About HealthSherpa

Our Story

We started in 2013 as a small software company offering consumers a simpler, easier alternative to healthcare.gov. Since then, we have grown into the largest and fastest-growing individual health coverage exchange in the United States, simplifying access to health plans from both federal and state marketplaces.

We quickly realized the majority of individuals rely on knowledgeable agents to help them explore coverage options and have worked to develop the easiest, most efficient agent tools ever since. Our secure, integrated technology platform empowers insurance agents, agencies, and carriers to quickly and accurately serve and support individuals as they select and use quality, affordable health plans.

That said, we’re convinced our greatest strength lies in the diversity of our team and our commitment to providing the people we serve with innovative products, services, and experiences woven into a rich tapestry from each employee’s unique perspective.

Core Beliefs

We believe access to quality, affordable healthcare is a fundamental human right, healthcare is crucial for diversity, equity, and inclusion, and universal access is crucial for unlocking the full potential of our society.

Local agents play a key role in enrolling uninsured Americans – especially those from underserved populations – enabling longer, healthier, and more fulfilling lives and driving economic stability. It opens up new opportunities for individuals and families and reduces healthcare costs across the entire system.

We are caring.

We believe healthcare is a human right and understand health insurance is personal and can be confusing and overwhelming. We care about and advocate for individuals seeking quality, affordable healthcare and the agents and agencies working to serve them.

We are smart.

We know health insurance inside-and-out. We’ve read the fine print, know the government policy, and know which small details can make a big difference to people looking to balance health plan benefits and costs. We’re trusted experts who lead with transparency and humility.

We are accessible.

Health insurance can be intimidating, so we aim to make it approachable. We communicate clearly so confusing, tedious topics are easy to understand. We respect and honor the people we serve and their diverse experiences in our language, our actions, our products, and our services. We're available when individuals or agents need support.

We are innovative.

We’re a technology company, not an insurance company. Cutting-edge, not stodgy. Casual, not formal. Optimistic, bold, and audacious on our customers’ behalf. We’re not satisfied with the status-quo.

Our Commitment to Diversity

We're committed to building and fostering a diverse, equitable, and inclusive work environment where we learn from each other, respect one another, and actively welcome and celebrate different lived experiences and identities.

In 2023, we initiated a partnership with Holistic, a DEI consultancy, to bring HealthSherpa’s emphasis on DEI into practice. We are excited and deeply motivated to build out programs and policies that will continually bring our commitment to DEI into our work with each other.

Our Leadership Team

George Kalogeropoulos

CEO

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.

Tree Santomarco

VP of People Operations

Tree is a seasoned HR professional with 13 years of experience championing diversity, equity, and inclusion, running talent development, talent acquisitions, and the overall employee experience. She started out her career in hospitality and eventually worked her way into tech. Throughout her career, Tree has remained committed to fostering environments where employees feel valued, empowered, and motivated to excel.

She has been with HealthSherpa since 2022, supporting the people operations, recruiting, EA, and legal teams. She feels it is a gift to be working with an organization like HealthSherpa, which is a mission-driven, people-first company that genuinely cares about their employees and the community they serve.

Tree is from Miami, FL and now resides outside of Chicago, IL with her wife.

Scott Sherratt

SVP of Sales and Distribution

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.

Adam Van Fossen

VP of Growth

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. Adam 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.

DeLana Traugott

VP of ACA Market Strategy

DeLana is a faith-driven IT leader with 16+ years in complex projects with proven ability to manage cross-functional teams and deliver results, including a $8.4B federal program redesign. She is experienced in product development, program management, and building key relationships.

In addition to spending time with her family in Tampa, FL & Harrisonville, MO, her other passion is equipping vulnerable widows and orphans in Uganda with new skills to help them achieve a better quality of life.

Morgan Blein

VP of Agency Operations

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 over 8 years ago, Morgan has focused on creating and scaling up diverse functions across Support, Operations, Fraud Prevention and Medicare.

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

Joseph Gefroh

VP of Product, Engineering, Data, and Design

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.

Matt Lynch

VP of Government Affairs

Before joining HealthSherpa, Matt had spent most of his career implementing the Affordable Care Act in the private sector as well as at the State and Federal level. First, working at a national health insurer, then leaving to help design and implement the State Based Exchange in Connecticut during the initial go live of the ACA exchanges. Afterward he went to CMS to be an Executive Director overseeing multiple ACA and other healthcare related programs.

Rachel Guo

Chief of Staff

Rachel is a business generalist with over 8 years of experience across multiple industries. In her role as Chief of Staff, she collaborates with the executive team to drive strategic initiatives and build effective processes.

In previous roles, Rachel scaled an ice cream startup’s international business from zero to $70M and led a F500 technology company in revamping its global operating model. She is a graduate of UCLA and lives in Los Angeles.

Interested in joining our team?

Careers

Learn how HealthSherpa partners with the people we serve to drive our mission forward.

Agents & Agencies

Carriers

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

We are the largest exchange for individual health plan coverage in the US.

Our Story

Core Beliefs

Our Commitment to Diversity

Our Leadership Team

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