Senior Actuarial Analyst

Sidecar Health is redefining health insurance. Our mission is to make excellent healthcare affordable and accessible for everyone. We know that to accomplish this lofty mission, we need driven people who will make things happen.

The passionate people who make up Sidecar Health’s team come from all over, with backgrounds as tech leaders, policy makers, healthcare professionals, and beyond. And they all have one thing in common—the desire to fix a broken system and make it more personalized, affordable, and transparent.

If you want to use your talents to transform healthcare in the United States, come join us!

We’re seeking a Senior Actuarial Analyst to own actuarial and financial analytics that drive our business forward. You’ll lead and shape key work streams across pricing, and strategic planning while mentoring junior team members and partnering with leaders across the organization. This role is ideal for someone who combines deep technical expertise with business judgment and wants to make a meaningful impact at a fast-paced, growth-stage health tech company.

• Own and drive actuarial work streams related to pricing, forecasting, product development, and experience studies
• Develop and enhance complex financial models and tools to drive decision‑making across finance, product, and operations
• Perform deep‑dive analyses to understand cost drivers, trends, and risks; present findings and recommendations to senior leadership
• Mentor and review the work of junior actuarial analysts
• Explore and implement AI‑driven approaches to improve the efficiency, accuracy, and scalability of actuarial processes
• Ensure models, assumptions, and methodologies are well‑documented, tested, and continuously improved

• 4+ years of experience in actuarial roles, ideally in health insurance or a related field
• Bachelor’s degree in Mathematics, Actuarial Science, Statistics, Economics, or related discipline
• Strong proficiency in Excel, with exposure to SQL, R, Python, or actuarial modeling tools (e.g., Prophet, SAS) a plus
• Curiosity about emerging technologies, including AI/ML, and how they can be applied to actuarial work
• Progress towards actuarial credentials (e.g., ASA or near‑ASA designation)
• Strong communication and storytelling skills to translate data into action
• Ability to balance accuracy with speed in a fast‑moving environment

• Competitive salary, bonus opportunity, and equity package
• Comprehensive Medical, Dental, and Vision benefits
• A 401(k) retirement plan
• Paid vacation and company holidays
• Opportunity to make an impact at a rapidly growing mission‑driven company transforming healthcare in the U.S.

In taking a market‑based approach to compensation, base pay may vary depending on location. Additionally, base pay may vary considerably depending on job‑related skills and experience. The current expected salary range for this position is: $110,000 - $130,000.

Sidecar Health is an Equal Opportunity employer committed to building a diverse team. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status or disability status.