

Rob has nearly 20 years of experience in the individual health insurance market and has been deeply involved in the Affordable Care Act since day one.

At Florida Blue, he led the company’s launch of Double Re-direct (DRD) with the Federally-facilitated Marketplace (FFM) on October 1, 2013, and became a key industry voice in shaping enrollment reconciliation, APTC payments, and Enhanced Direct Enrollment (EDE). Under his leadership, Florida Blue became the first carrier-built EDE entity approved by CMS.

Since 2022, Rob has brought his carrier and CMS expertise to HealthSherpa, supporting advancement in EDE and off-exchange solutions. He now serves as VP of Market Expansion working to expand our geographic footprint to help more consumers enroll and better support our fantastic agent/broker community.  

Joseph is a seasoned technology leader with over a decade of experience leading and operating product engineering organizations across a range of industries including finance, education, and health insurance.

He's been voted HealthSherpa's best chef, and is a never-ending source of puns. He's always cooking up innovations that improve the experience for the issuers, agents, and consumers that rely on the products he and his team build.

Rachel has 10+ years of experience driving growth and operational excellence across healthcare, technology, and consumer goods. As Vice President of Business Operations, she partners with the executive team to shape strategy, streamline processes, and scale high-impact initiatives.

Previously, Rachel's work has included building an ice cream startup’s international business from zero to $70M and leading a F500 technology company through a global operating model transformation. She is a graduate of UCLA and lives in Los Angeles.

Michael is Senior Vice President of ICHRA at HealthSherpa, where he drives the strategy and growth of its Individual Coverage Health Reimbursement Arrangement (ICHRA) business line. Previously, he founded and served as CEO of Ideon.

A self-described “benefits geek,” Michael is deeply committed to advancing the shift from defined-benefit to defined-contribution benefits—and to building the infrastructure required to make that transition successful for employers, employees, and the broader ecosystem.

Over the past two decades, Jason has built a track record of developing successful, high-quality, trusted client relationships by deeply understanding their needs and priorities within their organizations.

He is a strong organizational manager with a passion for building and developing teams in order to accomplish the mission of the company and deliver excellent results to clients. In addition, Jason is highly analytical with the ability to synthesize complex data and inputs to produce informative narratives with accuracy and reliability.

At HealthSherpa, he leads the carrier team, ensuring our carrier partners receive the care and results required to run their businesses.

Originally from the Northeast, Jason now resides in the Raleigh-Durham area of North Carolina.

Scott has been in healthcare for almost 20 years on the carrier side, the agent broker side and now the startup side. Back when he was on the carrier side, Scott struggled to find a solution for ACA enrollment and reached out to George to learn more about HealthSherpa. Sure enough, he loved the way they handled market issues and five years later decided to make the jump to join the team and hasn’t looked back.

As the former Chief Revenue Officer of the leading B2B marketplace in the beverage supply chain, Adam brings extensive experience in building and scaling sales and marketing teams and running go-to-market programs. He has a proven track record in enhancing marketplace operations within highly-regulated and complex industries, which led him to be interested in the health insurance ecosystem.

At HealthSherpa, he leads the agent and broker, marketing, and partnerships teams, driving strategic growth and innovation.

Originally from Montana, Adam now resides in the Raleigh-Durham area of North Carolina.