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Top Health Insurance Startups

This list has 30 startups and was last updated on Oct 15, 2026. 11 of them are hiring right now. Biggest hubs: San Francisco (14) and New York (6). Largest teams: Gusto, Reliance Health, and HealthSherpa. Latest round: Hive Health raised $3.48M (May 12, 2026).

30 startups

Questions and answers

How many startups are on this list?

There are 30 startups on this list, last updated on Oct 15, 2026.

Which of them are hiring?

11 of them are hiring right now, including Gusto, Vitable Health, and SimplyInsured.

Which of them have the largest teams?

By team size: Gusto (2,400 employees), Reliance Health (384 employees), and HealthSherpa (220 employees).

Which of them raised money recently?

Latest rounds: Hive Health — $3.48M Equity (May 2026).

Where are they based?

The biggest hubs are San Francisco (14) and New York (6).