Company Insights
Published on
April 22, 2026

How Many People Work at Sidecar Health? Headcount and Employee Trends

Total Employees
160
7.2% from last year
14
New Hires (YTD)
25
5% of total workforce
Departments
15
650 in Engineering
Locations
17
5,012 in New York, NY
  • Sidecar Health is a health insurance company founded in 2018 that offers flexible and affordable plans with upfront pricing and a consumer-driven model, aiming to disrupt traditional health insurance markets.
  • In June 2024, Sidecar Health completed a Series D funding round, bringing its total funding to $328 million, and recently expanded its fully insured health insurance offerings into Texas to meet rising demand from employers.
  • The company has garnered attention for its innovative approach, allowing members to see guaranteed costs for nearly every doctor visit in the U.S., enhancing transparency and empowering consumers to shop for care.
  • Ideal buyers for Sidecar Health are employers with over 50 employees in Texas facing rising healthcare costs, as the company addresses the pain of unsustainable healthcare expenses and offers a modern alternative to legacy health plans.

Sidecar Health Headcount Breakdown by Department

Sales and Support is the largest group at Sidecar Health with 39 employees, closely followed by Engineering at 38; together they account for nearly half of the workforce. Marketing and Product contribute another 25 employees, reflecting the company’s emphasis on market education and user experience. Finance & Administration and Business Management collectively employ 29 professionals, supporting compliance and strategic planning. Lean teams in Operations, Human Resources, IT, Legal, and other functions round out the staff, ensuring the business runs smoothly without significant overhead.

Sales and Support
39
Engineering
38
Marketing and Product
25
Finance and Administration
15
Business Management
14
Operations
8
Human Resources
5
Information Technology
4
Legal
3
Other
9

Sidecar Health Employees by Location

Sidecar Health’s talent base is distributed across the United States, with its largest in-office presence in Los Angeles at 29 employees. Additional hubs include Salt Lake City, Columbus, and San Francisco, each maintaining single-digit to low-teens headcounts. Smaller clusters operate in Seattle, Dallas–Fort Worth, Boston, Miami–Fort Lauderdale, and Chicago. A sizable contingent of about 87 employees works from other or fully remote locations, underscoring the company’s flexible, distributed work model.

Los Angeles, CA
29
Salt Lake City, UT
10
San Francisco, CA
7
Seattle, WA
6
Columbus, OH
7
Dallas-Fort Worth, TX
3
Boston, MA
3
Miami-Fort Lauderdale, FL
5
Chicago, IL
3
Other
87
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